Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK
4.7
Outstanding(151 Reviews)House in Chesapeake Bay, NC
6 guests · 3 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Great for petsBring all your friends and family, even the furry ones
About this house rental
WELCOME to our extraordinary property, a privately owned peninsula nestled in the heart of Virginia's Eastern Shore. If you're seeking privacy and seclusion, look no further - you've found your haven. Steeped in local history dating back to 1817, our estate is a treasure trove for those who love artifact hunting, beachcombing, and reconnecting with Mother Nature.
Situated on an old estate, our home ensures that you won't be encroaching on your neighbor's space. The surrounding woods and open fields teem with wildlife, from Wild Turkeys and Deer to Foxes and Osprey's and "Eddie the Eagle", creating a truiy enchanting experience. As night falls, be prepared to be captivated by a star-studded sky, your nightly companion in this tranquil oasis. Also be sure to check NASA's website at Wallops Island VA for a space launch during your stay.
For water enthusiasts, we offer the added perk of FREE USE of 3 Three Person Canoes and 2 Kayaks. Just be sure to treat our gear with care by turning the canoe/kayaak upside down when storing to prevent water intake and stowing away provided life vest and oars. If you lose an oar your responsible for replacement.
Your private dock provides easy access to the Chesapeake Bay, offering a serene backdrop for a variety of watersports. The completion of our 2024 renovations makes this the ideal time to BOOK NOW and experience the unique charm of our one-of-a-kind property. Don't miss the mesmerizing Shark Memorial, especially
at night - it's a sight to behold.
After 15 years of ownership, we're thrilled to announce that cell phone coverage and WIFI are now available for your convenience.
Please note our house rules: no smoking indoors, and if you smoke outside, kindly dispose of your butts responsibly. While the property is filled with antiques and collectibles for your enjoyment, we ask that you admire them without touching or moving them. For the preservation of our new carpet, kindly refrain from wearing shoes or bringing food upstairs, plenty of room downstairs and outside to eat.
Families are welcome, but please be mindful of the minimum age limit for renters. Additionally we are pet-friendly, with the condition that the pets are well behaved, waste is promptly removed and disposed of in designated areas, and they stay off the furniture. We do not allow cats and ask that dogs refrain from going upstairs, a baby gate is provided at the end of the stairway.
For those with mobility considerations, the downstairs area is handicap-friendly, featuring a spacious bathroom and an easy access to the kitchen and sleeper sofa. The outdoor shower on the back deck, complete with a screened in porch and dining area adds an extra layer of comfort to your stay. Check out the new outdoor "Cooking Station" a one-of-a-kind complete from propane grill to charcoal grill to crab cooker and smoker. We look forward to hosting you in this unique and inviting retreat.
Situated on an old estate, our home ensures that you won't be encroaching on your neighbor's space. The surrounding woods and open fields teem with wildlife, from Wild Turkeys and Deer to Foxes and Osprey's and "Eddie the Eagle", creating a truiy enchanting experience. As night falls, be prepared to be captivated by a star-studded sky, your nightly companion in this tranquil oasis. Also be sure to check NASA's website at Wallops Island VA for a space launch during your stay.
For water enthusiasts, we offer the added perk of FREE USE of 3 Three Person Canoes and 2 Kayaks. Just be sure to treat our gear with care by turning the canoe/kayaak upside down when storing to prevent water intake and stowing away provided life vest and oars. If you lose an oar your responsible for replacement.
Your private dock provides easy access to the Chesapeake Bay, offering a serene backdrop for a variety of watersports. The completion of our 2024 renovations makes this the ideal time to BOOK NOW and experience the unique charm of our one-of-a-kind property. Don't miss the mesmerizing Shark Memorial, especially
at night - it's a sight to behold.
After 15 years of ownership, we're thrilled to announce that cell phone coverage and WIFI are now available for your convenience.
Please note our house rules: no smoking indoors, and if you smoke outside, kindly dispose of your butts responsibly. While the property is filled with antiques and collectibles for your enjoyment, we ask that you admire them without touching or moving them. For the preservation of our new carpet, kindly refrain from wearing shoes or bringing food upstairs, plenty of room downstairs and outside to eat.
Families are welcome, but please be mindful of the minimum age limit for renters. Additionally we are pet-friendly, with the condition that the pets are well behaved, waste is promptly removed and disposed of in designated areas, and they stay off the furniture. We do not allow cats and ask that dogs refrain from going upstairs, a baby gate is provided at the end of the stairway.
For those with mobility considerations, the downstairs area is handicap-friendly, featuring a spacious bathroom and an easy access to the kitchen and sleeper sofa. The outdoor shower on the back deck, complete with a screened in porch and dining area adds an extra layer of comfort to your stay. Check out the new outdoor "Cooking Station" a one-of-a-kind complete from propane grill to charcoal grill to crab cooker and smoker. We look forward to hosting you in this unique and inviting retreat.
Amenities
Pool
Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
TV
Wheelchair accessible
Ski in / Ski out
Garden
Family friendly
Map of Chesapeake Bay, NC
Reviews
4.7
Outstanding(151 Reviews)4.7
This property's seclusion is excellent. There is a lot of wildlife on land and water. However, as the owner will state, this property is not right for everyone. Read the reviews. The reviews do not cover what I am listing below. I debated not even rating it.
Things not described in the listing:
1) External cameras everywhere. They are very overt and make you feel uncomfortable. I do see a need for some sort of camera system. This was an overkill.
2) Yes, there is Wi-Fi, but good luck with it. It is hit or miss. Due to signal strength, I believe it is located elsewhere on the property. This was very spotty. Yes, we wanted seclusion but ensure you download all your books and content before you show up.
2) Ants on the countertops and built-in dining table. The ants were present on arrival, and filled traps were found in both locations.
3) Ensure you read the rule book and rules on the refrigerator. This is where you will learn that trash needs to be taken with you, how to properly use the shower, and other tips for the property.
4) Be prepared for the unique features of this property. It's a converted garage or boathouse, which we could tell from the start. However, it's a handyman's special with exposed wires, a light fixture hanging open in the kitchen, and missing or dislodged baseboard moldings. Also, please be careful on the upper deck as some boards are rotted through, and there is a possibility of falling through.
Recommend updating photos.
4.7
Rockin Rando is so helpful and communicative. So many tips to have a great stay. My only sad part is we were gone from the house to much and i could have just stayed there and enjoyed nature!
4.7
Beautiful spot. Location location location! Can’t wait to go back
4.7
We enjoyed our stay. We had our dogs with us and they enjoyed it also. We would definitely stay again.
Thank you Randy
4.7
We caught plenty of crabs off the dock. The fish gave us the slip. Everyone we met in the area was super nice. It is a great place to leave the hustle and bustle behind.
4.7
We enjoyed our stay. There was plenty of activities, crabbing was fun, fishing was great as well. Like any other place in America bring sunscreen and bug spray. It wasnt bad just enough to warrant protection. Great outdoor activities and will not have time to do everything. We will be returning next year to continue our adventures.
4.7
The stay was great if you don’t mind cameras watching you. Propane tank was empty, couldn’t sit on balcony because straw would go up my ass from the crappy chairs. Stove top was dirty with mysterious fluid. It was what it was. Plenty to do in area. Plenty of undersize crab available- we threw them back.
4.7
We really enjoyed our stay! We spent a lot of time on the screened-in porch and on the dock. Caught lots of crabs, harvested some oysters and had some great meals with them. Access to the water was our prime reason for renting and this place did not disappoint! It is roomy, beds are comfortable, kitchen is well stocked with quality cookware. If you're a bug magnet like me, be sure to use spray—even on the porch—those "No see-ems" are ferocious! Owner is a good guy who seems to really want his place to be enjoyable for his renters—communication was great!
4.7
The only thing I could say that isn’t positive is that it doesn’t sleep 6 comfortably or with privacy. Randy was a great host and its a beautiful location.
4.7
My husband and I wanted a quiet get-away for a few days to unplug and relax. This property is the perfect place for that! It is a beautiful.setting - we took advantage of the canoes and even went crabbing. It rained one day so we decided to drive into town (15min) to visit a lovely antique mall. Perhaps we were inspired by all of the wonderful antiques which decorate this house! Randy (the owner) is very accommodating and responsive to the questions we had. The T.V. reception is questionable at times, but there are many movies available on DVD. We enjoyed the huge screened in back porch and sitting on the dock watching the osprey (never did see the eagle but we saw his nest). Overall, we enjoyed our stay.
4.7
We had fun crabbing off the dock. Using the canoes was a good way to pass the time. Kids had a blast. I will say there is not 3 bedrooms. Upstairs there is one official bedroom. The second bed is in an open area at the top of the stairs. The 3rd bedroom is just the pull out sofa in the livingroom. It was fine for us with just two kids who shared a bed but if other couples are going that would be nice to know. We had originally booked this place because it had a boat ramp. Upon booking and speaking with the owner I was informed that our boat could not go out from his ramp and we had to still drive to a local ramp. Which was not far but again that was the main reason for booking this house. His ramp is more for just the canoes and jet skis. Also the dock pictured in listing where the boys are crabbing is not his dock. It is the neighbors dock....which is another reason why we had thought we could put our boat out there. If you are looking for a very secluded place to stay this is a great place. We enjoyed the quiet for sure.
4.7
Everything was great, very pretty and peaceful.
4.7
Nice relaxing week spent on the water.
4.7
Rustic cottage with the necessities needed for a fun weekend with two boys (6 and 12). Crabbing and fishing from the pier, along with a short ride to boat dock to launch boat.
4.7
Great place to get some rest and relaxation. We loved the upstairs ambience and the screen porch was the best.
4.7
We had a great vacation at this house with our friends and family. The water was deep enough for us to keep our 21’ Mako, even with the low tide. We enjoyed several meals of fish and crab caught right off the pier, or off our boat. If you don’t have a boat, there are also kayaks and canoes to use to take in the scenery. The screened porch was great for getting out of the sun and enjoying the evenings, when we weren’t sitting by the outdoor fire pit. The kitchen is small, but it has much of what you need, as well as grills and a crab pot outside. There is a combination of antiques and interesting/amusing items in and out of the house. We enjoyed finding something new each day. There are 2 queen beds upstairs, with a pullout sofa and loveseat. Downstairs is a large couch and another pullout sofa. The pullout isn’t the most comfortable, but we had an air mattress that worked just fine. I would suggest a little more storage for guests to store their food and clothing. In the upstairs bathroom, towel hooks would be nice for guests sharing the bathroom. There is a Roku upstairs, but if you need tv, you can also bring your own Firestick or Roku for the other tv’s. We were so busy having fun, we didn’t really need to.
4.7
Rural area, very quiet and peaceful. Very nice dock. We used the crab pots and actually caught decent size crabs that we steamed. Enjoyed watching the tides on the creek rise and fall, listening to all the birds and having coffee on the dock. Screened porch is very nice. Our dog loved running around. Thank you for being pet friendly. We grilled most evenings but we took lunch time rides to nearby Onancock, Watchpreague and Chincoteague. Great place if you want to get off the grid for a bit. Thank you Randy
4.7
very nice here next to the bay ,Quiet and peacefully. Lots of room to let the dog run.the screened in back porch is a blessing sitting out at night and listening to a pair of whippoorwills call to each other . Well priceless !
4.7
We enjoyed setting out the crab pots and catching 6 keepers. We enjoyed the chance to take our boat from Va beach right to the dock.
4.7
The property is nice. It was very quiet. My only complaint is we should not have been charged a cleaning fee when 1 we used our own sheets per owners request. 2 Had to wash the towels and wash rags at our expense. 3 Had to take the trash with us. Other than the cleaning fee everthing else was ok.
4.7
Great location right on the water. Access to kayaks and canoes was a great addition to this booking. Nice dock m and good for crabbing and fishing. Randy was also easily available to answer questions
4.7
My wife and I and our 9 month old puppy spent 3 extremely enjoyable and relaxing days at Rockin Rando’s home over the Thanksgiving holiday. We found the description on the website to be accurate, communication with the owner (Randy) was outstanding, and the house had everything we needed for a great stay!
The house is a tad rustic but was very clean and cozy and spacious. We slept in the First Mate’s Quarters and it was quite comfortable with a great view. There are also a ton of interesting and unusual collectibles and antiques for viewing pretty much everywhere you go inside and out, which was fun in itself!
We were lucky to have a couple of 60 degree days in late November so we spent most of our time enjoying the screened in porch, the dock, the kayaks and the beautiful scenery. The yard and surrounding area were perfect for our puppy to run and play and explore.
A good time was had by all and we will definitely consider staying there again in the future.
4.7
This place is located in a beautiful part of the eastern shore. It was NOT as represented online. The online description says that it is a three bedroom home. It is actually a one bedroom home with a large loft. So all sleeping areas are upstairs and there is an exit to a deck from the loft area which is unable to be opened. Creating a safety hazard for those people sleeping there.
The listing also says there are three bathrooms. This is a false statement there are two bathrooms and an outdoor shower. The outdoor shower simply has a showerhead and faucets no other bathroom amenities.
There are 360° cameras posted along the outside of the house. This makes the outside shower feel a little uncomfortable
When we checked in the floor was incredibly dirty and there was a thick layer of dust on all of the items on the shelves. Many of the items on the shelves were interesting antiques but we couldn’t get past the fact that it was really dirty.
When we went to look at the bedroom the one bedroom there were dirty sheets on the bed.
The front door will not lock from the inside so the only way to secure it is by sticking a wooden dowel in the tray where the sliding door opens. This did not instill a sense of safety to us.
I sent the owner photos of the dirty floor in the bed and the door that wouldn’t open and he would only give me the cleaning fee back.
We only stayed one night. The location was highly misrepresented online
4.7
Very peaceful waterfront property with lots of crabs and oysters.Great spot for relaxing weekend.
4.7
The Grandsons and my self really enjoyed the water , woods, animals, quietness, fishing and crabbing. The owner was very helpful, informative and very easy to communicate with. Every thing we forgot and needed was there. We will be back next year
4.7
Quiet relaxing area but can’t relax completely due to multiple restrictive rules by owner (List of “Do Not ….”) . And it is not pleasant during rainy weather! Water was coming from the sealing in the kitchen , no power, no phone, no water or toilet during power outages.
4.7
Quiet ! Great place to relax. I had a 7 and 10 yr old girls with me they loved catching the crabs! I needed to relax and get away and thats exactly what I did. This was one Vacation that goes down in history as being one of the best!
4.7
My husband and I typically go crabbing every year but this was our first time staying at Rocking Randy's place. His listing is very accurate if he doesn't have it you don't need it! The kitchen is fully stocked and ready for you to cook all of the crabs that you will catch. Typically when we rent houses we deal with the rental company, however we were in communications with Randy from day one which we really liked. He gave us directions to the house, included where to stop for bait and told us exactly what to get in order to catch the crabs and what beer to bring! When we got to the house the crab pots were already out on the dock ready for us to bait and throw in. Our favorite spot was the screened in back porch it was perfect for playing games when you needed to get out of the sun. My husband and I ventured out to the bay on the canoes. It was absolutely the perfect vacation. If you are looking for a secluded vacation spot this is the one. We will definitely be back!
4.7
We always look for properties that are secluded and full of nature, and this place checked ALL the boxes! The house itself is just fascinating with all the carefully placed antiques and artifacts. So much to look at, we never even attempted to turn on the TV! My boys and I kayaked, fished, caught lots of blue crabs (which we released, because even though I'm an eastern shore girl, I am slightly ashamed to say I STILL dont know how to pick them!) The screen porch is just amazing, it just brings a sense of comfort and happiness. I often had a stupid smile on my face for no particular reason...
At night, the stars are brilliant, my youngest son said he could "see whole galaxies". Randy is wonderful, he really cares and was always there for anything. If you're looking for a "real getaway", this is your place! Thanks for sharing this special place Randy. -Julie (Jill)
4.7
Loved the house and the area. Property is exactly as listed. The husband and I as well as our two dogs totally loved the trip. 1st time crabbing and Randy explained exactly how to set the crab pots and steam the crabs. Made for an amazing dinner. We went to the local markets and purchased fresh clams & flounder. Delicious ! Seen tons of critters.. deer, rabbits , multiple birds , lizards & fiddler crabs . Drive was easy. Once you cross the Bay bridge it’s beautiful huge farms. Favorite part of the house was the screened porch as well as sitting on the dock and watching all the fish and wildlife . Ate at a few local restaurants. Mallards & an Irish pub not to far away. Both were very good. Perfect place to relax and enjoy Mother Nature . Hope to book again and bring some family members that like to fish!
4.7
Let me start by saying this: if you can avoid vacationing with boys overflowing with teen angst, do so.
For the kids, I thought it would be perfect. They love fishing, and I thought that having bay access out the back door and the ocean approx 30 min away would be ideal. I was wrong. The got bored with crabbing, and they never thought about taking their boat out, except at low tide. But this is not a reflection on Randy’s property. Rather, I mention it as something to think about if you’re traveling with angsty teens and hope to relax. On the bright side, there’s plenty of remote areas to hide a body or two.
This is not the Ritz Carlton, nor did we want it to be. For myself and my boyfriend, this property was practically perfect. Quiet, peaceful, secluded, comfortable and cozy. Rando has got just about everything you need. If you’re missing anything, there’s a grocery store and a Wally World approx 15-20 min away… but in this serene setting you’d never know these amenities were so close. There are also farmers markets nearby with wonderful fresh produce. Combined with freshly caught crabs (and fish from our charter adventures), our meals were delicious and healthy. Randy provides canoes and kayaks for guest use, and the quiet roads and flat landscape are perfect for bicycling. (When was the last time you lost weight - without trying - WHILE ON VACATION??)
Don’t get me wrong, we’re not health nuts. We drank beer. And we enjoyed a couple of fantastic meals at nearby restaurants. Bonus: The nearby Mallards has pet-friendly outdoor seating in a picturesque setting, with wonderful food!
The house itself is clean, comfortably furnished and has a cozy, casual feel to it. As others have noted, you pass through one bedroom to get to the other so keep this in mind if privacy is an issue. The beds are comfortable and we slept very well. The sofa beds were less so, but that’s to be expected of sofa beds in general. The only sound at night is crickets and the stars are AMAZING.
The outdoor shower is Heaven. Seriously. Try it.
There were a couple of minor issues caused by some inconsiderate prior tenants, but nothing worth mentioning except to say that Randy handled them promptly when brought to his attention. I would recommend you check propane levels before you are ready to start grilling.
All in all, this was a very positive experience and we hope to return in future. Thanks so much, Randy!
4.7
Beautiful Retreat
This property is perfect if you are looking for time away from the hustle and bustle. It is quiet, unique, and extremely beautiful!
4.7
A GOOD PLACE TO GET AWAY
A nice place to catch some crabs and oysters. WIFI DID NOT WORK the entire time we were there. I know it is a place to unplug but need WIFI to make phone call in case of emergency since no cell signal there.
4.7
Very relaxing stay
We thoroughly enjoyed relaxing and crabbing! Can’t wait to book another stay here!
4.7
The property was as advertised. Peaceful and quiet. Great screened in porch, spent hours watching the birds in the water. Dogs and kids love
4.7
The property was as advertised. Peaceful and quiet. Great screened in porch, spent hours watching the birds in the water. Dogs and kids love
4.7
Peaceful oasis
The property was as advertised. Peaceful and quiet. Great screened in porch, spent hours watching the birds in the water. Dogs and kids love
4.7
Private Vacation
NOT Virginia beach or Outer Banks but a true escape from overcrowded resort areas. Spend time with family and nature with real privacy. No traffic and no screaming children (unless you bring your own).
4.7
We live in crazy days -- overscheduled, overprocessed, overdone! "Rockin' Rando's" little oasis provides a respite from all of this. You really are off the grid as much as you can be on the Eastern Seaboard of the USA. Don't come here looking for an eyebrow bar or Michelin starred restaurants; come here to enjoy the beauty only provided by God and enhanced by someone that positively adores his little slice of heaven and is willing to share it.
Again, is this the Beverly Wilshire? No. And nor would we want it to be -- it is not really 3 bedrooms (2 upstairs with one having to pass through the other and share a bathroom that is located within the one bedroom; other sleeping area would be the living room), nor did we find a 3rd bathroom ( outdoor shower and 'nature' as your toilet?)--yet there is a charm in the simplicity of this place and it is not without its 'perks' ... certainly the quiet cove it is located on, the great set up outside for grilling and hanging, a very nicely stocked kitchen with good pots, pans, utensils and cooking accoutrements, a comfortable bed (we only used 1 bed as there were only 2 of us), and lots of eye candy because Randy not only collects but proudly displays his antique and fun rummage finds for his vistors to enjoy. His enthusiasm is infectious and makes for a magical experience for all who are willing to disconnect with 'the grid' and connect, in simplicity, with nature.
4.7
Down to Earth
We live in crazy days -- overscheduled, overprocessed, overdone! "Rockin' Rando's" little oasis provides a respite from all of this. You really are off the grid as much as you can be on the Eastern Seaboard of the USA. Don't come here looking for an eyebrow bar or Michelin starred restaurants; come here to enjoy the beauty only provided by God and enhanced by someone that positively adores his little slice of heaven and is willing to share it.
Again, is this the Beverly Wilshire? No. And nor would we want it to be -- it is not really 3 bedrooms (2 upstairs with one having to pass through the other and share a bathroom that is located within the one bedroom; other sleeping area would be the living room), nor did we find a 3rd bathroom ( outdoor shower and 'nature' as your toilet?)--yet there is a charm in the simplicity of this place and it is not without its 'perks' ... certainly the quiet cove it is located on, the great set up outside for grilling and hanging, a very nicely stocked kitchen with good pots, pans, utensils and cooking accoutrements, a comfortable bed (we only used 1 bed as there were only 2 of us), and lots of eye candy because Randy not only collects but proudly displays his antique and fun rummage finds for his vistors to enjoy. His enthusiasm is infectious and makes for a magical experience for all who are willing to disconnect with 'the grid' and connect, in simplicity, with nature.
FAQs
How much does this house cost compared to others in Chesapeake Bay?
The average price for a rental in Chesapeake Bay is $266 per night. This rental is $32 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK. Enjoy the water!
Is Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK pet friendly?
Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.
What amenities are available at Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK?
We found 14 amenities for this rental. This includes pool, air conditioner, pets allowed, kitchen or kitchenette, and internet / wifi.
Explore similar vacation rentals in Chesapeake Bay
Explore all rentals in Chesapeake BayBeachfront
Waterfront Scotland Beach Retreat with Private Beach
House
in RidgeKitchen or Kitchenette · Air conditioner · Internet / Wifi
Business stays, family stays, couples stay, getaway vacation, and rental in Chesapeake Bay at Waterfront Scotland Beach Retreat with Private Beach for $333 for your next trip.
$$$$
Start earning One Key rewards
Cozy, Dog-friendly Duplex At The North End Short Walk To The Beach!
Apartment
in Virginia Beach6 guests · 2 bedrooms · 2 baths
Pool · Pets allowed · Kitchen or Kitchenette
The best choice in Chesapeake Bay for Apartment, for $240 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Family and Pet-Friendly, Waterfront with Pier
Cottage
in Cambridge8 guests · 4 bedrooms · 2 baths
Garden · Pool · Pets allowed
This inviting Cottage in Chesapeake Bay can fit your needs for many types of vacations, at $275 per night.
$$$$
Inn at Warner Hall
Bed and Breakfast
in Gloucester1 king bed
Garden · Kitchen or Kitchenette · Air conditioner
Soak up the beauty of Chesapeake Bay in our Bed and Breakfast, Inn at Warner Hall. With a range of amenities such as Air conditioner, Fireplace and Internet / Wifi, you'll feel right at home.
$$$$
Annapolis Condominium in the heart of the historic center
Apartment
in Annapolis6 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
Looking for a Apartment in Chesapeake Bay, this Apartment for $337 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Rivers Edge Retreat with Kayaks and River Access!
House
in ReedvilleGarden · Pets allowed · Kitchen or Kitchenette
Looking for the perfect place to call home during your trip to Chesapeake Bay? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Waterfront Stunning River Retreat - Chesapeake Bay - Hot Tub-Kayaks-Fenced Yard
House
in Reedville8 guests · 4 bedrooms · 3 baths
Garden · Pool · Pets allowed
Looking for a House in Chesapeake Bay, this House for $335 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
The Pearl of Oyster Harbor
House
in AnnapolisGarden · Pets allowed · Kitchen or Kitchenette
This House in Chesapeake Bay, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
$$$$
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
House
in Annapolis8 guests · 3 bedrooms · 2 baths
Pool · Pets allowed · Kitchen or Kitchenette
This House for $352 in Chesapeake Bay, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Calloway Drive Retreat
House
in DealeKitchen or Kitchenette · Air conditioner · Internet / Wifi
Enjoy the best of Chesapeake Bay in our House, Calloway Drive Retreat. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Renovated Historic Home located downtown with parking - Walk everywhere !
House
in Annapolis6 guests · 4 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette
Are you ready to indulge in a relaxing getaway? Our House in Chesapeake Bay has everything you need for a rejuvenating stay. Treat yourself to Renovated Historic Home located downtown with parking - Walk everywhere !'s exceptional amenities, such as Air conditioner, Dishwasher and Fireplace.
$$$$
Sea Home - North End VB
House
in Virginia BeachKitchen or Kitchenette · Air conditioner · Internet / Wifi
Looking for a memorable stay in Chesapeake Bay? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.
$$$$
Private, Waterfront, Ultra-clean, Pet friendly, Kayaks, Canoe, Firepit, more!
House
in Reedville8 guests · 3 bedrooms · 3 baths
Garden · Pets allowed · Kitchen or Kitchenette
This attractive House in Chesapeake Bay, $238 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Beachfront
Vacation Rental House Situated on Chesapeake Bay
House
in RidgeKitchen or Kitchenette · Air conditioner · Internet / Wifi
Discover the beauty of Chesapeake Bay with a stay at Vacation Rental House Situated on Chesapeake Bay, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Wonderfully Updated and Renovated in the Historic District. 2-3 Night Min Stay
House
in Cape Charles6 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Chesapeake Bay, at $242 per night for your next great vacation.
$$$$
Beachfront
The Compass Rose by Leavetown Vacations
House
in AnnapolisGarden · Pets allowed · Kitchen or Kitchenette
When traveling to Chesapeake Bay, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $268 per night.
$$$$
The Yellow Cottage on Harness Creek
Cottage
in Annapolis6 guests · 3 bedrooms · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner
Looking for a memorable stay in Chesapeake Bay? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more during your stay.
$$$$
Waterfront Wildlife Retreat on the Patuxent River
House
in Lusby6 guests · 3 bedrooms · 2 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
This attractive House in Chesapeake Bay, $279 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Luxe Chesapeake Bay Getaway Less Than 20 Mi to Annapolis!
House
in Shady SideKitchen or Kitchenette · Air conditioner · Internet / Wifi
Nestled in Chesapeake Bay, this House is perfect for your next vacation. Enjoy Luxe Chesapeake Bay Getaway Less Than 20 Mi to Annapolis!'s top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Norfolk Beach Cottage Rental
Cottage
in Norfolk6 guests · 3 bedrooms · 1 bath
Pool · Pets allowed · Kitchen or Kitchenette
Most favorited
Business stays, family stays, couples stay, getaway vacation, and rental in Chesapeake Bay at Norfolk Beach Cottage Rental for $328 for your next trip.
$$$$
Beachfront
Absolute Beach 4bedrooms-3bath steps to beach
House
in Virginia BeachGarden · Kitchen or Kitchenette · Air conditioner
When traveling to Chesapeake Bay, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $266 per night.
$$$$
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
House
in Hallieford6 guests · 3 bedrooms · 1 bath
Garden · Pool · Kitchen or Kitchenette
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Chesapeake Bay, at $265 per night for your next great vacation.
$$$$
Beachfront
Beach Happy 4bedrooms-3bath steps to beach
House
in Virginia BeachGarden · Kitchen or Kitchenette · Air conditioner
The best choice in Chesapeake Bay for House, for $266 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental
House
in Cape Charles8 guests · 3 bedrooms · 3 baths
Garden · Pets allowed · Kitchen or Kitchenette
This inviting House in Chesapeake Bay can fit your needs for many types of vacations, at $282 per night.
$$$$
Pet-Friendly Annapolis Home Walk to Beach!
House
in AnnapolisGarden · Pets allowed · Kitchen or Kitchenette
Looking to create some memories in Chesapeake Bay? Look no further than our House, Pet-Friendly Annapolis Home Walk to Beach!. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
House
in Gloucester6 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
This attractive House in Chesapeake Bay, $248 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Natural Beauty B
House
in Virginia BeachGarden · Pets allowed · Kitchen or Kitchenette
Business stays, family stays, couples stay, getaway vacation, and rental in Chesapeake Bay at Natural Beauty B for $266 for your next trip.
$$$$
Start earning One Key rewards
Relaxation awaits! Potomac River Waterfront Home.
House
in Lottsburg8 guests · 3 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette
Nestled in Chesapeake Bay, this House is perfect for your next vacation. Enjoy Relaxation awaits! Potomac River Waterfront Home.'s top-rated amenities, including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Natural Beauty A
House
in Virginia BeachGarden · Pets allowed · Kitchen or Kitchenette
Looking for a memorable stay in Chesapeake Bay? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.
$$$$
Start earning One Key rewards
Enjoy The Simple Life In This Luxury Farmhouse Near Williamsburg
Farm Stay
in Williamsburg10 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Soak up the beauty of Chesapeake Bay in our Farm Stay, Enjoy The Simple Life In This Luxury Farmhouse Near Williamsburg. With a range of amenities such as Air conditioner, Dishwasher and Laundry, you'll feel right at home.
$$$$
Chesapeake Bay travel inspiration
Read our blogGuides
Top Things to Do in Miami: From Beaches to Culture
Guides
The Best Things to Do in Orlando: Attractions, Food, and Family Fun
Guides
Things to Do in Galveston, Texas
Guides
Top Things to Do in Myrtle Beach
Guides
Ski Trip Packing List: What to Bring Skiing or Snowboarding
Trends
VacationRenter Holiday Travel Trends 2023
Featured Rentals
Architectural Vacation Rentals: Experience the Beauty of Unique Properties
Featured Rentals
Sustainable and Eco-Friendly Vacation Rentals Around the World
Keep exploring
- Lake Tahoe Cabins
- Ruidoso Cabins
- Blue Ridge Cabins
- Estes Park Cabins
- Lake George Cabins
- Eureka Springs Cabins
- Branson Cabins
- Lake of the Ozarks Cabins
- Lake Arrowhead Cabins
- Lake Texoma Cabins
- Canyon Lake Cabins
- Sevierville Cabins
- Flagstaff Cabins
- Colorado Springs Cabins
- Hot Springs Cabins
- Bass Lake Cabins
- Buffalo River Cabins
- Possum Kingdom Lake Cabins
- Chattanooga Cabins
- Nashville Cabins
- Wears Valley Cabins
- Cloudcroft Cabins
- Deep Creek Lake Cabins
- Mammoth Lakes Cabins
- Anna Maria Islands Rentals
- Outer Banks Vacation Rentals
- Rosemary Beach Rentals
- Holden Beach Rentals
- Hilton Head Vacation Rentals
- Topsail Beach Rentals
- Kiawah Island Rentals
- Panama City Beach Rentals
- Ocean Isle Beach Rentals
- Folly Beach Rentals
- Dauphin Island Rentals
- Rehoboth Beach Rentals
- Bethany Beach Rentals
- Cape Cod Rentals
- 30A Rentals
- Seaside Florida Rentals
- Edisto Beach Rentals
- Fort Myers Beach Rentals
- Miramar Beach Rentals
- Port Aransas Rentals
- Emerald Isle Rentals
- Orange Beach Rentals
- Surfside Beach Rentals
- Hampton Beach Rentals
- Assateague Island Rentals
- Jacksonville Beach Vacation Rentals
- North Shore Vacation Rentals
- Ogunquit Vacation Rentals
- North Redington Beach Rentals
- Lido Key Vacation Rentals
- Sea Colony Rentals
- Pass A Grille Vacation Rentals
- Blue Ridge Mountain Rentals
- Vail Lodging
- Jackson Hole Lodging
- Winter Park Lodging
- Telluride Lodging
- Big Sky Rentals
- Aspen Lodging
- Park City Rentals
- Steamboat Springs Lodging
- Breckenridge Rentals
- Lake Tahoe Rentals
- Copper Mountain Lodging
- Mammoth Mountain Lodging
- Beech Mountain Rentals
- Crested Butte Rentals
- Sun Valley Lodging
- Keystone Lodging
- Taos Lodging
- Sugar Mountain Cabins
- Beaver Creek Lodging
- Deep Creek Lake Rentals
- Smith Mountain Lake Rentals
- Ocean Lakes Rentals
- Lake Anna Rentals
- Torch Lake Rentals
- Lake Winnipesaukee Rentals
- Norris Lake Rentals
- Lake Gaston Rentals
- Canyon Lake Rentals
- Lake Oconee Rentals
- Lake Wallenpaupack Rentals
- Lake Martin Rentals
- Lake Havasu Rentals
- Lake of the Ozarks Rentals
- Lake Michigan Vacation Rentals
- Lake Chelan Rentals
- Finger Lakes Rentals
- Lake Keowee Vacation Rentals
- Lake Conroe Rentals
- Lake Erie Vacation Rentals
- Lake Austin Vacation Rentals
- Sebago Lake Rentals
- Lake Tillery Rentals
- Keuka Lake Rentals