Pine Shore Beach House on the Chesapeake Bay w/ 170ft pier
5.0
Outstanding(36 Reviews)House in Chesapeake Bay, NC
10 guests · 5 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Includes essentialsGarden, Kitchen or Kitchenette, Air conditioner and more
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
While walking down our 170 foot pier extending way out into the Chesapeake Bay you cross state lines! That's right the huge 16x20 foot deck at the end of the pier is technically in Maryland. Bring your fishing gear!
Private beach, expansive views of the Chesapeake as it intersects the Potomac River. Behind the home is the remaining 4.5 heavily wooded acres. Remodeled home that has been finished out with granite countertops, tile all throughout the first floor. 4 bed/2 full bath. Large great room with huge dining room table that seats 10 people. This home is our true escape. You'll see as you drive to the secluded neighborhood that there are only a dozen homes on this street. It's nature at its finest.
This home originally was owned by a DC-area doctor and his wife as their personal vacation home. We had been looking for a couple years for the perfect beach home on the Bay that felt more like a home and not a smelly cabin. Once we saw this pop up on Zillow we knew we had to have it! We've outfitted it to fit our needs of bringing friends and family with us and think you will enjoy what we've done as well. Also bought some new furniture, mattresses, all new linens, etc...
Rooms come with clean sheets already tucked in for you, and a towel and face cloth for each guest to use. We even have toothbrush holders by the sink. The bathtub and shower have shampoo, conditioner and body wash so you don't need to bring your own. Please bring your own beach towels. We do have some beach toys for the kids, a couple beach chairs and an umbrella. If the weather is nice, we have a few kayaks you can use as well.
We have lots of games in the home if weather is bad - card games, connect 4, and children playsets and toys, various books and recently added a foosball table.
We have internet wifi in the home so you can work from here too. There are 3 HDTVs with Roku boxes. A DVD player in the living room with variety of DVDs to choose from. 2 of the Rokus have DirecTV Stream for regular channels.
Outside we have a propane gas grill and large picnic table on the lower balcony. There is a hot water outdoor shower for you to shower off after being on the beach all day.
Sorry, we can not allow animals at this home, no matter how small or well trained.
Most of the time you can arrive at the house before the 4pm posted time, unless it's busy, like summertime. If someone is checking out on your check-in day, we'll let you know if you need to wait til 4pm. Also, the same on checkout. There are no extra fees for the early checkin and late checkout.. we're not a hotel ;-)
We live in Richmond, but are available via phone or text.
Very quiet neighborhood. Some neighbors live here fulltime some only on weekends. Please stay within our property and beach only. Do NOT climb on the riprap (the rocks by the shore).
Sorry, we can not allow animals at this home, no matter how small or well trained because our kids have crazy allergies.
Private beach, expansive views of the Chesapeake as it intersects the Potomac River. Behind the home is the remaining 4.5 heavily wooded acres. Remodeled home that has been finished out with granite countertops, tile all throughout the first floor. 4 bed/2 full bath. Large great room with huge dining room table that seats 10 people. This home is our true escape. You'll see as you drive to the secluded neighborhood that there are only a dozen homes on this street. It's nature at its finest.
This home originally was owned by a DC-area doctor and his wife as their personal vacation home. We had been looking for a couple years for the perfect beach home on the Bay that felt more like a home and not a smelly cabin. Once we saw this pop up on Zillow we knew we had to have it! We've outfitted it to fit our needs of bringing friends and family with us and think you will enjoy what we've done as well. Also bought some new furniture, mattresses, all new linens, etc...
Rooms come with clean sheets already tucked in for you, and a towel and face cloth for each guest to use. We even have toothbrush holders by the sink. The bathtub and shower have shampoo, conditioner and body wash so you don't need to bring your own. Please bring your own beach towels. We do have some beach toys for the kids, a couple beach chairs and an umbrella. If the weather is nice, we have a few kayaks you can use as well.
We have lots of games in the home if weather is bad - card games, connect 4, and children playsets and toys, various books and recently added a foosball table.
We have internet wifi in the home so you can work from here too. There are 3 HDTVs with Roku boxes. A DVD player in the living room with variety of DVDs to choose from. 2 of the Rokus have DirecTV Stream for regular channels.
Outside we have a propane gas grill and large picnic table on the lower balcony. There is a hot water outdoor shower for you to shower off after being on the beach all day.
Sorry, we can not allow animals at this home, no matter how small or well trained.
Most of the time you can arrive at the house before the 4pm posted time, unless it's busy, like summertime. If someone is checking out on your check-in day, we'll let you know if you need to wait til 4pm. Also, the same on checkout. There are no extra fees for the early checkin and late checkout.. we're not a hotel ;-)
We live in Richmond, but are available via phone or text.
Very quiet neighborhood. Some neighbors live here fulltime some only on weekends. Please stay within our property and beach only. Do NOT climb on the riprap (the rocks by the shore).
Sorry, we can not allow animals at this home, no matter how small or well trained because our kids have crazy allergies.
Amenities
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Family friendly
Map of Chesapeake Bay, NC
Reviews
5.0
Outstanding(36 Reviews)5.0
We wanted a family vacation and looked for a place on Chesapeake Bay. My son and daughter found this place and we reserved it. The house is beautiful. Has everything one would want. The location is great although it’s a bit of a drive to anywhere. Our plan was to spend most of the time at the house and in the bay. However that didn’t happen. First the weather didn’t cooperate as it rained most of the week. In addition there was an invasion of jellyfish. They were terrible! My grandchildren were only able to get in the water once. It was a downer but we made the best of it and there was nothing the Host could have done as he doesn’t control the weather or jellyfish.
5.0
Wonderful property, well stocked and very comfortable. had a great time. The view was picture perfect. Thank you for your information and would recommend your properties.
5.0
Such a perfect memory-making home on the water! It’s always an adventure with two little kids but we found that this home had everything we needed, as well as amenities conveniently nearby for food or anything we forgot to bring with us. Water was calm enough most days for our 6 year old to paddle around, the dock is a lovely spot for a picnic, and all around we had a wonderful stay. Thank you!
5.0
We loved this awesome house with water views that went on and on!!!
5.0
Very peaceful and relaxing area. No neighbors around and hardly any boats (noise) while we were there. Well stocked kitchen! Besides the jellyfish (completely unavoidable!), we had a wonderful family vacation!
5.0
We really enjoyed our stay here. The location is very quiet and remote and it felt like we were the only ones for miles. The pier is very nice and the fishing and crabbing from it was excellent. We were able to set up some hammocks underneath it and it was very relaxing to sit and enjoy the breeze.
Unfortunately, the jellyfish were a problem for just about everyday we were there. Some days you could walk into the water up to your waist, but others it seemed like more jellyfish than water. This was kind of a bummer as the kids really wanted to swim, but it was out of anyones control.
We were able to use the kayaks and that was fun for everyone. We even got to see a pod of dolphins which were swimming through the bay up close, as we just happened to be out on the kayaks when they went by. That was very neat.
The house itself was very big and easily accommodated our party of 8. It took some getting used to as far as which light switches turned on which lights, and more labels on them could help. Otherwise the house was great.
5.0
We booked this house directly on the Chesapeake to bring the family together for the weekend. The house and property were awesome. It was super clean and had everything we needed for the weekend. The backyard backed up directly to the Chesapeake and had an awesome dock where we did some fishing and crabbing. It was super private and serene. Even got me thinking about how nice it would be to have a place on the water like it. Marshall was an awesome host and replied to my questions promptly. Would definitely rent from them again
5.0
We had an amazing time here, the location is so scenic, the house well amenitied and super convenient to Richmond. Will definitely stay again and look at other properties from this owner!
5.0
There is one grocery store 20 minutes away and one decent restaurant 20 minutes away. That’s it. Literally nothing else. If you are ok with that info thus far, read on. The highlight of the property is by far ‘the pier’. We spent most of our time on it. It catches a breeze, you can fish, you can watch sunrise AND sunset. There is no outdoor comfy furniture unless you find Walmart picnic tables the epicenter of luxurious comfort. Such a GORGEOUS VIEW but only a rotting bench or picnic table to enjoy. I highly recommended bringing a nylon hammock for under the pier. HEAVEN. Kitchen is big and well stocked. It’s location of materials a little wonky. Ex: coffee maker is 25 feet from coffee mugs even though maker has a huge empty cabinet. Save some time just to learn the instincts of someone who has never cooked and their kitchen set up. Beds are very comfortable….pillows? Bring your own. Lots of bald eagles and lots of wildlife so bring binoculars…they had none!! And with this view? Criminal. Lol. Plenty of dvds and ease of movie streaming. Water pressure in upstairs bath perfect for kids afraid of normal pressure. Surprisingly sound proof house. Quiet. Kayaks didn’t have back support but as we were packing to leave my husband found under plant growth tucked way under deck so that REALLY sucked bc that’s why we chose this place.This is most definitely NOT a house for watching tv comfortably. Tv sits very high hard couches very low. Bring books. You’ll relax in this environment
5.0
Great, relaxing weekend on the Chesapeake. Super comfy house with amazing water views. We had perfect low key weekend- coffee on the deck, kayaking, and wine on the pier.
5.0
This is a great place to unwind. Beatifull home that has everything you would need. Very clean private beach. My kids loved the dock. Would visit again.
5.0
The house is beautiful and well stocked, and the private beach and wide open lawn is perfect with kids. This was our second trip out and I'm sure we'll come again.
5.0
Our group of two families with four kids had such a wonderful fall weekend here! We all thought the open living space was nicer than the pictures conveyed -- big and airy, with tons of counter space in the kitchen for group cooking, huge windows with a beautiful view of the water, and separate seating areas so the kids could have a little space way from the adults. The large open yard area between the house and the beach was a really welcome surprise -- the kids had tons of room to run around and play soccer and other games. The pine trees smell sweet! The weather kept us from spending much time on the beach, but the kids did enjoy the sand toys and we all loved the dock, where we saw a stunning moonrise. It was a beautiful area and I hope we go back someday.
5.0
We had an amazing weekend! Even with a very wet and windy start to our time there, it was a great house to relax and spend time together. The view of the stormy waters was fantastic and once it cleared out the girls were able to get out and even spent some time in the water (it's cold in October!). Kitchen is very well stocked for cooking. Highly recommend!!
5.0
What a beautiful house & location! I spent a long weekend with friends and our babies relaxing, catching up, sitting on the beach, kayaking, making good food. It was the perfect spot for our little reunion. Everything was as described and Marshall was great to communicate with. I would love to visit again!
5.0
We had a great time at the Beach House. The dock and sand were huge hits with our group.
5.0
This house was BEAUTIFUL! location was perfect. It was stocked with everything you could possibly need. I would highly recommend this home to anyone looking for perfection. My granddaughters already told me they wanted to come back to THIS house again.
5.0
A lovely time
We got in right as a storm blew in so the first day was a little rough with the biting flies and jelly fish that chased us off the beach. But we got the kids some nets and buckets the next day and some deep woods off and the remaining days were beautiful (and gave the kids a project).
The house is well stocked and the beds are cozy. Lots of room for everyone and to move around. The dock is brand new and really beautiful. The beach is a really nice perk too. Overall, it gave us a setting for a fun and scenic trip. I’m very pleased and would definitely return.
5.0
The house was beautiful- honestly nicer than the pictures. The beach and the yard were perfect for the kids to play and explore. Lovely experience.
5.0
Lovely house, great for kids
The house was beautiful- honestly nicer than the pictures. The beach and the yard were perfect for the kids to play and explore. Lovely experience.
5.0
Great pier for fishing or just hanging out to watch the birds & boats. Easy access to water for swimming/boating; nice sand on the beach. Plenty of space to lounge/play inside when the weather doesn’t cooperate for outdoor plans. Wish we could have stayed longer.
5.0
Family getaway by the bay
Great pier for fishing or just hanging out to watch the birds & boats. Easy access to water for swimming/boating; nice sand on the beach. Plenty of space to lounge/play inside when the weather doesn’t cooperate for outdoor plans. Wish we could have stayed longer.
5.0
Great Bay Getaway
We had a wonderful stay here - my husband and I, my parents, and our 5 year old son. Especially love the big open downstairs space - perfect for a larger group, making for relaxed mornings and meal times. We were lucky enough to spot a bald eagle on her hunting perch in a nearby tree with the house binoculars! The view through the dramatic downstairs windows of the Bay is the stuff that dreams are made of. My son loved playing in the shallow surf and we had a lovely interaction with the next door neighbor as she offered to take our picture in the water (a rarity to get all family members in frame!) thank you, Marshall, for the easy communication and relaxing stay. Perfect way to kick off summer!
5.0
We stayed at the Pine Shore house over Memorial Day weekend 2022. The house and property had everything we needed for 4 adults and 5 little kids to be comfortable and have a great time. The view is awesome! The pier and beach were perfect for the kids to play and adults to hang out. The house has a lot of open space and everything you need for cooking and entertaining. The host, Marshall was great to work with and answered all of our questions quickly.
Although not a knock on the property in any way, keep in mind that this is a very rural area. If you've never been to Northumberland County and you're expecting to go out shopping and dining you might be disappointed. There are a few small restaurants and a Food Lion within 20 minutes but that's about it.
Overall, we had an excellent experience. My family and I plan to stay here again in the future.
5.0
Great Bay House!
We stayed at the Pine Shore house over Memorial Day weekend 2022. The house and property had everything we needed for 4 adults and 5 little kids to be comfortable and have a great time. The view is awesome! The pier and beach were perfect for the kids to play and adults to hang out. The house has a lot of open space and everything you need for cooking and entertaining. The host, Marshall was great to work with and answered all of our questions quickly.
Although not a knock on the property in any way, keep in mind that this is a very rural area. If you've never been to Northumberland County and you're expecting to go out shopping and dining you might be disappointed. There are a few small restaurants and a Food Lion within 20 minutes but that's about it.
Overall, we had an excellent experience. My family and I plan to stay here again in the future.
5.0
We had a great stay. The house has a wonderful large ground floor space for visiting with friends and family if the weather is bad.
5.0
Great stay
We had a great stay. The house has a wonderful large ground floor space for visiting with friends and family if the weather is bad.
5.0
Our family enjoyed Thanksgiving at Pine Shore Beach. It's the perfect layout to have multiple people cooking and visiting at once. Very well-stocked with nearly everything we needed to make a Thanksgiving meal (we had the forethought to bring our own baster and roasting pan!). Marshall and Joy communicated well and were responsive to questions or issues. The only suggestion I have to create a better atmosphere for people who consider staying here in cold weather months when the sun goes down early is to consider more lamp lighting or dimmers for the main room lights. Also the gas to the fireplace was not on. Overall a wonderful setting for a family gathering.
5.0
Great family gathering place
Our family enjoyed Thanksgiving at Pine Shore Beach. It's the perfect layout to have multiple people cooking and visiting at once. Very well-stocked with nearly everything we needed to make a Thanksgiving meal (we had the forethought to bring our own baster and roasting pan!). Marshall and Joy communicated well and were responsive to questions or issues. The only suggestion I have to create a better atmosphere for people who consider staying here in cold weather months when the sun goes down early is to consider more lamp lighting or dimmers for the main room lights. Also the gas to the fireplace was not on. Overall a wonderful setting for a family gathering.
5.0
Stunning views! Perfect layout! Exceptional accommodation!
5.0
Our first whole family getaway and it was the perfect location and house!
Stunning views! Perfect layout! Exceptional accommodation!
5.0
WIndy weather but still a great break.
We enjoyed our stay and especially the spacious back area to play and enjoy the view of the bay.
5.0
Great house with open layout
Really nice property with plenty of room for kids and adults. Well stocked kitchen and house. Very clean. Only downside was that there were jellyfish in the sound most of our visit which prevented us from getting to swim from our beach. Still would highly recommend the property.
5.0
Beautiful house with expansive views of the Bay. The house was perfect for our family getaway. It is nicely stocked with everything you will need for a stay away from home.
5.0
Family Getaway
Beautiful house with expansive views of the Bay. The house was perfect for our family getaway. It is nicely stocked with everything you will need for a stay away from home.
5.0
We had a great time meeting up with friends. With 4 kids and 4 adults, we had plenty of space to spread out and enjoy the secluded grounds. We took advantage of everything from grilling out to kayaking to playing games. Owner was responsive and helpful with accommodating our truck and boat trailer. We especially enjoyed the quiet, calm beach day!
5.0
Family fun for all
We had a great time meeting up with friends. With 4 kids and 4 adults, we had plenty of space to spread out and enjoy the secluded grounds. We took advantage of everything from grilling out to kayaking to playing games. Owner was responsive and helpful with accommodating our truck and boat trailer. We especially enjoyed the quiet, calm beach day!
5.0
Wonderful Stay!
We had a wonderful stay in this very well-stocked home where the hosts provided many thoughtful amenities to enhance the comfort of our stay. We highly recommend this home and enjoyed the beautiful water views.
5.0
Lovely!
Great getaway. Clean, lovely and well stocked house.
5.0
Nice stay
Great relaxing property on the water. Would stay at again.
FAQs
How much does this house cost compared to others in Chesapeake Bay?
The average price for a rental in Chesapeake Bay is $375 per night. This rental is $266 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Pine Shore Beach House on the Chesapeake Bay w/ 170ft pier. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is Pine Shore Beach House on the Chesapeake Bay w/ 170ft pier pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Pine Shore Beach House on the Chesapeake Bay w/ 170ft pier?
We found 11 amenities for this rental. This includes air conditioner, kitchen or kitchenette, internet / wifi, fireplace, and parking.
Explore similar vacation rentals in Chesapeake Bay
Explore all rentals in Chesapeake Bay
2 blocks to CNU-5 bedroom house with First floor Master
Villa
in Newport NewsGarden · Kitchen or Kitchenette · Air conditioner
Looking to create some memories in Chesapeake Bay? Look no further than our Villa, 2 blocks to CNU-5 bedroom house with First floor Master. Enjoy top-rated amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Start earning One Key rewards
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Cottage
in Edgewater11 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
Business stays, family stays, couples stay, getaway vacation, and rental in Chesapeake Bay at Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA for $527 for your next trip.
$$$$
Start earning One Key rewards
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
House
in Ridge10 guests · 3 bedrooms · 3 baths
Garden · Pets allowed · Kitchen or Kitchenette
The best choice in Chesapeake Bay for House, for $542 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Start earning One Key rewards
Very private riverfront, beach, nature for all to enjoy. High Speed Internet!!
House
in Bohannon12 guests · 6 bedrooms · 4 baths
Garden · Pool · Pets allowed
Nestled in Chesapeake Bay, this House is perfect for your next vacation. Enjoy Very private riverfront, beach, nature for all to enjoy. High Speed Internet!!'s top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Beachfront
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
House
in Stevensville26 guests · 5 bedrooms · 4 baths
Garden · Pool · Pets allowed
Looking for a memorable stay in Chesapeake Bay? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more during your stay.
$$$$
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Bed and Breakfast
in Stevensville12 guests · 3 bedrooms · 3 baths
Garden · Pool · Kitchen or Kitchenette
Looking to create some memories in Chesapeake Bay? Look no further than our Bed and Breakfast, Island Life! Kent Island Waterfront with Pool-Bring your boat!. Enjoy top-rated amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Chesapeake Bay House with Dock & Private Beach
House
in Elkton12 guests · 5 bedrooms · 4 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Looking for a memorable stay in Chesapeake Bay? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more during your stay.
$$$$
Upscale home with parking for 4 cars in driveway. Walk to downtown.
House
in Annapolis10 guests · 5 bedrooms · 4 baths
Garden · Pets allowed · Kitchen or Kitchenette
This inviting House in Chesapeake Bay can fit your needs for many types of vacations, at $716 per night.
$$$$
Start earning One Key rewards
THE LIGHTHOUSE INN..Imagine Walking 2 Blocks And Having Your Feet In The Sand!!!
House
in Cape Charles14 guests · 4 bedrooms · 5 baths
Garden · Kitchen or Kitchenette · Air conditioner
Business stays, family stays, couples stay, getaway vacation, and rental in Chesapeake Bay at THE LIGHTHOUSE INN..Imagine Walking 2 Blocks And Having Your Feet In The Sand!!! for $726 for your next trip.
$$$$
As seen on HGTV! 4 BR, 2 blocks to beach. Newly renovated. Golf Cart Included.
House
in Cape Charles10 guests · 4 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette
This inviting House in Chesapeake Bay can fit your needs for many types of vacations, at $618 per night.
$$$$
Heart of Historic District!
House
in Annapolis10 guests · 5 bedrooms · 3 baths
Garden · Kitchen or Kitchenette · Air conditioner
Looking to create some memories in Chesapeake Bay? Look no further than our House, Heart of Historic District!. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
House
in Cambridge15 guests · 4 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette
When traveling to Chesapeake Bay, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $706 per night.
$$$$
Beautiful Historic Home With Great Location!
House
in Annapolis10 guests · 4 bedrooms · 3 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
Top rated
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Chesapeake Bay, at $699 per night for your next great vacation.
$$$$
Gorgeous Waterfront Estate--Private Pool, Pier, Tennis Court, Firepit
House
in Mathews12 guests · 5 bedrooms · 5 baths
Garden · Pool · Kitchen or Kitchenette
Are you ready to indulge in a relaxing getaway? Our House in Chesapeake Bay has everything you need for a rejuvenating stay. Treat yourself to Gorgeous Waterfront Estate--Private Pool, Pier, Tennis Court, Firepit's exceptional amenities, such as Air conditioner, Dishwasher and Fireplace.
$$$$
Start earning One Key rewards
Chesapeake Bay Beachfront Retreat
House
in White Stone12 guests · 4 bedrooms · 5 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Nestled in Chesapeake Bay, this House is perfect for your next vacation. Enjoy Chesapeake Bay Beachfront Retreat's top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Great Entertaining Spot for any Occassion!
House
in Edgewater10 guests · 2 bedrooms · 1 bath
Garden · Pool · Pets allowed
Are you ready to indulge in a relaxing getaway? Our House in Chesapeake Bay has everything you need for a rejuvenating stay. Treat yourself to Great Entertaining Spot for any Occassion!'s exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
$$$$
Gorgeous Annapolis Area Waterfront Home!
House
in Severna Park12 guests · 5 bedrooms · 3 baths
Garden · Kitchen or Kitchenette · Air conditioner
Experience vacation in Chesapeake Bay with our House, Gorgeous Annapolis Area Waterfront Home!. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Only 1 Block to the Beach - Community Pool - Featured on HGTV!
House
in Cape Charles10 guests · 4 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Nestled in Chesapeake Bay, this House is perfect for your next vacation. Enjoy Only 1 Block to the Beach - Community Pool - Featured on HGTV! 's top-rated amenities, including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Home of the Terrapin King
Farm Stay
in Crisfield12 guests · 5 bedrooms · 2 baths
Garden · Pool · Kitchen or Kitchenette
This Farm Stay for $559 in Chesapeake Bay, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
House
in Chestertown10 guests · 3 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette
Looking for a House in Chesapeake Bay, this House for $669 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Waterfront Home & Dock, sleeps 8 Max. Eastern shore, Betterton Chestertown MD.
House
in Worton12 guests · 4 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette
Indulge in a peaceful retreat at Waterfront Home & Dock, sleeps 8 Max. Eastern shore, Betterton Chestertown MD., our elegant House in Chesapeake Bay. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
House
in Pasadena14 guests · 6 bedrooms · 3 baths
Garden · Kitchen or Kitchenette · Air conditioner
Looking to create some memories in Chesapeake Bay? Look no further than our House, Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !. Enjoy top-rated amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
New Home On Rural Eastern Shore Farm
House
in Cape Charles12 guests · 6 bedrooms · 4 baths
Garden · Pets allowed · Kitchen or Kitchenette
House in Chesapeake Bay, for $549 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
$$$$
The Fishing Cottage located on a Scenic Eastern Shore farm
Farm Stay
in Cape Charles12 guests · 6 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
Experience the best of Chesapeake Bay with this Farm Stay available for $549. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Perfect Location in the heart of Cape Charles
House
in Cape Charles10 guests · 4 bedrooms · 2 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Looking for a memorable stay in Chesapeake Bay? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.
$$$$
Waterfront - Wonderful View, Spacious, Relaxing, Lovely Front Porch and Deck
House
in Severna Park10 guests · 5 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Indulge in a peaceful retreat at Waterfront - Wonderful View, Spacious, Relaxing, Lovely Front Porch and Deck, our elegant House in Chesapeake Bay. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Start earning One Key rewards
Our Home on the Cove: waterfront, peaceful, wooded, comfy, family friendly
House
in Pasadena15 guests · 7 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette
The best choice in Chesapeake Bay for House, for $742 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Start earning One Key rewards
Relaxing 4 bedroom, 2 1/2 Home - Steps Away To A Fun Filled Day At The Beach!
House
in Cape Charles11 guests · 4 bedrooms · 3 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
Soak up the beauty of Chesapeake Bay in our House, Relaxing 4 bedroom, 2 1/2 Home - Steps Away To A Fun Filled Day At The Beach!. With a range of amenities such as Air conditioner, Dishwasher and Laundry, you'll feel right at home.
$$$$
Start earning One Key rewards
Chesapeake Dream - Stately restored Victorian home ONLY 4 houses from the BEACH!
House
in Cape Charles11 guests · 4 bedrooms · 4 baths
Garden · Kitchen or Kitchenette · Air conditioner
Discover the beauty of Chesapeake Bay with a stay at Chesapeake Dream - Stately restored Victorian home ONLY 4 houses from the BEACH!, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.
$$$$
'River's Edge Retreat’ with Kayaks & River Access!
House
in Reedville12 guests · 6 bedrooms · 4 baths
Garden · Pets allowed · Kitchen or Kitchenette
Experience vacation in Chesapeake Bay with our House, 'River's Edge Retreat’ with Kayaks & River Access!. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.
$$$$
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