Sunset Lodge on the Bay
5.0
Outstanding(40 Reviews)House in Chesapeake Bay, NC
14 guests · 6 bedrooms · 4 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
A waterfront estate set apart from the rest, offering something unique that’s hard to find on Maryland’s eastern shore. Sunset Lodge offers a refreshing new twist on how to vacation! We are a privately owned 58-acre estate located on the Chesapeake Bay offering a private beach, stunning waterfront views and picturesque sunsets every evening. This estate provides the ultimate tranquility and privacy that is hard to find. A long, secluded driveway leads the way to a large house sitting just yards from the water's edge.
This newly updated 5,000 square foot house has 7 large windows facing the bay, providing waterfront views from both ends of the house. There are 6 spacious bedrooms, including two master bedrooms. An open floorplan takes you from the kitchen and dining area to the living room and onto a spacious porch, extending the living space for entertainment or the ultimate place to relax. For entertainment the game room has a pool table, TV and board games. The bar room provides extra comfy seating for our guests, with a TV and views to die for. Other favorite past times are eating locally caught steamed crabs, taking walks along the beach, collecting sea glass, swimming in the bay, relaxing and watching the regattas pass by in front of a captivating sunset.
The town of Rock Hall, known as the “Pearl of the Chesapeake”, made “Southern Livings” Best of the South Small Towns list. This historic waterman’s town, established in 1706, is an exceptional place to experience the bay for crabbing, fishing, hunting, bird watching and boating.
This private waterfront getaway on the Eastern Shore is only 3 miles from town where you can stroll Main Street, explore the unique shops, go on a self-guided waterman’s tour, enjoy the live entertainment, check out the Farmers and Artisans Market (in season) or bike to Eastern Neck Island National Wildlife Refuge, a birdwatchers delight and home to bald eagles and migratory birds..
Don’t miss this opportunity to experience something different, come be our guest.
This newly updated 5,000 square foot house has 7 large windows facing the bay, providing waterfront views from both ends of the house. There are 6 spacious bedrooms, including two master bedrooms. An open floorplan takes you from the kitchen and dining area to the living room and onto a spacious porch, extending the living space for entertainment or the ultimate place to relax. For entertainment the game room has a pool table, TV and board games. The bar room provides extra comfy seating for our guests, with a TV and views to die for. Other favorite past times are eating locally caught steamed crabs, taking walks along the beach, collecting sea glass, swimming in the bay, relaxing and watching the regattas pass by in front of a captivating sunset.
The town of Rock Hall, known as the “Pearl of the Chesapeake”, made “Southern Livings” Best of the South Small Towns list. This historic waterman’s town, established in 1706, is an exceptional place to experience the bay for crabbing, fishing, hunting, bird watching and boating.
This private waterfront getaway on the Eastern Shore is only 3 miles from town where you can stroll Main Street, explore the unique shops, go on a self-guided waterman’s tour, enjoy the live entertainment, check out the Farmers and Artisans Market (in season) or bike to Eastern Neck Island National Wildlife Refuge, a birdwatchers delight and home to bald eagles and migratory birds..
Don’t miss this opportunity to experience something different, come be our guest.
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(40 Reviews)5.0
This house was simply amazing. It was somehow spacious and cozy all at the same time. There was ample seating for our large group both at the indoor dining table and the one on the covered porch. The pool table was a huge hit as was the porch for relaxing/bird watching and the beautiful, secluded beach. Everyone absolutely loved this place, we all agreed that it was even more impressive than the photos, and are already making plans to return next year!
5.0
Rented the house for a place for my family (10 adults ans 3 children). House was amazing. Plenty of bedrooms, bathrooms and lounge areas for everyone to enjoy.
If you didn't like what was on the TV, simply go to another room and turn on a different TV.
We were supplied with a pool table, boxes of games, cards and our own private beach, including chairs.
could not have found a better place to stay and within a couple of miles to town and the wedding.
5.0
Our multigenerational families enjoyed a glorious Memorial Day weekend and big birthday celebration at Sunset Lodge. We can’t recommend it too highly for anyone looking for a private, spacious site right on the water. The kids, ages 4-10, spent most of the daylight hours swimming in the bay. Dinners on the screened in porch were delightful. Everything was as advertised. We all want to come back!
5.0
Had an amazing weekend just relaxing on the bay and enjoying this huge, very private house. Everything was as advertised. The sunsets are amazing. Would definitely come back.
5.0
House was clean, furnished well, and spacious. The screened-in porch was huge with a gorgeous view.
5.0
It was perfect for our family, swimming every day in the Bay, large property for kids to run around. Property manager and owner easy to reach. Would recommend to anyone
5.0
We spent a week at this property with our adult children and their families including four children under age six. We all absolutely loved our time at Sunset Lodge. The house is incredibly spacious with plenty of room to congregate or to spread out. The bedrooms are large and extremely comfortable. The kitchen is spacious and it was easy for our crowd to cook and eat in. We loved the beach and spent long days there. The back porch is huge and a great viewing spot for the eagles that fly by. The property manager, Emily was easy to contact and very helpful. We are already talking about a return trip next summer.
5.0
A very relaxing mini vacation. Spent most of time outside, fishing, reading, sun bathing, most relaxing vac. House was perfect. Very clean. Would not hesitate and would recommend to others to stay there.
5.0
We have been making an annual trip to Rock Hall for years, and this was our first time at Sunset Lodge, it won't be our last. The home is spacious and beautifully furnished. The view of the bay is spectacular, with beautiful sunsets. We enjoyed the large yard, playing lawn games, grilling and firepit. Grandson really loved the beach. Counting down the days until our return.
5.0
The property & sunsets were beautiful. We stayed in late November. We traveled to small towns to explore in the day and enjoyed family evenings on the porch and back lawn. We found sea glass on beach walks. Great space for multiple families of all age ranges. 2 bonus rooms were used for games.
5.0
We stayed at Sunset Lodge for 4 days and 3 nights with a group of our friends, 10 of us total. We loved everything about this property! The inside is beautifully furnished and the kitchen very well stocked. But oh . . . The view of the bay and the sunsets were outstanding! We sat by the fire pit every night and enjoyed the porch every morning. Took walks on the beach searching for sea glass and just enjoyed spending time relaxing and enjoying our surroundings. Meagan and Fred were super nice and welcoming. We all highly recommend this property.
5.0
We were a party of 13. This house was absolutely perfect for our needs. 3 couples had 3 king bed rooms. Then the kids filed in to different rooms and shared. Everyone had a bed to sleep on. Took my mom who was in a single bed rooming with her grandson. Only one king bedroom has an attached bathroom but there are plenty of bathrooms for all. The living area is spread out for all to enjoy together or to have some quiet time. The back yard is huge and I wish we could have brought our dog. I did see jellyfish in the bay but not a deterrant as it was so beautiful and peaceful and quiet. Had a great time on the wooden deck over the rocks to enjoy the sunset. Was very close to Rock Hall and the marina. We went fishing with Brody Pearch who showed us an excellent time and we caught our limit of sea bass. Went kayaking with Jim our personal guide as all of us went. REally enjoyed our short time spent in this area.
5.0
Great location and amenities for a multi-generational family reunion. We rented kayaks locally and spent the week on the water, playing games on the large lawn, watching Osprey & Eagles, sunsets, fire pit… the screened in porch was perfect for the grandparents to enjoy and participate. Be aware that the towels & sheets are an additional request to the rental.
5.0
Our extended family had a wonderful weekend. The house is very comfortably appointed and well taken care off. Meagan was available and helpful when needed. The private beach was a huge hit with the younger members of our party. When we weren’t on the beach we were on the gorgeous screened in porch. We visited the wildlife preserve and a couple area restaurants. The perfect getaway!
5.0
Great time & house met all our expectations; wonderful to sit outside in beautifully shaded yard; Had a great time watching nature (eagles, herons and other birds)
Our only problem was AC out in afternoons; but host was very responsive to this issue and sent service people out to resolve issue;
Little coffee shop in town was excellent as was dinner out at waterman’s crab house (recommend crab pretzel)
Local pub was very friendly and generous with beverages
5.0
Great property & had virtually everything we needed. The host is fantastic. 5 star rating deserved. Only negatives: outside grill was really dirty/rusty. The beach chairs need to be replaced & the A/C system could not keep up with the exceptionally high temperatures. Would stay here again.
5.0
The waterfront home on the Chesapeake Bay is a hidden gem! My family - ages 3 to 70 - had a wonderful stay here. First, let me say that the entrance to the property is a very long beautiful driveway that leads up to the most dramatic view of the Chesapeake Bay. It's gorgeous! The house was better than expected - a long ranch layout with a screened in porch that overlooks the bay. Big enough for our 4 families - 14 people total. Very clean and well maintained. The backyard is perfect for yard games and water toys. We had 4 toddlers running around back there and it was perfect. For the 2 teens in the group, there was great fishing and a game room with a pool table. There is also a small path in the backyard that leads down to your own private beach. It's unreal. The water was mostly calm with some small waves. We were able to swim, kayak and even walk out a bit and fish right in the water. We cooked dinners each night. The local grocery store is a few miles down the road, albeit a bit pricey. The few times we ventured out, we went to the marina - there are a couple of beach restaurants where we were able to sit outside and enjoy a drink. Harbor Shack was a fave. In the evening, we went for ice cream! One of the most special parts of this location is that it is a bald eagle sanctuary. I don't think I've ever seen birds of prey in the wild like this - it was a real treat! They would perch in the trees and then fly down and grab their lunch out of the bay. It was fun to watch. We loved this getaway and hope to be able to go back. If you're looking for a low key getaway and you book your vacation here, you won't be disappointed!
5.0
This was a great place for our group of 13, aged 5 to 86, that had gathered for four nights to honor an 80th birthday. The screened-in porch with a view of the bay was particularly popular with the group, and even had views of 4th of July fireworks across the water as well as a real lightning show during a storm one night. We also enjoyed the glider chair next to the lawn facing the bay, and the group made it out to the small private beach area that is best accessed through the trees to the right of the property while facing the bay. The kitchen was well-stocked, and there was more space both inside and outside the house than we had expected. There are three indoor leisure areas: one room with a pool table, one area with a bar set-up and lounging area, and a somewhat smaller seating area just off the kitchen/dining area. The bedrooms are in two wings, and are wells-tied. At least one has a sleep sofa that appears not to be counted in the total number of occupants but provides some flexibility in the rooming arrangements. The home is sizable, well-kept, and well-equipped. Meaghan was gracious in meeting our group when there was a bit of trouble with accessing the property at check-in time using the assigned entry code, and was helpful in providing recommendations for bakers, restaurants, etc. If you're traveling with elderly or disabled persons, note that there is no shower in any of the bathrooms, and the entire living area is on the second floor of the house (the first floor is a locked garage). you may wish to inquire. In terms of the surroundings, Rock Hall MD is a small town a few miles away, and Chestertown is slightly larger with more restaurants etc and about a 20 minutes drive.
5.0
Wow - the view - the view - the view! We had been searching for homes on a lake and this view was so much better. The second priceless characteristic was the HUGE screened in porch which could convert to a sunroom to protect from the wind. Additionally, the grassy area was perfect for the kids, we pulled the picnic tables out near the water for lunch and enjoyed the firepit at night. The inside was more spacious than expected, and the beds and furniture were high quality and very comfortable. The kitchen was stocked with quality items and the flooring was durable for kids.
The beach area and the water access was another huge bonus, our kids even swam in October. Wish they had a kayak for use.
Only downside was the quality of the shower fixtures - which was a small downside.
Megan was very responsive, detailed and made us feel like family. I am sure I am forgetting things, but the bottom line is we highly recommend this property.
5.0
The property on which this house is situation is incredibly beautiful - the perfect spot for a quiet, relaxing vacation! Our family found the layout of the house perfect for our needs. There were so many spaces in which to relax! The game room with pool table was a favorite of our teen boys, the sunroom was perfect for reading, sorting sea glass, and looking out over the bay, the luxurious plush leather furniture in the den was perfect for those of us who like to stay in the air conditioning, or gathering to watch the Olympics, and the spacious table was plenty of space for our family to eat together. The nearby town was adequate for picking up the essentials, but don't necessarily plan on finding everything you would need to prepare full meals for a large family for a week. It was fun to explore, and there are some great restaurants nearby. The beach is small, but there was LOTS of sea glass driftwood to be found, so if you like to hunt for treasures (as we do), this is a great spot. The only reason I gave 4 stars for the listing accuracy was that the one bathroom was in need of some maintenance (the subfloor was really soft from rotting, the shower door leaked, and the hall door wouldn't latch), but the owner assured me they were on the to-do list. All in all, I would recommend this place to a family group looking to get away to a quiet destination for some relaxing time near the water.
5.0
This place was more $ than others where we have stayed, but we truly got what we paid for. They were 7 adults and 7 young children and the layout of the house was perfect. The beach was wonderful and the house truly was well-equipped. We had a minor issue with a leaking faucet when we arrived and owner was there to fix it within an hour after I texted the property manager.
5.0
We loved our stay at this house. Plenty of room for our group and the house was outfitted to accommodate large groups. Be sure you know that you have to bring your own sheets and towels.
5.0
We had a wonderful time visiting this beautiful property. It wasn’t clear to us before booking that towels, blankets, and sheets are NOT provided, which was cumbersome with a large group flying in from out of state. Having said that, everything else was wonderful and we would highly recommend staying here.
5.0
Sunset Lodge is a gorgeous secluded estate on the shores of the Chesapeake Bay three miles south of the village of Rock Hall. It was an ideal reunion site for our family of 14 ranging in age from under 1 year to 71. Photos of the house and property truly do not give them proper justice. It is steps from the bay with its own sand beach and easy water entry for all ages. The house has expansive front and rear porches (one screened in) for gazing at the Chesapeake Bay Bridge, bald eagles and turkey buzzards. There is a huge, flat grass yard that is ideal for lawn games. A charcoal and propane barbecue make outdoor grilling a fun option. The kitchen and dining areas can accommodate your entire group and are fully outfitted with the necessary appliances, flatware and cookware. Each of the six bedrooms feature outstanding views and comfortable beds for all ages. There are flatscreen satellite TVs throughout the house. The three entertainment rooms offer great escapes and a chance for the adults to enjoy their own fun. Meagan and Fred are highly attentive and responsive owners. I recommend Sunset Lodge without hesitation.
5.0
Perfect location-quiet, with picturesque views of the bay, and all the creature comforts we needed for a family gathering. Plenty of room to spread out, with spacious dining areas inside and on the screened porch. Delightful stay, and we hope to return again!
5.0
Perfect get-away. Lots of space, especially enjoyed the huge screened in porch. Meagan was very helpful!
5.0
We stayed at this beautiful property a week with family aged 81 to 8 months, and had absolutely everything we needed for a wonderful stay. Loved the beach and the screened porch. The house was huge and very quiet. Meagan was very responsive at all times. Highly recommend this property! We brought a few pop up canopies for shade at the beach area and they were great to have on hand. Great house and location!
5.0
This spectacular property, including a perfect layout for our family of 12 made it for a perfect week. Perfect home for these COVID times. Right on the Bay, fun times! House is so much nicer than the pictures. And owners were awesome. Highly recommend a trip here!!
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 $1,203 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Sunset Lodge on the Bay. 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 Sunset Lodge on the Bay pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Sunset Lodge on the Bay?
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
Eagle Haven - Waterfront Estate on the Choptank with Pool and Pier - Sleeps 18
House
in Cambridge18 guests · 5 bedrooms · 5 baths
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 Eagle Haven - Waterfront Estate on the Choptank with Pool and Pier - Sleeps 18's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
$$$$
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
House
in Stevensville14 guests · 4 bedrooms · 3 baths
Garden · Kitchen or Kitchenette · Air conditioner
Indulge in a peaceful retreat at Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill., our elegant House in Chesapeake Bay. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Chesapeake Bay View
House
in Cape Charles14 guests · 6 bedrooms · 5 baths
Garden · Kitchen or Kitchenette · Air conditioner
Indulge in a peaceful retreat at Chesapeake Bay View, our elegant House in Chesapeake Bay. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Private 2 Acre Waterfront Family Retreat with Pool & Pier
House
in Cambridge22 guests · 8 bedrooms · 7 baths
Garden · Pool · Pets allowed
Looking for a memorable stay in Chesapeake Bay? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.
$$$$
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
House
in Woolford18 guests · 7 bedrooms · 5 baths
Garden · Pool · Pets allowed
Indulge in a peaceful retreat at Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock, our elegant House in Chesapeake Bay. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Waterfront Paradise on the Eastern Shore of Chesapeake Bay
House
in Rock Hall14 guests · 6 bedrooms · 4 baths
Pool · Kitchen or Kitchenette · Air conditioner
Experience the best of Chesapeake Bay with this House available for $1,330. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Renovated Historic Waterfront Home with Pool, Dock, 200 acres
House
in Cambridge18 guests · 7 bedrooms · 5 baths
Garden · Pool · Pets allowed
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Chesapeake Bay, at $1,262 per night for your next great vacation.
$$$$
Beachfront
Beachfront Villa - Private Beach with Hot Tub
Villa
in Cape Charles16 guests · 5 bedrooms · 5 baths
Garden · Pets allowed · Kitchen or Kitchenette
Villa in Chesapeake Bay, for $1,596 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
$$$$
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
House
in Earleville16 guests · 6 bedrooms · 7 baths
Pool · Pets allowed · Kitchen or Kitchenette
Are you ready to indulge in a relaxing getaway? Our House in Chesapeake Bay has everything you need for a rejuvenating stay. Treat yourself to Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!'s exceptional amenities, such as Air conditioner, Dishwasher and Fireplace.
$$$$
Renovated dog-friendly bayfront home with private hot tub & pool, grill, & dock
House
in Annapolis18 guests · 8 bedrooms · 6 baths
Garden · Pool · Pets allowed
Are you ready to indulge in a relaxing getaway? Our House in Chesapeake Bay has everything you need for a rejuvenating stay. Treat yourself to Renovated dog-friendly bayfront home with private hot tub & pool, grill, & dock's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
$$$$
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
House
in Annapolis18 guests · 6 bedrooms · 4 baths
Garden · Pool · Pets allowed
Indulge in a peaceful retreat at Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably, our elegant House in Chesapeake Bay. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
3-story, dog-friendly home near beaches with home theatre, grill & gaming tables
House
in Annapolis15 guests · 6 bedrooms · 7 baths
Garden · Pets allowed · Kitchen or Kitchenette
Experience vacation in Chesapeake Bay with our House, 3-story, dog-friendly home near beaches with home theatre, grill & gaming tables. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Minutes from Downtown Cambridge | Private Dock | Pool | Kayaks
House
in Cambridge16 guests · 5 bedrooms · 4 baths
Garden · Pool · Pets allowed
Experience vacation in Chesapeake Bay with our House, Minutes from Downtown Cambridge | Private Dock | Pool | Kayaks. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Newly renovated historic Annapolis house. walking distance to navy stadium, DTA
House
in Annapolis14 guests · 5 bedrooms · 3 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Enjoy the best of Chesapeake Bay in our House, Newly renovated historic Annapolis house. walking distance to navy stadium, DTA. A stunning property with amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
House
in Elkton20 guests · 7 bedrooms · 5 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Indulge in a peaceful retreat at Chesapeake Point | Waterfront w/ HOT TUB + Beach!, our elegant House in Chesapeake Bay. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
CH Waterfront Home w/ Dock, Pool, Sandy Beach, Kayaks, 5BR/3.5BA Sleeps up to 16
House
in Cambridge16 guests · 5 bedrooms · 4 baths
Garden · Pool · Pets allowed
This attractive House in Chesapeake Bay, $1,364 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
The Tazewell House: Sleeps 16 - 20
House
in Cape Charles20 guests · 7 bedrooms · 8 baths
Garden · Kitchen or Kitchenette · Air conditioner
Looking for a House in Chesapeake Bay, this House for $1,529 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Start earning One Key rewards
Bayfront White Stone Escape w/ Private Beach!
House
in White Stone19 guests · 6 bedrooms · 5 baths
Garden · Kitchen or Kitchenette · Air conditioner
When traveling to Chesapeake Bay, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $1,672 per night.
$$$$
Spacious Cheriton Home: 8 Mi to Cape Charles!
House
in Cheriton19 guests · 7 bedrooms · 6 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for the perfect place to call home during your trip to Chesapeake Bay? This House offers a comfort and style with top-notch amenities, including Air conditioner, Fireplace and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Beach Club: your own private "Caribbean" resort
House
in Piney Point14 guests · 7 bedrooms · 7 baths
Garden · Pets allowed · Kitchen or Kitchenette
When traveling to Chesapeake Bay, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $1,427 per night.
$$$$
Private Waterfront Estate with Pool, Private Beach and Dock
House
in Earleville18 guests · 7 bedrooms · 5 baths
Garden · Pool · Kitchen or Kitchenette
Looking for a House in Chesapeake Bay, this House for $1,643 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Kent Island Waterfront | Private Dock | Pool | Outdoor Dining | Stunning View
House
in Stevensville14 guests · 6 bedrooms · 5 baths
Garden · Pool · Kitchen or Kitchenette
This attractive House in Chesapeake Bay, $1,717 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger
House
in Annapolis14 guests · 8 bedrooms · 4 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for a House in Chesapeake Bay, this House for $1,722 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Spacious home on the waterfront with kayaks, SUP's and fishing and more!
House
in Hallieford16 guests · 5 bedrooms · 6 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Looking for a House in Chesapeake Bay, this House for $1,843 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully
House
in Centreville16 guests · 5 bedrooms · 7 baths
Pool · Pets allowed · Kitchen or Kitchenette
Are you ready to indulge in a relaxing getaway? Our House in Chesapeake Bay has everything you need for a rejuvenating stay. Treat yourself to Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully's exceptional amenities, such as Air conditioner, Dishwasher and Fireplace.
$$$$
Waterfront, Dock, Private Pool, Peloton ~ Your Chesapeake Oasis Awaits You!
House
in Arnold14 guests · 5 bedrooms · 3 baths
Pool · Pets allowed · Kitchen or Kitchenette
Are you ready to indulge in a relaxing getaway? Our House in Chesapeake Bay has everything you need for a rejuvenating stay. Treat yourself to Waterfront, Dock, Private Pool, Peloton ~ Your Chesapeake Oasis Awaits You!'s exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
$$$$
Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!
House
in Chesapeake City16 guests · 5 bedrooms · 3 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Looking for a memorable stay in Chesapeake Bay? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.
$$$$
Start earning One Key rewards
Water front Oasis with pickle-ball court and hot tub
House
in North22 guests · 9 bedrooms · 7 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
Discover the beauty of Chesapeake Bay with a stay at Water front Oasis with pickle-ball court and hot tub, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
USNA Stay w/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR
House
in Annapolis15 guests · 5 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Discover the beauty of Chesapeake Bay with a stay at USNA Stay w/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Start earning One Key rewards
Short drive to Downtown Cambridge | Private Dock | Guest House | Pool | Hot Tub
House
in Cambridge17 guests · 8 bedrooms · 7 baths
Pool · Pets allowed · Kitchen or Kitchenette
Soak up the beauty of Chesapeake Bay in our House, Short drive to Downtown Cambridge | Private Dock | Guest House | Pool | Hot Tub. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.
$$$$
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