Modern St. Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks & More
House in Chesapeake Bay, NC
10 guests · 5 bedrooms · 4 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 Ingleton! Relax by the pool. Fish or crab or picnic at the end of the pier. Do all three. Go biking. Go hiking. Go kayaking. Visit historic St. Michaels, Easton and Oxford. Watch the sunset from the Adirondack chairs at the water's edge. Eat. Shop. Play golf. Play yard games. Play board games. Play with the kids. Or do nothing at all.
7 day minimum summer-
3 day minimum all other times!
NEW THIS SUMMER! We put in an osprey platform and a young couple moved in and we hope for babies Memorial Day! Watch for bald eagles and great blue herons all year, and from November to March, the migratory ducks and geese!
Our modern home on 2 ½ acres is the perfect spot for your next family vacation. Fabulous water views from nearly every room. Wake up, grab a cup of coffee, relax in bed and just gaze at the water. Or take your coffee outside and sit in the Adirondack chairs, or out on the pier, for a really close up view.
When you are ready to start the day, if you want to do more that just sit by the pool, take out the list of activities we’ll give you. Places to see, things to do, easy bike rides, challenging bike rides, shops to visit, restaurants to try. Finish your day with your favorite beverage watching the sunset from the Adirondack chairs. Your days will be full.
If you are not from the area, there are easy day trips to Annapolis, Washington, D.C., and the beautiful sandy beaches of Maryland and Delaware. But it may be hard to find the time because you can easily fill your week without going more than 15 minutes in any direction.
We have four bikes for your use. The terrain is flat and the biking is easy. If you have a boat, you can get to our pier by water up the Miles River, or by trailer to a boat launch about a mile or two from the house. We provide three double and four single kayaks. It's an easy kayak across the sheltered waters to an undeveloped island and beach directly behind the house. We have pool toys, yard games and hammocks for your outdoor enjoyment. We have internet at the pool and you can usually get it in the Adirondack chairs by the water.
While summer is an obvious time to come, fall is spectacular, winter is time to relax by the fireplace, sip wine and enjoy the water views, and spring is time to get back outside. We have a gas fire pit down by the water for warming up (and for s’mores)!
Our house is perfect for one to three families. There are two bedrooms with king beds and private baths. There are two more bedrooms (queen bed in one and twins in the other) with private baths. There is an upstairs family room that sleeps two (Great Views!) on a queen Murphy bed. The dining room sits up to ten comfortably and the modern kitchen makes it easy to cook for a crowd (or heat up the leftovers from some of the area’s great restaurants). If you absolutely must work, there is a first floor office with desk, a table in the upstairs great room, high speed internet and a wi-fi printer.
We provide linens and towels. The kitchen is fully equipped. We welcome dogs for a fee as long as they are approved and trained, and babies even if they are not. We ask only that you treat our house as you would your own. It’s not just a rental; we use it all the time.
We think you’ll love Ingleton. We certainly do. PROPERTY LIMITED TO 10 GUESTS AT ALL TIMES BY TALBOT COUNTY THIS INCLUDES DAYTIME GUESTS WHO ARE NOT SPENDING THE NIGHT
Talbot County does not allow rentals for weddings or parties! License #ST-829-GOL
Keywords: waterfront home, waterfront house, waterfront cottage
7 day minimum summer-
3 day minimum all other times!
NEW THIS SUMMER! We put in an osprey platform and a young couple moved in and we hope for babies Memorial Day! Watch for bald eagles and great blue herons all year, and from November to March, the migratory ducks and geese!
Our modern home on 2 ½ acres is the perfect spot for your next family vacation. Fabulous water views from nearly every room. Wake up, grab a cup of coffee, relax in bed and just gaze at the water. Or take your coffee outside and sit in the Adirondack chairs, or out on the pier, for a really close up view.
When you are ready to start the day, if you want to do more that just sit by the pool, take out the list of activities we’ll give you. Places to see, things to do, easy bike rides, challenging bike rides, shops to visit, restaurants to try. Finish your day with your favorite beverage watching the sunset from the Adirondack chairs. Your days will be full.
If you are not from the area, there are easy day trips to Annapolis, Washington, D.C., and the beautiful sandy beaches of Maryland and Delaware. But it may be hard to find the time because you can easily fill your week without going more than 15 minutes in any direction.
We have four bikes for your use. The terrain is flat and the biking is easy. If you have a boat, you can get to our pier by water up the Miles River, or by trailer to a boat launch about a mile or two from the house. We provide three double and four single kayaks. It's an easy kayak across the sheltered waters to an undeveloped island and beach directly behind the house. We have pool toys, yard games and hammocks for your outdoor enjoyment. We have internet at the pool and you can usually get it in the Adirondack chairs by the water.
While summer is an obvious time to come, fall is spectacular, winter is time to relax by the fireplace, sip wine and enjoy the water views, and spring is time to get back outside. We have a gas fire pit down by the water for warming up (and for s’mores)!
Our house is perfect for one to three families. There are two bedrooms with king beds and private baths. There are two more bedrooms (queen bed in one and twins in the other) with private baths. There is an upstairs family room that sleeps two (Great Views!) on a queen Murphy bed. The dining room sits up to ten comfortably and the modern kitchen makes it easy to cook for a crowd (or heat up the leftovers from some of the area’s great restaurants). If you absolutely must work, there is a first floor office with desk, a table in the upstairs great room, high speed internet and a wi-fi printer.
We provide linens and towels. The kitchen is fully equipped. We welcome dogs for a fee as long as they are approved and trained, and babies even if they are not. We ask only that you treat our house as you would your own. It’s not just a rental; we use it all the time.
We think you’ll love Ingleton. We certainly do. PROPERTY LIMITED TO 10 GUESTS AT ALL TIMES BY TALBOT COUNTY THIS INCLUDES DAYTIME GUESTS WHO ARE NOT SPENDING THE NIGHT
Talbot County does not allow rentals for weddings or parties! License #ST-829-GOL
Keywords: waterfront home, waterfront house, waterfront cottage
Amenities
Pool
Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Family friendly
Map of Chesapeake Bay, NC
££££
Ratings and reviews
5.0 / 5.0
We had a wonderful time at this home! There was ample space for our group of 5 adults and 5 children and the home was well equipped. The pool was perfect for young children, the water views were beautiful and there was plenty of green space for lawn games. A nice bonus was the short drive to the cute towns of Easton and St. Michael’s.
5.0 / 5.0
While we wished for weather that was slightly better, we still enjoyed every minute of our 3 days. The weather didn't stop us from using the Kayaks or trying to catch a crab or two.
the yard was perfect for exercising the kids and the puppies.
It was a short easy drive into town, for some shopping, eating and even a visit to a rum distillery. The wineries were all closed at the beginning of the week this time of year.
The house was supplied with everything we needed. The listing was spot on, and there was more than enough room for all 10 of us.
The kids were even talking about a return visit when the pool is open.. that says a lot!!
We all would highly recommend this home for a relaxing time to reconnect with family. It was everything I hoped it would be.
thank you!
5.0 / 5.0
Property exactly as described and was a great fit for our group of eight adults. All remarked about the beautiful views. Large dining table that was perfect for game night. Enjoyed blue crabs on the screened in porch where the table was again big enough to seat all of us. Well appointed bedrooms and bathrooms, with plenty of towels. We even used the Murphy bed, which was comfortable for one person. Kitchen was well equipped except for the induction cookware which we learned won’t bring a pot of water to boil on a gas stove! Appreciated and enjoyed the yard games. Did not kayak as it was quite windy the day we had planned for that. We did use the pool as the water temperature was still comfortable. Convenient to both Easton and St. Michaels. Was some confusion about a later checkout which the host said was available but then housekeeping showed up at 10 am anyway. Not an issue as most of us had already departed and we just enjoyed the deck for a bit longer. Great place which we would consider renting again.
5.0 / 5.0
Our stay at the Ingleton house included 6 adults and 4 kids, ages 8, 9, 10 and 13. We fished, kayaked, hiked, rode bikes, swam in the beautiful pool. I brought a badminton net that we set up across the huge backyard. Plenty of space to play. We also played baseball. There’s ample room out back for a 9 yr old slugger to get a few hits. The location was a short drive to St. Michael’s. We had ice cream at Justine’s and dinner at the Crab Claw. Lovely town, beautiful house, great location. We had a terrific time.
5.0 / 5.0
What a great and beautiful house, with the best sunsets you could ask for. We loved our stay, and hope to do it again. Two thumbs up!
5.0 / 5.0
The house was beautiful! It felt so private and relaxing. The owner was so responsive. Our family had a great time!
5.0 / 5.0
We had an awesome family weekend at this home. It was spacious, clean, accommodating (they provide baby toys, pool toys, pool towels, etc), and the views are unbeatable. I hope to come stay again in future years!
5.0 / 5.0
Wonderful location, property, & home. Exceptional waterfront! Instantly felt relaxed as we stepped through the front door. Home very inviting and comfortable- pictures didn't do it justice! Enjoyed the pool, kayaks, & seeing all of the varied wildlife. We rented a boat for the week and explored the great area and visited St Michaels by boat (& car). Wonderful memories for 3 generations of family members were created. Only minor issues were the fire pit didn't work (owner contacted and responded quickly) & sofa sleeper in office unable to be used.
5.0 / 5.0
We are a family of 5 with a college-age daughter and 2 middle schoolers. All of us loved our time at this beautiful property. The kids could kayak & paddle board on the calm, shallow river and they all enjoyed exploring off the dock—we saw jellyfish, crabs, and many different birds. The adults, too, could enjoy sunset with a glass of wine or coffee. After sundown, it was game time! The homeowners provided lots of games and bikes that guests could use. When we had questions, they were quite responsive & accommodating. We couldn’t be happier. Can’t wait to return!
5.0 / 5.0
This great location was perfect for our gathering. Plenty of space and great views of the river. All amenities were there for us to enjoy our time. Thank you Minda for opening your home to us.
5.0 / 5.0
Excellent inside and out. Well kept, clean, and well stocked with almost everything you need. Had a great time, a great experience and looks just as good if not better in person. Docked a boat as well, quick access to the bay from the Miles River. Perfect stay.
5.0 / 5.0
As everyone before us has stated, the Ingleton house was perfect for a family vacation. In this time when traveling has become uncomfortable, we relished our time with family. Everyone was comfortable with plenty of outdoor adventures. At one time, we had an armada of 8 kayaks floating down Hunting Creek to the Miles River, while our 5 month old was enjoying his first splashing lesson in the pool. We enjoyed every minute. The host was right on top of everything, including my left behind bathing suit.
Thank you, we appreciate your hospitality and lovely home,
5.0 / 5.0
Lovely House
House is wonderful, well appointed, lots of things to do for a family with kids.
5.0 / 5.0
Lovely
This property was amazing for our family: the dock, the pool, yard games, sunsets. Just magical.
5.0 / 5.0
Fantastic!
Wonderful house.....just outstanding! Minda was great in all communications. Highly recommend!
5.0 / 5.0
Beautiful Property
Great Location, house was really nice!!
5.0 / 5.0
A wonderful stay on the Miles River
Everything about our stay was excellent. A perfect spot, great house, fun activities.
5.0 / 5.0
Beautiful place!
Loved this place. Such beautiful sunsets! We loved all the outdoor lawn games and kayaking!
5.0 / 5.0
Beautiful view of the Miles River
We had a great stay for our annual business meeting. The 3 inches of Snow made for a spectacular river view for the start of 2022.
5.0 / 5.0
Gorgeous location and views
This home is perfectly planned for the best views!! We really enjoyed all of the amenities and thoughtful additions to the property as well. It was a wonderful gathering place for our family and super close to St. Michael's
5.0 / 5.0
Enjoyed our stay! Look no further!
My family and I enjoyed our stay very much. We celebrated Thanksgiving and were surprised to find the kitchen so much better equipped than most vacation rentals. The waterfront view is amazing and is easy to see from every angle. The owners thoughtfully stock the things you will need to begin relaxing right away. We’d be happy to stay here again. Thank you Minda!
5.0 / 5.0
Special home with a view to die for
This is truly a special home on the water. The home is well cared for, decorated tastefully, and extermely comfortable. The owner is very nice, caring, accommodating and left us a very nice welcome packet. I highly recommend this property and would love to stay there again sometime soon.
5.0 / 5.0
Wonderful home on the Chesapeake
Wonderful home on the Chesapeake
What a beautiful setting. What a nice home with lots of rooms for sleeping and relaxing. The sunsets were amazing. The kitchen was well-stocked. There were lots of activities to do. The Chesapeake is such a wonderful place for a family vacation.
5.0 / 5.0
Book it now!
If you’re contemplating booking, wait no more! I can’t even recall how many homes and different areas we looked at before booking. We ended up booking this for a week with our immediate family (lots of adults and 1 child). We enjoyed every minute. It’s all even better in person!
Some standouts: spacious and comfortable, well stocked, amazing pool and views, kayaks, near great restaurants. We spent most of our time at the pool (so many nice seating areas!).
5.0 / 5.0
Beautiful!
Lovely and comfortable house. Perfect location on the water, 15 mins outside of st Michael’s. We enjoyed the pool and screened in porch, took the kayaks out and relaxed. Hope to be back next summer!
5.0 / 5.0
Great getaway
Very nicely maintained, terrific internet, 20 mins to st. michael and 10 mins from easton. Great sunset. HIghly recommended.
5.0 / 5.0
Beautiful Sunsets
Accommodating and beautiful property for our dog and kids, fabulous views and such a great, useful layout of the home. We will be back!
5.0 / 5.0
Terrific property!
We had a terrific time at this amazing property. It was beautiful, clean, and had everything we could have asked for. We had a wonderful time with our entire family and can’t wait to hopefully return soon!
5.0 / 5.0
A perfect setting for a family retreat
This large house with an absolutely beautiful view was perfect for my family. The place had everything we needed, especially for cooking (we did not get to use kayaks or bicycles, regrettably). Minda was a great host with her quick responses to any question we had. A wonderful find!!
5.0 / 5.0
Peaceful, Breathtaking View
We were looking for a getaway close to DC for a change of scenery. This property is so beautiful. The view, giant backyard, dock, hammocks, fire pit, canoes, and pool were just wonderful. We all fell in love. Can’t wait to come back!
5.0 / 5.0
Chesapeake Family Vacation
Beautiful waterfront property! My husband and I took our family to this great vacation home. We really enjoyed living on the Chesapeake Bay for the week. Excellent crabbing, fishing, swimming, and watching the sunset. Very spacious home and designed well for family games, eating, and enjoying the view.
5.0 / 5.0
Great for families and relaxation
Great place for a family vacation. Peace and quiet, with beautiful sunsets. We would love to come back!
5.0 / 5.0
Perfect getaway!
Beautiful home in perfect location on water. Home is well stocked for utmost enjoyment! Pool and view were amazing!!
5.0 / 5.0
Wonderful shore getaway
The house and property are beautiful - even better than it looks in photos. Fantastic place for families, and one of the best spots on the bay.
5.0 / 5.0
Family Weekend
We highly recommend this home! We have spent time in countless VRBOs, and this was by far the cleanest and the most well stocked home we have stayed in! Exceeded our expectations. Sunsets are phenomenal. Awesome time- we hope to be back!!! thank you!
5.0 / 5.0
Beautiful views; comfortable house, lovely neighborhood situated between Easton and St. Michaels.
The house was nicely designed with multiple sleeping areas, a comfortable well-equipped kitchen and eating area. Had trouble with getting the TV to work (a challenge even for 6 tech savvy women) but we spent more time enjoying the out-of-doors.
5.0 / 5.0
Beautiful location!
Nothing but great things to say about this house! After my parents had a slight change of plans, Minda accommodated them a night early. The house was very clean and had plenty of room for 6 adults and a toddler. Definitely the most well stocked house we’ve ever stayed in, especially for kids (cribs, toys, dishes, etc.). The Baja deck in the pool with the umbrella was absolutely perfect for the toddler. The pool, hammock, dock, Adirondack chairs were all as advertised and led to a very relaxing long weekend watching beautiful sunsets. None of us wanted to leave! Hopefully we’ll be back!
5.0 / 5.0
Perfection!
Definitely a 5 star property
5.0 / 5.0
40th & 2nd birthday celebration
Just had an incredible week celebrating my 40th and my son's 2nd birthday! The setting is beautiful and the outdoor activities were endless (pool, hammocks, kayaking, fishing/crabing, great yard for volleyball, etc.). We brought two waverunners and kept them tied to the pier all week without issue - water was generally calm being sheltered behind the island. The neighborhood boat ramp two lots north of the house made it easy to launch but putting them back on the trailer was a challenge, even at high tide. The house is very comfortable and well equipped; best stocked house we've ever rented. If you have young kids we felt the house was very safe for them as well as a high latch on the screened porch door prevented them from getting to the pool without an adult. We felt very welcomed in this beautiful home and I thank Minda and Steve very much for sharing a house that they truly love spending time in and caring for. We'll be back for sure!
5.0 / 5.0
Stress free Retreat
This was a wonderful home for a relaxing, multigenerational Family vacation. The pool, dock and kayaks kept us busy during the day while evenings were spent enjoying memorable sunsets. The lot was great for games and the neighborhood was perfect for bike rides The house had everything we needed!
FAQs
How much does this house cost compared to others in Chesapeake Bay?
The average price for a rental in Chesapeake Bay is £190 per night. This rental is £445 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Modern St. Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks & More. 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 Modern St. Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks & More. Enjoy the water!
Is Modern St. Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks & More 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 Modern St. Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks & More?
We found 13 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 BayStart earning One Key rewards
Kentigern at Scotland Yards
House
in Scotland10 guests · 4 bedrooms · 5 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
Business stays, family stays, couples stay, getaway vacation, and rental in Chesapeake Bay at Kentigern at Scotland Yards for £508 for your next trip.
££££
Beachfront
Grand Escape - Featured on HGTV's Beachfront Bargain Hunt
House
in Cape Charles11 guests · 5 bedrooms · 6 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
House in Chesapeake Bay, for £524 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
££££
Start earning One Key rewards
Inchgarth at Scotland Yards
House
in Scotland14 guests · 7 bedrooms · 6 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
Nestled in Chesapeake Bay, this House is perfect for your next vacation. Enjoy Inchgarth at Scotland Yards's top-rated amenities, including Air conditioner, Dishwasher and Fireplace, and more.
££££
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
House
in Easton10 guests · 6 bedrooms · 5 baths
Garden · Pool · Kitchen or Kitchenette
Looking for a House in Chesapeake Bay, this House for £585 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
££££
Start earning One Key rewards
Spacious Luxury 6 BR Home, Sleeps 15, Private Pool, In Nature, Convenient to DC
House
in Harwood15 guests · 6 bedrooms · 6 baths
Garden · Pool · Kitchen or Kitchenette
This House in Chesapeake Bay, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
££££
Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park
House
in Cape Charles12 guests · 5 bedrooms · 4 baths
Garden · Kitchen or Kitchenette · Air conditioner
Top rated
This inviting House in Chesapeake Bay can fit your needs for many types of vacations, at £531 per night.
££££
Historic Beach Front Home: Victorian Elegance. Large Rooms with AMAZING bay view
House
in Cape Charles12 guests · 5 bedrooms · 3 baths
Garden · Pool · Kitchen or Kitchenette
Looking to create some memories in Chesapeake Bay? Look no further than our House, Historic Beach Front Home: Victorian Elegance. Large Rooms with AMAZING bay view. Enjoy top-rated amenities including Air conditioner, Dishwasher and Fireplace, and more.
££££
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.
££££
Charming Annapolis Victorian
House
in Annapolis12 guests · 6 bedrooms · 5 baths
Garden · Kitchen or Kitchenette · Air conditioner
Looking to create some memories in Chesapeake Bay? Look no further than our House, Charming Annapolis Victorian. Enjoy top-rated amenities including Air conditioner, Dishwasher and Fireplace, and more.
££££
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.
££££
Peaceful Waterfront Retreat ~ 23 Private Acres With Dock & Pool
House
in Cambridge17 guests · 6 bedrooms · 5 baths
Garden · Pool · Pets allowed
Indulge in a peaceful retreat at Peaceful Waterfront Retreat ~ 23 Private Acres With Dock & Pool, our elegant House in Chesapeake Bay. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
££££
Start earning One Key rewards
Breath-Taking Family Retreat On The Water!
House
in Upper Fairmount24 guests · 8 bedrooms · 4 baths
Kitchen or Kitchenette · Air conditioner · Parking
Discover the beauty of Chesapeake Bay with a stay at Breath-Taking Family Retreat On The Water! , a top rated House with amenities such as Air conditioner, Dishwasher and Laundry, and more.
££££
Start earning One Key rewards
Beachfront Luxury Home w/ Fabulous Garden & Sunset Views!
House
in Cape Charles14 guests · 5 bedrooms · 4 baths
Garden · Kitchen or Kitchenette · Air conditioner
Business stays, family stays, couples stay, getaway vacation, and rental in Chesapeake Bay at Beachfront Luxury Home w/ Fabulous Garden & Sunset Views! for £539 for your next trip.
££££
When you want to get away from everything Magnolia shores 2 acres of tranquility
House
in Reedville18 guests · 8 bedrooms · 6 baths
Garden · Pool · Kitchen or Kitchenette
This attractive House in Chesapeake Bay, £679 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
££££
PET FRIENDLY-BEAUTIFUL APPOINTED HOME WITH BAY VIEWS AND PRIVATE COMMUNITY BEACH
House
in Cape Charles14 guests · 5 bedrooms · 5 baths
Pool · Pets allowed · Kitchen or Kitchenette
House in Chesapeake Bay, for £627 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
££££
Multi-Generational Waterfront Retreat with Pool. No cleaning fees!
House
in Cambridge12 guests · 4 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
House in Chesapeake Bay, for £667 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
££££
Start earning One Key rewards
Stunning Annapolis Home! Across from the library, walk to Naval Graduation
House
in Annapolis12 guests · 5 bedrooms · 5 baths
Garden · Kitchen or Kitchenette · Air conditioner
Business stays, family stays, couples stay, getaway vacation, and rental in Chesapeake Bay at Stunning Annapolis Home! Across from the library, walk to Naval Graduation for £744 for your next trip.
££££
A Vacation Away From It All-Family And Pet Friendly
House
in Taylors Island12 guests · 5 bedrooms · 5 baths
Garden · Pets allowed · Kitchen or Kitchenette
Experience vacation in Chesapeake Bay with our House, A Vacation Away From It All-Family And Pet Friendly. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.
££££
Start earning One Key rewards
Blue Bay | Chesapeake Properties
House
in Cape Charles11 guests · 5 bedrooms · 4 baths
Garden · Kitchen or Kitchenette · Air conditioner
The best choice in Chesapeake Bay for House, for £525 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
££££
Beachfront
Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway
House
in Cape Charles15 guests · 6 bedrooms · 5 baths
Garden · 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 Fireplace, and more during your stay.
££££
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 £646 per night for your next great vacation.
££££
Beachfront
Spacious beachfront home with decks, gas grill, wet bar, gas fireplace, and W/D
House
in Annapolis10 guests · 5 bedrooms · 4 baths
Garden · Kitchen or Kitchenette · Air conditioner
This inviting House in Chesapeake Bay can fit your needs for many types of vacations, at £666 per night.
££££
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
House
in Chesapeake City15 guests · 7 bedrooms · 7 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
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 Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows 's exceptional amenities, such as Air conditioner, Dishwasher and Fireplace.
££££
Front Row Ocean View! 6 Beds! 5 Decks, 4 Baths! Rec Room, Kayaks! Go Coastal!
House
in Norfolk12 guests · 5 bedrooms · 4 baths
Garden · Pool · Pets allowed
This attractive House in Chesapeake Bay, £558 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
££££
5 acre estate with deep water dock and 1,700 feet of shoreline
House
in Rock Hall14 guests · 5 bedrooms · 3 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
This House for £691 in Chesapeake Bay, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
££££
Bay Creek Home Close to Private Beach, Pool & Golf
House
in Cape Charles15 guests · 5 bedrooms · 5 baths
Garden · Pool · Kitchen or Kitchenette
Enjoy the best of Chesapeake Bay in our House, Bay Creek Home Close to Private Beach, Pool & Golf. A stunning property with amenities including Air conditioner, Dishwasher and Fireplace, and more.
££££
SUNRISE 2 SUNSET VIEWS! Enjoy our beautiful, spacious home steps from the beach!
House
in Cape Charles15 guests · 6 bedrooms · 5 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking to create some memories in Chesapeake Bay? Look no further than our House, SUNRISE 2 SUNSET VIEWS! Enjoy our beautiful, spacious home steps from the beach!. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
££££
Start earning One Key rewards
Stunning Waterfront Maryland Eastern Shore Home with In-Ground Pool and Hot Tub
House
in Cambridge16 guests · 5 bedrooms · 4 baths
Pool · Pets allowed · Kitchen or Kitchenette
Soak up the beauty of Chesapeake Bay in our House, Stunning Waterfront Maryland Eastern Shore Home with In-Ground Pool and Hot Tub. With a range of amenities such as Air conditioner, Dishwasher and Fireplace, you'll feel right at home.
££££
Start earning One Key rewards
Waterfront Paradise Located on Virginia's Beautiful Eastern Shore (boat slip)
House
in Onancock12 guests · 5 bedrooms · 4 baths
Garden · Pets allowed · Kitchen or Kitchenette
The best choice in Chesapeake Bay for House, for £614 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
££££
Start earning One Key rewards
Waterfront Scotland Beach Retreat w/ Private Beach
House
in Ridge12 guests · 6 bedrooms · 5 baths
Garden · Kitchen or Kitchenette · Air conditioner
Top rated
Business stays, family stays, couples stay, getaway vacation, and rental in Chesapeake Bay at Waterfront Scotland Beach Retreat w/ Private Beach for £541 for your next trip.
££££
Chesapeake Bay travel inspiration
Read our blogGuides
Best Dining in Myrtle Beach: A Food Lover’s Dream
Guides
Best East Coast Beaches and Getaway Locations You Can’t Miss
Budget Travel
7 Most Affordable Snowbird Destinations for 2025
Guides
Top Activities to Try in Panama City Beach, Florida
Guides
Top Things to Do in Gulf Shores, Alabama: Adventure and Fun Await
Local Culture
Exploring Miami’s Wynwood District: Street Art, Food, and More
Guides
Fun Things to Do in Ocean City, Maryland
Local Culture
A Foodie’s Guide to the Best Dining in Orlando, Florida