
Beach house vacation rentals in Maryland
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Top-rated beach house rentals in Maryland
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Vacation rentals for every style
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Popular amenities for Maryland beach house rentals
Beachfront house rentals

Waterfront w/ Private Pier, 35 Mins to Annapolis
We had 6 people for a weekend retreat and this was a fantastic house and location for us. the host was super communacitive and easy/friendly to work with. We'll go back for sure next time we need a retreat space that is quiet, private and affordable.

Coastal Oasis On The Chesapeake, King Bd sleeps 12
My mom, sisters, friends and I enjoyed a relaxing fun filled time at the Coastal Oasis at the Chesapeake for our Mother's Day Retreat. The view is amazing and truly can be seen from every room in the house! Being able to see the beauty and calmness of the water helped each of us kick back and let the stress melt away. The big dinning room table allowed all of us all to enjoy breakfasts, dinners and touching conversations together. My guests loved the décor and raved about every detail. The beds and furniture were comfortable and house clean. I would definitely come back!

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!

Waterfront Getaway w/ Pier - Sleeps 10, 4 bedrooms
This was a great house for our teammates to stay in for the weekend!

Top of the Chesapeake - Private Waterfront Home
We had a wonderful stay. We enjoyed being outdoors on the deck and walking the shoreline. The interior accommodations were very comfortable and met all our needs and expectations. The weather was perfect, too! Would definitely like to return again. 👍🏻👍🏻👍🏻

Water's Edge Cottage | Luxury Retreat
Incredibly peaceful, beautiful spot. The interior was so nicely set up—it really allowed us to enjoy the gorgeous views of the river. Kitchen is very well appointed, we didn’t have to go anywhere. Great, quiet area, enjoyed the tranquil evenings.

Private beach retreat in historic St. Mary's City
What an amazing home! Bob was a great host. All of the rooms were very clean and there’s everything you will need at hand. Super comfortable beds. The views of the river are incredible with so many places to relax from the living areas to the outdoor deck on the second floor. The screened in porch was so comfortable. Fishing from the dock was a joy and just a great place to hang out and enjoy the water with our family. My son caught his first fish off the dock! The kitchen is a cook’s dream. Again, theres everything you need to prepare meals. Loved the huge kitchen island! Don’t forget to just stand and enjoy the view of the dock and river from the kitchen window. The downstairs den and bar area was just perfect for relaxing and watching tv. The house is on a cul de sac with only a few homes…very peaceful. We loved this place and plan on coming back again for our next trip! Thank you Bob for sharing your little slice of heaven with us!

The Little Gypsy BoHome
Wonderful place - pictures do not do it justice. Home is spotless and beautifully furnished! We had a great time relaxing on our babymoon. Lots of great restaurants close by and so much to do at the house you never have to leave. Really appreciated the details such as the coloring station and ample beach towels. Hope to stay again in the future!
Beach house rentals with a pool

Bay Breeze Retreat
Fabulous views of Chesapeake Bay, pool was great, deer everywhere, house was spacious with three living areas. Would definitely stay there again.

OC MD trip bayside, great amenities
Absolutely wonderful hosts!! Very responsive and helpful. There might have been an issue with the lockbox so they called ahead to make sure we could get in! I will definitely be booking with Shawn and Terri again!

Gorgeous, waterfront home - Perfect for Families.
Clare and Chris could not be nicer and easier to work with. My family/friends have been getting together since 1994 and have been to many great Airbnb's and VRBO's. My group could not stop telling me how great of a week we had. The primary features that were import to us which the house scored big are as follows: It has a dock (we arrived via boat), The kitchen is big, laid out for many "Cooks", The kitchen was open to the dining room table, The dining room table is open to the sitting areas, The pool was clean and inviting, The fire pit with seasoned firewood was a big hit for our group, All the beds were comfortable, The bedrooms were large and comfortable, The baths were clean, modern & large and The location to "What to do in Cambridge" is only 7-10 miles away. We made prearrangements: Richardson Maritime Museum to have a guided tour with David Williams on Friday and Spocott Windmill with George Radcliff. Both of these tours were fascinating. Our weekend was 5-Stars.

Waterfront Farmhouse Meets Modern Luxury
The house is beautiful and worked well for our family. The host was very helpful and responded quickly to any questions we had. The grounds are lovely and very peaceful. Pictures don’t do this property justice.

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.
Tammy’s place was a beautiful Airbnb that provided me and my friends a wonderful experience we loved how private and reserved the neighborhood is we also loved all the accommodations such as the walking distance to the pool and beaches.I would definitely visit here again.

Beautiful Cottage W/ shared pool & close 2 beach
Everything was as described. Jennifer was very responsive and left excellent instructions on everything. We will stay there again.

Stunning Bayview Home with Own Private Pool
Thank you for hosting us! We had a blast. The house was perfect to host a bachelorette weekend with friends! There was enough space for everyone to sleep comfortably. We appreciated all of the additions in the kitchen and the grill. Made it easy to cook. Would recommend!

3 BR Waterfront Home, Minutes to the Beach
Stayed here with family over Memorial Day weekend. It was a great location!! Clean house, had everything we needed and we loved the area.
Private beach house rentals

Waterfront Paradise with a Private Pool
Such an amazing place! Joanne was super responsive and flexible. The views were unmatched! Perfect Mommy and Daddy getaway and we will certainly be back with the kids!

High St. Art Gallery Suite
My husband and I had a nice peaceful retreat from city life. Kristin’s cute place was just what we needed. Highly recommend!

Beautiful, serene waterfront property
An incredible peace of property! This house has been beautifully renovated and exceeded every expectation. Unbelievable waterfront views from nearly every room in the house, back porch and fire pit. Also a very nice surprise of having a little play area stocked with toys for the little ones! This is a must stay if we’re ever back in the area!

Waterfront 4-BR home w/ hot tub & charging station
I want to gate-keep this house so much!! If you are looking for a great house to hangout relax on the dock with a glass of wine eating crab chips then this is the place for you! We didn’t want to leave. Her home is beautiful, extremely clean, comfortable and the perfect spot for basically any size group. We kayaked, we road bikes, we made s’mores, we fished, we ate crabs at Capt John’s it was the perfect Cobb island adventure. Can’t wait to come back!

1-Particular Harbor: A Coastal Oasis!
We had an amazing weekend and Gregory’s home was perfect. So clean and well equipped. Gregory thought of everything!! Highly recommend ⭐️⭐️⭐️⭐️⭐️

WaterfrontHotTubPvtPierFirePitKayakGrillQuietHouse
Our stay in Cambridge was terrific and exactly what we needed for a relaxing long weekend. The house was clean, comfortable, and well appointed, but the real highlight for us was the outdoor space. There were plenty of peaceful areas to relax, and lots of kayaks and paddle boards to enjoy the water. Maria and Darren were generous and thoughtful hosts who contacted us ahead of time about potential issues and also left some tasty treats in the home for when we arrived. It was a big deal for us to be able to bring our dog, and though it is a pet friendly home, it was still spotless with no signs of pet wear or odors. We had a great time and hope to return again.

Waterfront Home, Spectacular View & Private Beach!
We had a great stay here. Beautiful views of the water. Hosts were quick to respond. Good WiFi. Large deck with teak table and weber grill. Easy walk to water access. The waterfront is the best I’ve seen on the Bay. Sandy with shady and sunny spots against the cliffs. From the water access, you can walk in one direction to the limestone cliffs for shark tooth hunting. The other direction goes all the way to the marina. We hope to stay here again.

House of the Setting Sun/Deal Island Bayfront Home
Once again, our family had an awesome stay in this beautiful home. Definitely will be back..
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