Beach house vacation rentals in Chesapeake Beach

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Popular amenities for Chesapeake Beach beach house rentals

Beachfront house rentals

Top guest favorite
Home in Colonial Beach
4.97 out of 5 average rating, 113 reviews

Sunrise Waterfront Potomac Beach Haus

CarmenRating, 5 stars2 weeks ago
Heather was an amazing host, and the home was absolutely beautiful. Waking up to the waterfront views and the peaceful early morning walks are only some of the reasons why I would stay again. If you are looking for a peaceful getaway, look no further.
Guest favorite
Home in Colonial Beach
4.78 out of 5 average rating, 166 reviews

Riverhurst on the Potomac

JimRating, 5 stars1 week ago
We had a great stay at Cameron’s home. Even though the weather didn’t cooperate we were able to spend a lot of time on back patio which felt like we were almost outside. Cameron was nice enough to let us check in early. Overall great time and looking forward to next time. Thanks again Cameron.
Top guest favorite
Home in Grasonville
4.95 out of 5 average rating, 267 reviews

River Front, Private Single Family Home

JohnRating, 5 stars1 week ago
We were delightfully pleased with our stay here. The house was clean and comfortably fit our 3 adults and 2 kids. We were happy with the “extras” like having our linens and towels cleaned and wrapped in plastic, shampoo/conditioner, kitchen stocked with cookware, and the decor. The best part was the view and proximity to the water. The pictures do not do the sunset justice. We will definitely come back.
Guest favorite
Home in Annapolis
4.9 out of 5 average rating, 198 reviews

Country House on the Bay

ChristinaRating, 5 stars6 months ago
This house was perfect for our family—wonderful location, big and beautiful outdoor space, all of the amenities our family needed during our stay. Steve is a wonderful host—kind, excellent communicator, and highly responsive. Ten out of ten experience!
Superhost
Home in Dunnsville
4.75 out of 5 average rating, 142 reviews

Cozy & Content River Retreat Beach Hot Tub & Games

MichaelRating, 5 stars2 months ago
Incredibly peaceful and comfortable. looking forward to returning in warmer weather and for a longer stay. We were seeking a quiet place for renewal and relaxation and the little yellow cottage met all our needs. We stocked up on local seafood from nearby Warsaw to cook, woke up with the birds for breathtaking sunrises and soaked in the amazing hot tub with an incredible view. As a bird geek in training, I had an amazing assortment to watch and enjoyed the views from the dock and the deck each day. We experienced a heavy downpour for a great deal of our stay,but a trip to town and hunkering down with our books, puzzle and more hot tub were the perfect antidote. We might share the space with friends or family next time, as there was plenty of space. However, our trio of 2 humans and our puppy pal might just escape alone again! Thanks for sharing this letter slice of heaven on the "Rivah." We'll be back!
Guest favorite
Home in Saint Leonard
4.9 out of 5 average rating, 130 reviews

Perfect Bay and Beach Getaway one hour from DC!

cherylRating, 5 stars6 months ago
Our stay was great. The house is located in a quiet friendly neighborhood. The views are amazing. The house is very comfortable and so relaxing. Loved that three bedrooms each had a bathroom. The hosts were wonderful and very responsive.
Top guest favorite
Home in Lexington Park
4.96 out of 5 average rating, 162 reviews

Private beach retreat in historic St. Mary's City

LeslieRating, 5 stars5 days ago
Spectacular place! Four stars! This place is beautiful! It’s in a peaceful neighborhood with other beautiful homes and on a quiet cul-de-sac. It has impressive, high-end appliances, lots of porches to enjoy the view of the water, a huge kitchen with lots of pots, pans, dishes, etc. The entire house is very large! We loved the big closet of games. We fished everyday off the dock, enjoyed the small beach area, and made a fire most nights. The hot tub was a nice extra too. We listened to Taps being played every night at 7:45 pm from the local navy yard. Everything was very clean and modern. Absolutely beautiful place!!
Guest favorite
Home in Pasadena
4.89 out of 5 average rating, 101 reviews

Beautiful Waterfront Home With Theater Room

KimberlyRating, 5 stars1 month ago
Lovely house with a wonderful water view. The view from the master bedroom was truly spectacular!

Beach house rentals with a pool

Top guest favorite
Home in North Beach
5 out of 5 average rating, 14 reviews

Stunning North Beach Getaway w/ Inground Pool

KoenRating, 5 stars8 months ago
Patti was an amazing host. She made sure that we had everything we need and she went the extra mile providing toys for our toddler. The house was beautiful. Very peaceful neighbourhood and you can just walk to the beach where you can find nice restaurants and a playground. Perfect getaway for families. And the heated pool is the icing on the cake
Guest favorite
Home in Ridge
4.89 out of 5 average rating, 56 reviews

Waterfront Paradise with a Private Pool

KathyRating, 5 stars3 months ago
It was absolutely wonderful staying at Joanne's home. It was very comfortable and loved the outdoor firepit. Very peaceful and lovely home. We would love to come back again for another visit.
Superhost
Home in Queenstown
4.81 out of 5 average rating, 156 reviews

Bay Breeze Retreat

EeshaniRating, 5 stars7 months ago
Beautiful house and property, great location, and the host was super responsive. Hope to return sometime soon.
Guest favorite
Home in Cambridge
4.96 out of 5 average rating, 112 reviews

Gorgeous, waterfront home. Perfect for Families.

Leslie RogersRating, 5 stars4 months ago
We had the most beautiful Thanksgiving gathering at Casey’s Porch on the bay for an extended family reunion. The house is lovely - spacious, gorgeous and cozy at the same time. The views on the water were amazing. There were plenty of beds and ‘hang out’ spots for our tweens and teens, and 3 private baths for the adult couples were much appreciated. And our hosts could not have been more helpful and friendly. Thank you for giving us this opportunity to make more happy memories together!
Guest favorite
Home in Lusby
4.92 out of 5 average rating, 79 reviews

Spacious and private waterfront, sleeps 10

MichaelRating, 5 stars3 weeks ago
The location for this house is beautiful! We loved the private dock and spacious backyard. We stayed in late March so it was a bit cold some days but we still had a great time using the provided Kayaks and sitting on the dock and watching the beautiful surroundings. The location was perfect to have some s'mores nights around the firepit. The hosts were VERY responsive. The few times I had questions they replied within minutes and were very accomodating with our requests. They were very proactive with instructions and generously mentioned a foldable crib for the infant in our group - although we had our own that we used. The kitchen had all of the dinnerware and cookware that we needed for the meals that we made. The living areas were open and inviting. It was perfect for our group. One thing to watch for is the very steep driveway. It took a few times to get used to. We would definitely stay there again when we visit our family in the area.
Top guest favorite
Home in Edgewater
4.98 out of 5 average rating, 53 reviews

Entire Beach House with Pool and Hot Tub

DianeRating, 5 stars4 months ago
We had a great stay at this clean, comfortable, convenient and cozy house. We were impressed by the attention to detail. Every time we needed something, it was there. The kitchen was fully stocked and had everything we needed to cook our Thanksgiving meal. We were close to Annapolis And had an easy drive to the museums of DC. We took several walks to the nearby beach, and enjoyed both sunrises and sunsets. We would definitely come back! Thank you, Peggy!
Superhost
Home in Annapolis
4.71 out of 5 average rating, 69 reviews

Bay Poolhouse

KimberlyRating, 5 stars3 months ago
We really enjoyed staying here. It was a spacious home and we love the community. We were in town visiting family and It was so convenient being so close to family and friends. Very comfortable
Guest favorite
Home in Colonial Beach
5 out of 5 average rating, 19 reviews

Modern River Relaxation

JoshuaRating, 5 stars2 months ago
This was a beautiful home with everything you need and more to feel at home! The hot tub was relaxing and the screened in porch made for a relaxing hang out area. The host was super friendly and responds right away! 10 out of 10 experience will be booking a stay here again in the future!

Private beach house rentals

Guest favorite
Home in Colonial Beach
4.83 out of 5 average rating, 18 reviews

Doug's Paradise

MatthewRating, 5 stars4 months ago
Stayed here to see a few friends who live in the Ebb Tide area. The house was clean, spacious and well equipped. We were only two people but with the sun room it was clear to see there are a few options for people to spread out and not feel on top of each other. This is a nice peaceful area about 15 minutes away from downtown colonial beach and a great location for a getaway. I would stay here away without hesitation.
Superhost
Home in Piney Point
4.85 out of 5 average rating, 48 reviews

2 Bedroom Cozy Beach Cottage

DaveRating, 5 stars1 month ago
This was a great little beach-area cottage we stayed at for a swim meet at St. Mary's College. The house was clean and cozy. My daughter loved the bunk beds! It was a little too chilly to enjoy the porch, but the hammocks looked inviting. Host was wonderful, flexible and communicative. A great find!
Top guest favorite
Home in Colonial Beach
5 out of 5 average rating, 23 reviews

Rio Vista along Potomac

MirkaRating, 5 stars6 months ago
We had an amazing stay at this riverside house! The views were absolutely breathtaking, especially at sunrise and sunset. The house was clean, cozy, and well-equipped with everything we needed for a comfortable stay. Being so close to the water made it feel like a peaceful retreat. Highly recommend for anyone looking to relax and enjoy nature!
Guest favorite
Home in Colonial Beach
4.98 out of 5 average rating, 60 reviews

Waterfront Paradise with own Beach, Kayak, & Grill

SonjaRating, 5 stars4 months ago
We loved this snug, little spot on the water. Watching the sunrise over the water made for enjoyable mornings. It had a full kitchen that made cooking our meals very easy. Two seating areas in the living area gave us room to spread out. Fast wifi....I even stayed online while I was down by the water. I wasn't a huge fan of the overly curious swans, but I did find some really nice pieces of sea glass down by the water. The heat in this house was great.
Top guest favorite
Home in Colonial Beach
5 out of 5 average rating, 48 reviews

Modern Bay View Beach House

MingRating, 5 stars3 months ago
We stayed at John's place in Colonial Beach, VA visiting parents in town. The house was very clean. The kitchen had everything you needed. This time of the year (winter) there is not much to do in Colonial Beach but house was walking distance to the beach and to coffee shop and restaurants. One last note - loved the beds ... super comfortable. Plan to stay there again when we are in town.
Superhost
Home in Colonial Beach
4.88 out of 5 average rating, 26 reviews

Radiant 2 bedroom house close to the beach!

EarlRating, 5 stars4 days ago
This house was amazing. Super clean with lots of amenities. Every detail was thought out to make our stay feel like home. Our kids loved the bunk beds and the UNO and Jenga games. The location was just right, close enough to everything without being right on top of it all. We did not have any issues but when I did reach out to Eboni she responded right away and it was a holiday weekend too. I would definitely recommend this house and looking forward to coming back this summer.
Superhost
Home in Saint Leonard
5 out of 5 average rating, 3 reviews

Waterfront Home, Spectacular View & Private Beach!

AmberRating, 5 stars1 month ago
I had a wonderful stay at this beautiful house over looking the bay! The views all around the property were absolutely stunning, creating such a peaceful and relaxing atmosphere. I was on a work trip with several coworkers, and the house was incredibly comfortable and spacious —it truly felt like home. The space was clean, safe, and well-maintained, making it the perfect retreat after long workdays. The kitchen was fully stocked with everything needed to prepare a large family meal, which was a huge plus. Most importantly, our host was amazing—she was incredibly kind, attentive, and thoughtful, anticipating our needs before we even had to ask. I would absolutely stay here again and highly recommend this property to anyone looking for a serene and welcoming getaway. Thank you, for such a great experience!
Guest favorite
Home in Deale
4.98 out of 5 average rating, 106 reviews

8 Acre Waterfront Oasis! Pets are Free! 140ft Pier

CarolRating, 5 stars1 week ago
Our family had a great time - the property was spacious and clean, location was beautiful, and we loved playing outdoors in the open space and getting out on the water. Hosts were very responsive and everything we might need/want was provided!

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