Beachfront vacation rentals in Chesapeake Beach

Find and book unique beachfront homes on Airbnb

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Popular amenities for Chesapeake Beach beachfront rentals

Pet-friendly beachfront home rentals

Guest favourite
Home in Lusby
4.96 out of 5 average rating, 141 reviews

Coastal Oasis On The Chesapeake, King Bd sleeps 12

Dina Rating, 5 stars1 month ago
We truly enjoyed our time here- This place is so special, and I’m sure that’s because of all the love and care the owners have poured into it. You can feel the warmth and positive energy in every corner of the house.
Guest favourite
Home in North East
4.96 out of 5 average rating, 108 reviews

Red Point Lighthouse

JohnRating, 5 stars1 month ago
Attention to detail both architecture and a fully equipped kitchen with spices etc Visually unmatched sunrise to sunset
Superhost
Cottage in Reedville
4.88 out of 5 average rating, 203 reviews

Private point on the Bay🌤hammock, hot tub, kayaks❤️

HeatherRating, 5 stars2 weeks ago
With 180 degree water views, what could be better?! We saw birds, incredible sunrises over the bay, and enjoyed sunset in the hot tub. It’s just right for a long weekend getaway to relax and unwind!
Guest favourite
Guesthouse in Glen Burnie
4.94 out of 5 average rating, 332 reviews

The Crab House - a Private, Waterfront Guest House

RosaRating, 5 stars2 weeks ago
This guesthouse is situated right on the water in a quiet, private neighborhood that is located close to restaurants, shopping, and recreation. The ambiance is relaxed, and we immediately felt at home. The decor is stylish in the gorgeous kitchen, and the heated bathroom facilities are spacious and accommodating. The bed was particularly comfortable, and the living room faces large windows and a continuous view of the waterfront. We enjoyed our stay in this location and highly recommend this property. We hope to visit again when we are in the area.
Top guest favourite
Apartment in Lexington Park
4.97 out of 5 average rating, 559 reviews

Historic St. Mary's City, MD

WendyRating, 5 stars3 days ago
The location was beautiful and the home was very cozy. Sitting on the screened porch, reading and enjoying the view of the yard and water was good for the soul. It was very quiet and we had all the amenities we needed.
Guest favourite
Cottage in Pasadena
4.97 out of 5 average rating, 172 reviews

Ft. Smallwood Overlook. Waterfront with Kayaks!

JulieRating, 5 stars5 months ago
The place is wonderful. We were down for Thanksgiving with my family and were travelling with our 2 dogs, Wally & Dolly. The location was perfect, close to Riviera Beach where our Family Thanksgiving Dinner was, very private, no noise or distractions for the dogs (that was great). The property was surrounded by water on three sides, great views! It is right next to Ft. Smallwood Park where we took the dogs for walks every day, they loved it. As for the house it was perfect for us, just about the size of our home, so that made it very comfortable for us. All one level, which made it great for us older people. It was furnished with very comfortable furniture. Lots of information about the local surroundings, things to do, and restaurants. Keith was wonderful to work with, very easy to communicate with which made the whole process very easy for us. We even had a conversation over the phone once we were in the house to make sure everything was to our liking, and we were happy !
Superhost
Cottage in Lottsburg
4.9 out of 5 average rating, 102 reviews

Charming Waterfront Home with Expansive Views

MichaelRating, 5 stars5 months ago
We loved the house; cozy, nicely decorated, with many pieces of original art that really added character. The kitchen is well stocked for those who like to cook. The location right on the water was wonderful, and Nancy provided kayaks, which we took advantage of. Our dog was beside himself with so much room to run. Nancy’s daughter and family live next door, and we spent quite a few hours enjoying conversation and local knowledge with them. We would go back again.
Superhost
Home in Dunnsville
4.75 out of 5 average rating, 143 reviews

Cozy & Content River Retreat Beach Hot Tub & Games

ChristineRating, 5 stars3 days ago
We had a great time at Nicholas and Dana's place! It was both fun and relaxing. We really enjoyed the little beach, the dock and the kayaks. We caught some catfish and one tiny crab in the crab trap (and threw everything back in). It was nice to have the firepit and hot tub to use too. And, the kids really liked being downstairs in their own space. The only issues were that the key pad wasn't working to get in to the front door which was frustrating after a long drive and the grill was very slow to heat up and probably needs to be replaced. Overall, this home was a really good choice for us and we would stay again when visiting family in the area.

Beachfront home rentals with a pool

Top guest favourite
Home in Lusby
5 out of 5 average rating, 15 reviews

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

DeniseRating, 5 stars6 months ago
The area and view are beautiful and the home's decor is welcoming. The home was very comfortable for our family group and had a VERY well-stocked kitchen. The master bed was VERY comfortable as were the rest of the beds. My husband and I slept well. We all felt at home. MJ was very responsive when I had questions and communicated about the property in clear, concise language. The host provided many outdoor recreation opportunities, which included paddleboards, kayaks, and life jackets. There was a nice sized pool but we were visiting out of season so we did not use it. The exercise room downstairs has a lot of equipment. We all enjoyed our time together. Our family is asking to come back again next year. Thanks for a great stay!
Top guest favourite
Place to stay in Annapolis
4.94 out of 5 average rating, 120 reviews

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*

GregRating, 5 stars1 week ago
Very Peaceful neighborhood Pauls house is very close to the water end of the road with nearly no traffic when we were there. neighborhood is extremely walkable loved having the porch, large gas grill and hot tub next to the home with view of the bay. All 3 rooms had large comfortable beds. house was clean. well kept. There is a retail center about 2. 5 miles away with a GIant" Grocery store and a few doors down a quality wine and spirit shop. My family loved the city of Annapolis and Very Happy we chose to stay at Pauls home.
Guest favourite
Apartment in Colonial Beach
5 out of 5 average rating, 23 reviews

Sandy Feet Retreat - Beachfront

RosemarieRating, 5 stars1 week ago
Sandy Feet Retreat in Colonial Beach was a great place to take my daughter and the grandkids for a 3 day Spring Break holiday. The condo was beautifully furnished and very well located on the boardwalk. My family loved having access to the beach right outside the condo and spent many hours collecting shells and sea glass. Fishing from the pier was a thrill for my grandson. I enjoyed peaceful mornings on the balcony and evening time there listening to the waves each day. Thank you Brittany for everything you do to assure a lovely stay for your guests.
Superhost
Condo in Betterton
4.92 out of 5 average rating, 36 reviews

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

CaitlinRating, 5 stars7 months ago
A great sunset view from the balcony, such a nice quiet river/bay beach, peaceful community to walk around. Would stay in again! Would note there’s 1 flight of stairs up as it’s a 2nd floor condo of sorts; and a big hill/stairs down to the beach. However, also a parking lot if needed to drive to the beach. Beach chairs were nice to have. There was no cooking oil but I think we left some :) I would only ask they replace the dining room chair with the hole in the seat. The pool was closed and that was not expected! Adam was very responsive when we messaged.
Guest favourite
Home in Chincoteague
4.93 out of 5 average rating, 14 reviews

Sunset Bay Villa #202-Pool, Waterfront, Sunsets!

AmyRating, 5 stars1 month ago
The home was spacious and clean! Enjoyed the balcony and listening to the birds. Easy walk to restaurants, was a perfect getaway:)
Superhost
Cottage in Heathsville
4.83 out of 5 average rating, 75 reviews

Riverfront Retreat with PRIVATE POOL and BEACH!!

AllyRating, 5 stars8 months ago
This was a wonderful getaway for my family and friends. We had two toddlers that loved the river beach and pool. There were plenty of toys to keep the kids and adults busy!
Top guest favourite
Home in Kent Narrows
5 out of 5 average rating, 299 reviews

Chester Riverfront At Kent Narrows

MichaelRating, 5 stars1 week ago
Beautiful location on the water with all the amenities one could ask for. Thanks for having games and jigsaw puzzles (with all the pieces!). Gracious and responsive hosts who made sure we felt welcome and at home. We’ll be back!
Top guest favourite
Condo in Chincoteague
4.95 out of 5 average rating, 57 reviews

Waterfront Chincoteague Island

BonnieRating, 5 stars5 months ago
Wonderful peaceful stay! Cynthia is the best host, we are most grateful for her kind assistance!

Private beachfront home rentals

Top guest favourite
Home in Colonial Beach
4.97 out of 5 average rating, 114 reviews

Sunrise Waterfront Potomac Beach Haus

CarmenRating, 5 stars3 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 favourite
Home in Heathsville
4.94 out of 5 average rating, 36 reviews

Family & Pet Friendly Private Beach Retreat

JustinRating, 5 stars6 months ago
Responsive and communicative via AirBnb app. Open to small changes we had to make. Beautiful house and wonderful neighborhood. Everything as described and reasonable price. Truly provided the BnB part of AirBnb with linens, cleaning/cooking supplies, and bathroom supplies. Very scenic. The pictures don't do it justice when it comes to the proximity of the dock. It is right outside the window of the master bedroom.
Guest favourite
Home in North East
4.86 out of 5 average rating, 72 reviews

The Beach House

KarenRating, 5 stars5 months ago
We had a small family group stay at the Beach House in North East for Thanksgiving, and it was perfect in every way for our group. Plenty of room, fantastic location and water views, easy beach access, very well-equipped kitchen, warm and cozy living room area, and great communication from Alexis. We hope to return again soon!
Top guest favourite
Home in Mineral
4.99 out of 5 average rating, 184 reviews

Lakefront with 120' Beach, Views, Wifi @ Lake Anna

Jo AnnRating, 5 stars1 week ago
The place was very well stocked with commodities and necessities alike, providing for those who stayed past the bare minimum. As well as having these and more, it was very well kept and clean. The aesthetics to the home were nice and the furniture had well complimented eaxhother. Being at full capacity was not a worry at all during this trip, a big family along with friends could easily spend their time and sleep here.
Guest favourite
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!
Guest favourite
Home in Lusby
4.92 out of 5 average rating, 12 reviews

Chesapeake Bay Waterfront View

KathrynRating, 5 stars6 months ago
My husband and I stayed a weekend to celebrate our anniversary. Beautiful view , amazing sunrise. Great restaurants near by. The home was very comfortable.
Superhost
Home in Saint Leonard
4.85 out of 5 average rating, 47 reviews

Waterfront house with private beach and pier

WillRating, 5 stars2 months ago
Lovely spot. Beautiful views. Excellent kitchen and living space with really nice bedrooms. Slept six very comfortably. Would definitely return!
Top guest favourite
Home in Montross
5 out of 5 average rating, 28 reviews

Palmers Cove Retreat

CindyRating, 5 stars3 weeks ago
This is a wonderful place to stay! Our entire purpose of this weekend getaway was to relax and enjoy the surroundings and we came to the perfect place- Being on the water is so peaceful and relaxing. We also enjoyed the hot tub and watching the sunrise. The dock was nice for relaxing and some fishing. The home is decorated nicely with everything you need. Thank you Brittany ! We hope to come back again

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