Beachfront vacation rentals in Breezy Point Beach

Find and book unique beachfront homes on Airbnb

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Popular amenities for Breezy Point Beach beachfront rentals

Pet-friendly beachfront home rentals

Guest favorite
Home in Middle River
4.95 out of 5 average rating, 19 reviews

The Shore House

ChristopherRating, 5 stars3 months ago
Lauren’s place was very nice and accommodating for our family Christmas get together. She was very responsive and offered to help out with anything we needed while at the property. The place had the equipment we needed for cooking and serving meals throughout the stay!
Top guest favorite
Home in Chestertown
4.99 out of 5 average rating, 107 reviews

Entire River Front Home - 4 Bedrooms 4.5 Baths

JeanneRating, 5 stars11 months ago
We had a wonderful stay at this beautiful place. Our extended family and dogs thoroughly enjoyed the private and peaceful location. Bobs place was provisioned very well. We appreciated the numerous coffee cups, wine glasses, etc. it felt very much like staying with family. Lovely art throughout too.
Top guest favorite
Houseboat in Stevensville
4.94 out of 5 average rating, 51 reviews

Chesapeake Houseboat Getaway

RichardRating, 5 stars2 months ago
The houseboat was everything and more than the description. If you are looking for a great winter get away this is a perfect place to go to. You can kick back and relax or stay busy shopping and seeing the historical towns in the are. St Michaels and Easton are a short ride away. The restaurants are very good no matter what price range you are looking for. The shopping is great with many interesting small shops. I will certainly be back to the houseboat later this year.
Top guest favorite
Home in Charlestown
5 out of 5 average rating, 61 reviews

The Cooper House in Charlestown, MD

MiriamRating, 5 stars1 week ago
We really enjoyed our stay and the peaceful surroundings. The house is very charming, and well maintained. It was clean and spacious and matched the pictures. The view is beautiful and you can see the water from the windows and porches. Trey was a great host, very responsive and helpful whenever we reached out with questions. Would definitely recommend and we would love to come back for another visit.
Top guest favorite
Home in Rock Hall
5 out of 5 average rating, 29 reviews

Sunset at Rabbit Run

PatRating, 5 stars7 months ago
This was the perfect location to get some rest and relaxation. It was beautiful with big views of the Bay. Bird and boat watching while sipping wine on the patio. The house was lovely with gorgeous plantings. The welcome treats were a nice surprise. Our dogs loved swimming and running in the yard. Great amenities and a very clean house. Fun restaurants in town which had a Key Westesque feel to it. We hope to be back again.
Guest favorite
Cottage in Annapolis
5 out of 5 average rating, 7 reviews

Wonderful Cottage Nestled On Chesapeake Bay

Anthony Rating, 5 stars3 weeks ago
Christina's place was amazing. A perfect home away from home. Super clean, peaceful, and scenic. The check-in/out process was simple and smooth. 10 out of 10. I'd stay here again in a heartbeat.
Top guest favorite
Home in North East
4.96 out of 5 average rating, 46 reviews

Boho River Cottage

StaceyRating, 5 stars5 days ago
Our stay at Cece's Boho Cottage was excellent. It started with an egg hunt around the yard for my boys along with some sweet treats for all to enjoy. Cece gave amazing restaurant suggestions along with local hikes and shops. If you happen to forget something, Cece thought of it! We loved morning coffee on the back porch with the rising sun, comfy beds, and enough space to spread out. Thank you for sharing your adorable cottage with us! We are already trying to plan a trip back!
Superhost
Home in Annapolis
4.93 out of 5 average rating, 15 reviews

Waterfront Getaway - Dock UR Boat & Walk to Beach!

BenjaminRating, 5 stars1 week ago
Wow! Best airbnb experience we've ever had. The home is set up very well for renters. You'll find everything you need from PLENTY of towels/linens, soap, a well-stocked kitchen, etc... The layout is really cozy, and the elevated back deck is a great treat. We enjoyed sitting out there, looking out over the water. One of my favorite moments in the main bedroom was waking up to a brilliant sunrise out over the water seen from my bed! Also love the spacious tubs and the spa. We loved it and hope to come back!

Beachfront home rentals with a pool

Top guest favorite
Home in Chestertown
5 out of 5 average rating, 22 reviews

Chestertown Watson Family Farm

TaraRating, 5 stars6 months ago
We loved our stay at Molly's air B &B. there were lots of toys to use on the river. The water views from the house were fantastic. The house was clean and comfortable. We loved taking a dip in the pool. Great communication with the host.
Top guest favorite
Camper/RV in Stevensville
5 out of 5 average rating, 9 reviews

Charming RV With A Water View

CodyRating, 5 stars18 months ago
Andy was an awesome host! He checked in with us in the mornings to see if we needed anything (via text). They also had some great recommendations for us since we were out-of-towners. Would not hesitate to book with Alice and Andy again if we are ever in the area!
Guest favorite
Home in North East
4.8 out of 5 average rating, 20 reviews

Pool House by the North East River

JeniferRating, 5 stars7 months ago
Once again the River house is a well appointed comfortable stay! The swimming pool is a gem! The house is bright and well located; very clean. There is great and comfortable furniture. The views are beautiful and the location is wonderful. We will be back next year!
Guest favorite
Home in Worton
4.97 out of 5 average rating, 30 reviews

Chesapeake Bay Estate; 2 Houses, Beach&Heated Pool

LauraRating, 5 stars7 months ago
My family loved staying here. We had my 3-month old and my sister brought her 8-month old so we were looking for a place that could keep everyone entertained in one location and this place did just that! We enjoyed bird watching, collecting rocks on the beach, swimming in the heated pool, and watching the sunset from the hot tub in the evenings. This was also the first time I could say that the listing looked better in person than the pictures. Thank you Joni for letting us stay here! We made some amazing memories!

Private beachfront home rentals

Top guest favorite
Home in Edgewater
5 out of 5 average rating, 56 reviews

Waterfront South River Edgewater Sunrises & Beach!

KatRating, 5 stars6 months ago
We had a lovely stay at Heather’s place. The house was clean, comfortable, and we felt taken care of. The porch with the view of the water and sunrises was so relaxing. Visiting during the off-season was peaceful, but there was still plenty to do in the area. We couldn’t have asked for a better getaway weekend.
Guest favorite
Guesthouse in Arnold
4.88 out of 5 average rating, 16 reviews

Adorable 1 BR guest house with water views, deck

LauraRating, 5 stars6 months ago
Clean and cute and just as described. Perfect for a long weekend away in Annapolis for the boat show!
Top guest favorite
Cottage in Annapolis
4.93 out of 5 average rating, 28 reviews

Bay View Beach Cottage, perfect for long-term

MichaelRating, 5 stars3 months ago
The house was a perfect location on Cape St. Claire. Well furnished and comfortable. Susan is a great host.
Guest favorite
Home in Joppatowne
4.94 out of 5 average rating, 36 reviews

Mac's Waterfront Wonder

GenellRating, 5 stars3 weeks ago
Great stay! We will be back again.
Top guest favorite
Home in Chester
5 out of 5 average rating, 34 reviews

*Waterfront Sunset Bayview* sleeps 6

MaryRating, 5 stars1 month ago
Beautifully designed house highlighted the stunning view of the bay. Cozy and clean, couldn't have asked for more!
Superhost
Cottage in Grasonville
4.89 out of 5 average rating, 62 reviews

CoastalBeachCottage*BayViews*Close2WeddingVenues

ColinRating, 5 stars2 months ago
We had a great stay at this property and it was perfect for our visits with friends in Grasonville. The property is well represented in the photos. Conveniently location just off the main highway and just a 2 minute walk to the water front. Thanks, Michelle
Top guest favorite
Guest suite in Annapolis
5 out of 5 average rating, 231 reviews

Cape St Claire waterfront getaway "The Apartment"

SamuelRating, 5 stars1 week ago
I have stayed here several times and I am always impressed with how clean and comfortable the place is and how she makes you feel at home. She goes above and beyond anywhere else I have ever stayed at. They have thought of everything you might want or need to make you stay a warm and pleasant memory . She is a gracious hoist and makes sure your stay is a wonderful experience. I love stay there. I have already booked a future trip there.
Top guest favorite
Cottage in Annapolis
4.98 out of 5 average rating, 46 reviews

Charming Waterfront Cottage on Historic Property

LizRating, 5 stars4 days ago
What an absolute treat to stay at the Cottage at Whitehall. We had such a lovely time, we stayed an extra day! Ty & Susie are gracious hosts and we were so excited to get a tour of the mansion and explore the grounds. The private beach at the back of the cottage is phenomenal, please take the canoe out - or even go for a swim. The sand is silky and soft, it was like a giant swimming pool nearly all to yourself. My husband enjoyed the canoe immensely (the waves scare me, so it wasn’t too much for me / but if you canoe out on the Meredith River it’s much calmer). If you fish - bring your fishing gear!! (Check local laws first, of course) Absolutely do not hesitate to book here if you have the chance, highly recommended 😍

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