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Beachfront holiday rentals in Anne Arundel County

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Anne Arundel County

Pet-friendly beachfront home rentals

Superhost
Home in Annapolis
5 out of 5 average rating, 14 reviews

Book for CW Water views, parking, porch, dogs ok

MichelleRating, 5 stars3 months ago
The place was perfect and we loved watching the sunrise over the bay every morning. Nice quiet neighborhood and great fenced in backyard for the dogs. The house was as described and looks like the photos. The host was very responsive and helpful! Would definitely recommend this home to anyone looking to come to the Annapolis area.
Superhost
Cottage in Severna Park
4.86 out of 5 average rating, 14 reviews

Waterfront River Cottage for 2, Dog-friendly

NadiaRating, 5 stars15 months ago
Beautiful property on the Magothy River! I really enjoyed walking out to the private pier to have my coffee in the mornings, and throwing ball with my dog on the 3 acres the property sets on. Inside the cottage, you have all you need for a great stay, super clean and modern, *very comfy bed and nice linens. Severna Park is a great area with groceries, restaurants, etc within 1.5 miles. Safe & friendly neighborhood. 🙌
Home in North Beach
4.62 out of 5 average rating, 52 reviews

Breathtaking Waterfront North Beach Villa

DylanRating, 5 stars8 months ago
The perfect home for friends and family to stay and experience the Chesapeake! Plenty of rooms and space for activities!
Top guest favourite
Houseboat in Stevensville
4.94 out of 5 average rating, 53 reviews

Chesapeake Houseboat Getaway

RomaRating, 5 stars1 week ago
I loved Julia’s Arc. First time I Airbnb’d in a houseboat; won’t be my last. I loved this experience! Julia’s was inviting, comfortable, well appointed. I enjoyed sitting on the upper deck but even sitting inside with the blinds up and the windows open afforded the sounds of the water while enjoying the view of the marina and boats. I wish I had more time here to explore more. This was exactly what I needed for some time alone.
Home in Annapolis
4.69 out of 5 average rating, 36 reviews

Private Waterfront Woods | Dock, Kayaks, Views

AnnamarieRating, 5 stars2 weeks ago
We enjoyed our 6 days' stay at The Compass Rose. We are a Danish family, 6 adults and 4 children. The playground and playhouse was popular with 6-year old girl and 8-year old boy, as was the games room area with all 4 children. All of us loved the fireplace in the garden where we made s'mores in the dark, and the view of the lake from the house every morning was beautiful when the sun was appearing. Last but not least, we had great fun with the paddleboard and the kayaks. The house and surroundings was perfect for our family - an experience we shall always remember.
Guest favourite
Cottage in Annapolis
5 out of 5 average rating, 7 reviews

Wonderful Cottage Nestled On Chesapeake Bay

Anthony Rating, 5 stars1 month 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 favourite
Home in Annapolis
5 out of 5 average rating, 39 reviews

Bay Home in Annapolis with Private Dock

DavidRating, 5 stars1 week ago
The description of Joel's Annapolis home is an accurate description of his wonderful home. The most outstanding features of this property are: the waterfront location --> unobstructed panoramic views; serene setting on a quiet street and there are lots of other pluses. The house was super comfortable. Everything was in working order. I appreciated the workout equipment --> not lots of stuff but enough to get some indoor exercise that I like to do each day. Walking up and down the street --> neighbors were all very friendly. The kitchen is fabulous. It only took about 15 to 20 minutes to get to the center of things to do and see in Annapolis. While we did not use much of the outside furniture, the outside furniture is plentiful and looks comfortable. A big thing for us is cleanliness --> the house is immaculate. We will probably make a return trip in the future and would appreciate the opportunity to stay here again.

Private beachfront home rentals

Top guest favourite
Home in Annapolis
5 out of 5 average rating, 32 reviews

Peaceful Waterfront Home in Annapolis 3BR 2BA.

DianeRating, 5 stars1 week ago
We loved our stay here. It was a peaceful and beautiful respite! Sitting on the dock and around the fire pit were highlights!
Top guest favourite
Home in Edgewater
5 out of 5 average rating, 56 reviews

Waterfront South River Edgewater Sunrises & Beach!

KatRating, 5 stars7 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.
Top guest favourite
Cottage in Annapolis
4.93 out of 5 average rating, 28 reviews

Bay View Beach Cottage, perfect for long-term

MichaelRating, 5 stars4 months ago
The house was a perfect location on Cape St. Claire. Well furnished and comfortable. Susan is a great host.
Guest favourite
Home in Deale
4.9 out of 5 average rating, 20 reviews

Quiet Getaway in Waterfront Community

PinkyRating, 5 stars1 week ago
My husband and I stayed here for a month while we had work done on our boat at a local marina. The location is perfect for access to the local marina as well as all the restaurants in Deale. Yen was super responsive as was John. They responded to all our questions in a timely manner, and were always very kind. The home is well laid out, and worked perfectly to use as a homebase. Good wifi, comfy couch, comfy bed with good pillows. The master suite is gorgeous and well lit. Kitchen is well appointed and had all the appliances/utensils we needed. Had several work spaces that were great for zoom calls and other "office" type work. The tap water didn't have any odors. Enjoyed having coffee on the front porch with a lovely view of the Chesapeake and the screened in porch in the back was great as the evening bugs came out. Highly recommend this home!
Home in Rose Haven
4.82 out of 5 average rating, 51 reviews

Bayside/Waterview beautiful 3 BR by Chesapeake Bay

AmyRating, 5 stars44 months ago
House was perfect for our needs. Was close to Herrington Harbour on the Bay where we were attending a wedding. Would recommend highly.
Top guest favourite
Cottage in Annapolis
4.98 out of 5 average rating, 46 reviews

Charming Waterfront Cottage on Historic Property

LizRating, 5 stars2 weeks 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 😍
Guest favourite
Guest house in Annapolis
4.86 out of 5 average rating, 98 reviews

Chesapeake Bay Escape | Cozy Retreat

TracyRating, 5 stars1 week ago
Melanie was a great host and our stay was comfortable. The cottage was clean, cozy and all amenities provided. The beach is just a short walk from the cottage, and shopping and restaurants are plentiful. We enjoyed our stay and highly recommend. Thanks, Melanie!

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