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Beachfront vacation rentals in Anne Arundel County

Find and book unique beachfront homes on Airbnb

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Popular amenities for Anne Arundel County beachfront rentals

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 stars2 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.
Home in North Beach
4.62 out of 5 average rating, 52 reviews

Breathtaking Waterfront North Beach Villa

DylanRating, 5 stars7 months ago
The perfect home for friends and family to stay and experience the Chesapeake! Plenty of rooms and space for activities!
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.
Home in Annapolis
4.69 out of 5 average rating, 35 reviews

Private Waterfront Woods | Dock, Kayaks, Views

YessicaRating, 5 stars1 month ago
It was an amazing experience. Beautiful home, clean and it felt like I was in my own home.
Guest favorite
Cottage in Annapolis
5 out of 5 average rating, 7 reviews

Wonderful Cottage Nestled On Chesapeake Bay

Anthony Rating, 5 stars4 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.
Superhost
Home in North Beach
5 out of 5 average rating, 5 reviews

Chesapeake Bay lifestyle at historical Bay Dreams

NormaRating, 5 stars6 months ago
Our family chose this property not only for the proximity to the wedding venue (our son got married at the Harrington by the Bay) but also because we needed a big home. This is a beautiful old house that faces the Chesapeake bay with an incredible view that will not disappoint from the time you wake up to night time. Our family enjoyed every minute there. Sean and his co-hosts were communicative and we appreciated that. If you are in the area we recommend this home a is special place to stay.
Superhost
Home in Annapolis
4.94 out of 5 average rating, 16 reviews

Waterfront Getaway - Dock UR Boat & Walk to Beach

MichelleRating, 5 stars3 days ago
Our family had an excellent visit over Easter. We had 4 adults and 5 children and the house was perfect for us. Amazing water views, spotless house, with great amenities and supplies. Was super helpful to have all towels and linens provided and a well stocked kitchen! The dock was great for kids to fish off and the beach was in close walking distance with a playground and other fun activities. The views were spectacular and location was about a 12 minute drive to beautiful downtown Annapolis. Highly recommend!
Top guest favorite
Home in Annapolis
5 out of 5 average rating, 38 reviews

Bay Home in Annapolis with Private Dock

SusanRating, 5 stars1 day ago
We had a peaceful and relaxing stay at Joel’s home. The house and the grounds overlooking the waterfront were beautiful: We watched both sunrises and sunsets from the dock overlooking the bay, chatted with friends out on the screened-in porch and enjoyed evening fires by the outdoor fire-pit. The kitchen had more than everything we needed to cook, but there were also great restaurants just a 10-15 minute drive away. Whether we were inside or outside the house, we had sweeping views of the bay; there were so many windows to let the light in! We thoroughly enjoyed our stay, and look forward to visiting again!

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.
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 Deale
4.89 out of 5 average rating, 19 reviews

Quiet Getaway in Waterfront Community

FailaRating, 5 stars3 months ago
I was staying at Yen’s place with my family and we had a amazing experience. The house is very beautiful with a beautiful landscape view. She was very responsive and kind. She helped us in any way she could. I would definitely recommend her place to anyone looking for a place to stay in Maryland.
Home in Rose Haven
4.82 out of 5 average rating, 51 reviews

Bayside/Waterview beautiful 3 BR by Chesapeake Bay

AmyRating, 5 stars43 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 favorite
Cottage in Annapolis
4.98 out of 5 average rating, 46 reviews

Charming Waterfront Cottage on Historic Property

LizRating, 5 stars5 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 😍
Guest favorite
Guesthouse in Annapolis
4.85 out of 5 average rating, 95 reviews

Chesapeake Bay Escape | Cozy Couples Retreat

LeanneRating, 5 stars2 weeks ago
A wonderful stay at this Airbnb! The place was spotless and had everything you would need. It was incredibly comfortable, and you feel right at home throughout the stay. Communication with the owners with seamless - they were quick to respond! Highly recommend the spot for anyone looking for a cozy inconvenient place to stay!
Top guest favorite
Home in Edgewater
5 out of 5 average rating, 11 reviews

Waterfront home on the Bay

KariRating, 5 stars3 months ago
Staying here was a highlight of our trip. We could have stayed for a month. The place is beautiful and squeaky clean. The owners have gone through a lot of effort to make the place comfortable and cozy and inviting. We got in late so the next morning when I woke up and walked into the living room area I was shocked by the most beautiful view through the sunroom out over the water. The sunroom is huge with Windows all around. We had baby deer and Canadian geese come right up to the windows. Teresa supplies everything you need and checks on you frequently to make sure. Communication was outstanding. I can't say enough good things about this place.

Destinations to explore