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Vacation rentals with beach access in Annapolis

Find and book unique beach-access accommodations on Airbnb

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Popular amenities for Annapolis beach-access accommodations

Apartment rentals with beach access

Apartment in Glen Burnie
4.8 out of 5 average rating, 109 reviews

♥︎Private Cozy Studio Apartment minutes From BWI♥︎

AmyRating, 5 stars2 months ago
It was exactly what I needed for a weekend away!
Superhost
Apartment in Dundalk
4.82 out of 5 average rating, 11 reviews

2 Bedroom on the Water Close to Baltimore and DC

VickiRating, 5 stars22 months ago
Ebony is one of the best hosts I’ve ever had through Airbnb. Very responsive and helpful! You want crab at 10pm? She’ll find it for you! The view from the home was gorgeous. Very nice and quiet which allowed us some relaxation. Pleasantly surprised by the fireflies in the backyard and the huge magnolias on the tree (neither can be found in Montana where we came from). Great place. Would stay again if I ever return to the area!
Guest favourite
Apartment in Annapolis
4.87 out of 5 average rating, 102 reviews

King George Downtown Annapolis Getaway

JeanRating, 5 stars2 weeks ago
Exquisite. Right in the heart of town. Across the street from the backyards of captains row at naval academy. Amongst many historic properties open to visitors. The bed was like a super high end hotel. We LOVED this house and Annapolis. Thank you!
Top guest favourite
Apartment in Stevensville
5 out of 5 average rating, 43 reviews

Heron Roost

TaylorRating, 5 stars2 days ago
We had the best stay. Couldn’t recommend more.
Guest favourite
Apartment in Worton
4.88 out of 5 average rating, 8 reviews

Waterfront Retreat with Private Dock and Beach

BoRating, 5 stars2 weeks ago
We really enjoyed the space and the place. There is a clear view down to the water, and we sat on the dock listening to the fish break in the surrounding water, and had a Great Blue Heron fly right by us. We chatted with Kate and Charlie, who obviously love their place, and are happy to share it with others. The appointments in the apartment are beautiful, and it is definitely upscale! We plan on a return trip. Thanks for the stay!
Top guest favourite
Apartment in Annapolis
4.96 out of 5 average rating, 25 reviews

Bayside Retreat

JaneRating, 5 stars6 months ago
Wow! Absolutely beautiful place in a lovely private community. Walkable to water views. Easy drive to all things Annapolis. Clean, quiet, and safe for a solo traveler. Kathleen was kind and helpful and has thought of everything to make this a perfect stay for her guests. Parking was easy and off street. Comfortable bed and furniture. Truly felt like I was home! Don’t hesitate to book!
Superhost
Apartment in North Beach
4.87 out of 5 average rating, 76 reviews

Spacious Beach House Top Floors - Walk Everywhere!

AmyRating, 5 stars17 months ago
Stayed here for 5 days while our floors were being refinished. Great place for 2 people who are working from home. Loved the loft where I could getaway and do some yoga. And the sectional sofa was perfect for 2 people to fully lounge and watch TV. We had everything we needed for a longer stay and were very comfortable. Also appreciate that this place is pet friendly and we could bring our cat.

House rentals with beach access

Guest favourite
Home in Rock Hall
5 out of 5 average rating, 12 reviews

Bay Beach Oasis

JamesRating, 5 stars6 months ago
Curtis was a wonderful host -- super responsive when we had questions, made certain we arrived safely and securely, had the house spotless on arrival and really took care to make us as comfortable as possible. Sleeping was a dream -- new mattresses and the freshest linens. Rock Hall is lovely, quiet bayside town for a real getaway, and an easy drive to other spots on the Eastern Shore.
Guest favourite
Home in Chesapeake Beach
4.94 out of 5 average rating, 17 reviews

Mid-Century Modern: Direct Private Beach Access

AmitRating, 5 stars2 weeks ago
Great stay with a "warm and cozy" feel. Nick's communication was great, we had everything and more we could ask for. Great snacks and plenty of cooking supplies. Views were great and we look forward to visiting again!
Top guest favourite
Home in Edgewater
4.98 out of 5 average rating, 53 reviews

Entire Beach House with Pool and Hot Tub

DianeRating, 5 stars5 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
4.87 out of 5 average rating, 177 reviews

Charming Annapolis Water View Home

MenachemRating, 5 stars1 week ago
A beautiful home with gorgeous views of the bay. The host was super responsive and helpful.
Top guest favourite
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 favourite
Home in Annapolis
4.9 out of 5 average rating, 199 reviews

Country House on the Bay

AnitaRating, 5 stars5 months ago
Steve is a wonderful host. He greeted us warmly and gave us a very thorough tour of the house. He had recommendations for everything local that was of interest to us. He has a beautiful home and a beautiful setting on the water.
Guest favourite
Home in Rock Hall
4.85 out of 5 average rating, 130 reviews

Pirates Perch

AustinRating, 5 stars3 weeks ago
From the first time we communicated to the final day of our stay at Pirate's Perch, John was a fantastic host. Very kind and helpful, even recommending local restaurants for us to visit. Thank you, John!
Guest favourite
Home in Stevensville
4.96 out of 5 average rating, 89 reviews

25-50% Off~Private Beach~Hot Tub~Fire Table~

KeelanRating, 5 stars3 weeks ago
Beautiful house in a picturesque location. My daughters enjoyed wading into the Chesapeake Bay from the (small) private beach on the property and drawing pictures in the sand. We also enjoyed watching a heron that was hanging out for a while on the neighbor's pier (the binoculars provided that Nancy and Tom provided were a nice addition).

Condo rentals with beach access

Private room in Annapolis
4.68 out of 5 average rating, 158 reviews

Jorge's inn

SeanRating, 5 stars1 month ago
Jorge has a great spot for you and is one of the nicest people you will ever meet … 100% recommend!!
Condo in Odenton
4.67 out of 5 average rating, 3 reviews

3 Bedroom Apartment in DC Metro

RyanRating, 5 stars8 months ago
This property is located in a safe area and only a two minute drive to the nearest grocery store. The neighbors were quiet and non-disruptive. The property was odor free and very clean aside from a few bugs in the basement but that is to be expected. The interior was true to its listed description. I enjoyed my stay.
Guest favourite
Condo in Oxford
4.98 out of 5 average rating, 125 reviews

Cozy Oxford Getaway

KathleenRating, 5 stars6 months ago
Our visit is always wonderful not only for the lovely setting and convenience of being in town, but for the gracious hospitality. Not only are Chris and Kate welcoming and attend to any needs, their staff at the Oxford Market are also marvelous folks. The cottage is a great fit for my elderly parents as it is all on one floor. The location is perfect as you can walk to many delightful places. My Dad enjoyed getting the newspaper and homemade muffins each morning. Just perfect! Thank you! Katie Dodds
Guest favourite
Condo in North Beach
4.95 out of 5 average rating, 21 reviews

Unbelievable beach views for 6

DavidRating, 5 stars1 month ago
Our stay at this Airbnb was absolutely wonderful. The location is fantastic right on the water across from the small beach that is available and right on the boardwalk. We used this for a getaway with my wife, and we spent a lot of time just sitting on the balcony people watching and enjoying the beautiful view of the water. The owners were very responsive answering questions and the instructions to get in were very easy. We were walking distance from anywhere you would like to go- restaurants, Café, ice cream, the boardwalk, and the small beach on the bay right across the street. We were also a very short car ride or a bike ride away from another boardwalk on the bay and the Chesapeake beach Railway Trail through the marshes. The condo was very clean and well equipped. Decorations were lovely and everything felt brand new and spacious. There were two bedrooms and while we didn’t use one of them, the bed that we slept in very comfortable. We definitely recommend!

Quick stats about vacation rentals with beach access in Annapolis

  • Total rentals

    20 properties

  • Nightly prices starting at

    $55 CAD before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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