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Beachfront vacation rentals in Queen Anne's County

Find and book unique beachfront homes on Airbnb

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Popular amenities for Queen Anne's County beachfront rentals

Pet-friendly beachfront home rentals

Top guest favorite
A two-story home with a light-colored exterior is set in a vast green lawn, surrounded by trees. A screened porch is visible on one side, offering indoor-outdoor living. A brown dog roams in the foreground, highlighting the pet-friendly atmosphere.
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
The spacious exterior of a waterfront home is set against a lush green lawn. Large windows reflect natural light, and a patio area is furnished with a dining table and seating. The property features a barbecue grill and is surrounded by mature trees.
Home in Annapolis
5 out of 5 average rating, 38 reviews

Bay Home in Annapolis with Private Dock

SusanRating, 5 stars5 days 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!
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 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.
A spacious suite is visible, featuring two neatly made twin beds with folded towels on top. A comfortable living area with green couches faces large windows showcasing changing colors of the sunset over the bay. Decorative items and light wooden flooring add warmth to the space.
Guest suite in Stevensville
4.8 out of 5 average rating, 5 reviews

Waterfront Studio

JuanRating, 5 stars6 months ago
I could live here forever with the amazing view and space I got the R&R I came for

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 stars7 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.
An aerial view of a waterfront home is displayed, featuring a private swimming pool in the yard and a dock extending into the water. Surrounding trees and neighboring homes create a peaceful residential environment. The blue expanse of the water complements the green landscape.
Home in Stevensville
5 out of 5 average rating, 3 reviews

Waterfront Escape with Pool Nature Lover Paradise

KarenRating, 5 stars3 weeks ago
This property has a breathtakingly beautiful view of the water that has a fully fenced in yard…so you don’t have to worry about little ones getting into the water. The master bedroom and master bath was amazing. My extended family and I traveled from 4 different states to stay at this property and all of us were comfortable. The house had plenty of spaces to kit be on top of each other. I highly recommend booking this property. The host is very responsive and helpful. I will keep this property in mind for future stays.
Superhost
The home features a welcoming exterior illuminated by warm outdoor lighting, showcasing large windows and a spacious deck with comfortable seating. A pool and spa, glistening in green hues, are surrounded by lush landscaping, creating a serene evening atmosphere.
Home in Saint Michaels
4.5 out of 5 average rating, 10 reviews

10 Minutes to St. Michaels with a Private Pool

JoyRating, 5 stars4 months ago
We had a great weekend a gain. Enjoying Christmas in St Michaels. Your home is beautiful. We ate at Ava’s, Limoncello, Carpenters and Talbots. Shopped on Sunday. Highly recommend the house tour. She you again soon.🥰
A covered patio area features multiple seating options, including woven chairs and a dining table. The unobstructed view of the waterfront displays calm waters and distant docks, enhancing an atmosphere of relaxation amidst natural surroundings.
Home in Stevensville
4.5 out of 5 average rating, 4 reviews

Waterfront stay in Kent island

KatieRating, 5 stars2 months ago
Gorgeous views on the water and really spacious home! There was actually a whole new master suite that was just added to the home and it was lovely. Close to Stevensville town and very peaceful setting.

Private beachfront home rentals

Top guest favorite
A charming one-story cottage is surrounded by lush greenery and colorful flower beds. The well-maintained lawn features clusters of lavender-colored flowers, complemented by shrubs and bushes, creating an inviting atmosphere. The front porch, with steps leading up, adds to the home's welcoming appeal.
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.
Top guest favorite
A white swing set is positioned on a grassy area beneath a tree, overlooking a calm waterfront. A wooden dock extends into the water, framed by a clear blue sky, creating an inviting outdoor space for relaxation.
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.
Top guest favorite
A wooden dock extends over the water, featuring two white Adirondack chairs positioned for relaxed seating. The serene water stretches toward the horizon, while the sky is dotted with fluffy clouds, creating a calming outdoor retreat.
Home in Chester
5 out of 5 average rating, 34 reviews

*Waterfront Sunset Bayview* sleeps 6

MaryRating, 5 stars2 months ago
Beautifully designed house highlighted the stunning view of the bay. Cozy and clean, couldn't have asked for more!
Superhost
A cozy outdoor space features a circular arrangement of blue Adirondack chairs surrounding a firepit, set on gravel. A wooden picnic table sits underneath an umbrella, while a spacious green lawn is framed by a wooden fence and trees in the background.
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
Guest favorite
A well-maintained lawn stretches out towards the Chesapeake Bay, framed by several trees. A flagpole stands with an American flag. Vibrant flower beds and ornamental grasses add interest along the side of the home, while a patio area is visible near expansive windows showcasing the water view.
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 favorite
A serene waterfront scene features a private pier extending over calm waters, bordered by lush green trees. Two Adirondack chairs in the foreground invite relaxation, complemented by a paddle board resting nearby. The soft hues of sunset reflect on the water's surface.
Guesthouse in Grasonville
5 out of 5 average rating, 12 reviews

Quaint Waterfront- access, Private Shorehouse-unit

AndyRating, 5 stars5 months ago
Lisa and Jim’s place is fantastic! Just as advertised. Their communication was next level! Highly recommend!
Guest favorite
A wooden deck area is highlighted with four Adirondack chairs arranged around a central fire table, where flames flicker gently. Beyond the deck, a well-maintained lawn leads to the bay, visible in the distance under a colorful sunset sky.
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).
Guest favorite
The exterior of the residence is viewed, showcasing the coral-colored home surrounded by lush greenery. A spacious deck features seating areas, and a sandy beach volleyball court is present nearby, enhancing the outdoor entertainment options.
Home in Stevensville
4.96 out of 5 average rating, 49 reviews

Kent Island Beach House - "Pink" House in Kentmorr

KristenRating, 5 stars5 months ago
Donna's property is quaint and comfortable with enough room from multi-generational guests. The property is immaculately kept and provided all the amenities of home. There is a marina a short walk with a restaurant/bar to grab a bite to eat or a quick drink. I highly recommend this property for a get away.

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