House vacation rentals in Queen Anne's County
Find and book unique houses on Airbnb
Top-rated house rentals in Queen Anne's County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Queen Anne's County house rentals
House rentals with a pool
Home in Chestertown
5 out of 5 average rating, 21 reviewsChestertown Watson Family Farm
Home in Rock Hall
4.94 out of 5 average rating, 35 reviewsRockfish Keeper
Home in Denton
4.95 out of 5 average rating, 21 reviews*NEW* The Wilder Way
Home in Chester
4.99 out of 5 average rating, 80 reviewsWaterfront Farmhouse Meets Modern Luxury
Home in Church Hill
4.89 out of 5 average rating, 53 reviewsPrivate Peaceful Waterfront House w/ Pool, Hot Tub
Home in Stevensville
5 out of 5 average rating, 29 reviewsWildbluesea Retreat
Home in Millington
4.89 out of 5 average rating, 53 reviewsThe Peaceful Getaway (with private pool & hot tub)
Weekly house rentals
Home in Chestertown
4.93 out of 5 average rating, 54 reviewsBeautifully remodeled home in Historic Chestertown
Home in Stevensville
4.95 out of 5 average rating, 20 reviewsBeautiful Chesapeake Bay-front Oasis
Home in Stevensville
4.91 out of 5 average rating, 76 reviewsCheerful & Spacious Shore Life Beauty!
Home in Stevensville
5 out of 5 average rating, 16 reviewsChessie Cottage - Chesapeake Bay
Home in Chestertown
5 out of 5 average rating, 67 reviewsLovely Home in Chestertown With Free EV Charging
Home in Chester
5 out of 5 average rating, 63 reviewsChester Delight- Fireplace/Deck&Patio+fenced yard
Home in Stevensville
5 out of 5 average rating, 25 reviewsKozyKentIsland Home w/screened porch*Weddings*USNA
Home in Rock Hall
5 out of 5 average rating, 90 reviewsCozy 1920's Bungalow Near Water/Local Attractions
Private house rentals
Home in Rock Hall
4.97 out of 5 average rating, 34 reviewsThe Bay House - just a few steps to the bay!
Home in Rock Hall
5 out of 5 average rating, 12 reviewsBay Beach Oasis
Home in Chestertown
4.97 out of 5 average rating, 29 reviewsRiver Cottage, Chestertown
Home in Chestertown
5 out of 5 average rating, 34 reviewsMagnolia House: walk to shops, restaurants, river
Home in Chester
5 out of 5 average rating, 12 reviewsA Shore Thing waterfront private pier dog-friendly
Home in Denton
4.9 out of 5 average rating, 86 reviewsHistoric 19th Century Eastern Shore Farmhouse
Home in Chester
4.83 out of 5 average rating, 6 reviewsCrab Alley Bay House, Waterfront Home w Hot Tub
Home in Stevensville
5 out of 5 average rating, 14 reviewsGable’s Landing on the River.
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- Pet-friendly rentals Queen Anne's County
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