House vacation rentals in Annapolis
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Top-rated house rentals in Annapolis
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 Annapolis house rentals
House rentals with free parking
Home in Glen Burnie
4.97 out of 5 average rating, 399 reviewsSecluded acre near BWI and Baltimore
Home in Cambridge
4.92 out of 5 average rating, 182 reviewsGuest House: Farm homestead
Home in Crownsville
4.94 out of 5 average rating, 148 reviewsSevern River Waterfront Home
Home in Annapolis
4.89 out of 5 average rating, 182 reviewsCountry House on the Bay
Home in Annapolis
4.85 out of 5 average rating, 206 reviewsSpacious Home in Private Neighborhood with Beach
Home in Glen Burnie
4.95 out of 5 average rating, 124 reviewsCozy Home with Relaxing Views - 10 mins. to BWI
Home in Annapolis
4.95 out of 5 average rating, 41 reviewsNaptown Suite
Home in Crownsville
5.0 out of 5 average rating, 59 reviews"Hilltop Hideaway"- Private basement suite
House rentals with a pool
Home in Kent Narrows
5.0 out of 5 average rating, 279 reviewsChester Riverfront At Kent Narrows
Home in Edgewater
4.95 out of 5 average rating, 120 reviewsHouse in Edgewater Maryland
Home in Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
Home in New Market
4.94 out of 5 average rating, 115 reviewsHistoric Peace and Plenty Farm: Pool House
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
Home in Fairfax
4.96 out of 5 average rating, 146 reviews6BR Modern Home w/HEATED Pool & Screened in Porch
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
House rentals with a hot tub
Home in Grasonville
4.94 out of 5 average rating, 226 reviewsRiver Front, Private Single Family Home
Home in Deale
4.98 out of 5 average rating, 113 reviewsChesapeake Waterfront-Hot Tub-Kayaks-King Bed
Home in Edgewater
4.75 out of 5 average rating, 269 reviewsEdgewater/Mayo Getaway!
Home in Silver Spring
5.0 out of 5 average rating, 121 reviewsRare New Build Home w/Hot Tub, Fire pit, Game Room
Home in Cambridge
4.95 out of 5 average rating, 101 reviewsPeaceful Historic House Near Water, with Hot Tub!
Home in Chestertown
5.0 out of 5 average rating, 104 reviewsWaterfront w/Pier &Walking Distance to Chestertown
Home in Arlington
4.86 out of 5 average rating, 265 reviewsArlington farmhouse w/easy access to everything DC
Home in Arlington
4.92 out of 5 average rating, 130 reviewsLA Inspired Glasshouse Ping Pong 4min DC
Quick stats about house rentals in Annapolis
Total rentals
390 properties
Rentals with dedicated workspaces
240 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
120 properties allow pets
Family-friendly rentals
330 properties are a good fit for families
Total number of reviews
12K reviews
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