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 Stevensville
5.0 out of 5 average rating, 101 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Sep 3 – 10
Home in Edgewater
4.98 out of 5 average rating, 100 reviewsLuxury Modern Home on Water+Hotub- Annapolis 25min
Jun 17 – 24
Home in Glen Burnie
4.95 out of 5 average rating, 124 reviewsCozy Home with Relaxing Views - 10 mins. to BWI
Sep 21 – 28
Home in Annapolis
4.89 out of 5 average rating, 182 reviewsCountry House on the Bay
Sep 28 – Oct 5
Home in Crownsville
4.94 out of 5 average rating, 148 reviewsSevern River Waterfront Home
Aug 24 – 31
Home in Edgewater
4.95 out of 5 average rating, 119 reviewsHouse in Edgewater Maryland
Feb 1 – 8
Home in Annapolis
4.85 out of 5 average rating, 206 reviewsSpacious Home in Private Neighborhood with Beach
Feb 15 – 22
Home in Glen Burnie
4.97 out of 5 average rating, 397 reviewsSecluded acre near BWI and Baltimore
Jul 22 – 29
House rentals with a pool
Home in Kent Narrows
5.0 out of 5 average rating, 278 reviewsChester Riverfront At Kent Narrows
Oct 16 – 23
Home in Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
Apr 24 – May 1
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Jan 27 – Feb 3
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Nov 15 – 22
Home in Severn
4.81 out of 5 average rating, 102 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
Oct 28 – Nov 4
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
Jun 19 – 26
Home in Shady Side
4.88 out of 5 average rating, 174 reviewsCattail Landing- Photographer's Waterfront Retreat
Jan 8 – 15
Home in Edgewater
4.97 out of 5 average rating, 30 reviewsEntire Beach House with Pool and Hot Tub
Oct 31 – Nov 7
House rentals with a hot tub
Home in Grasonville
4.94 out of 5 average rating, 226 reviewsRiver Front, Private Single Family Home
Nov 17 – 24
Home in Deale
4.98 out of 5 average rating, 113 reviewsChesapeake Waterfront-Hot Tub-Kayaks-King Bed
Dec 11 – 18
Home in Silver Spring
5.0 out of 5 average rating, 118 reviewsRare New Build Home w/Hot Tub, Fire pit, Game Room
Dec 25 – Jan 1
Home in Edgewater
4.75 out of 5 average rating, 269 reviewsEdgewater/Mayo Getaway!
Oct 3 – 10
Home in Cambridge
4.95 out of 5 average rating, 100 reviewsPeaceful Historic House Near Water, with Hot Tub!
Jun 21 – 28
Home in Chestertown
5.0 out of 5 average rating, 104 reviewsWaterfront w/Pier &Walking Distance to Chestertown
Apr 13 – 20
Home in Arlington
4.86 out of 5 average rating, 264 reviewsArlington farmhouse w/easy access to everything DC
Oct 29 – Nov 5
Home in Arlington
4.92 out of 5 average rating, 130 reviewsLA Inspired Glasshouse Ping Pong 4min DC
Sep 14 – 21
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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