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 27 – Oct 4
Home in Edgewater
4.98 out of 5 average rating, 100 reviewsLuxury Modern Home on Water+Hotub- Annapolis 25min
Jul 18 – 25
Home in Crownsville
4.94 out of 5 average rating, 148 reviewsSevern River Waterfront Home
Dec 29 – Jan 5
Home in Glen Burnie
4.95 out of 5 average rating, 124 reviewsCozy Home with Relaxing Views - 10 mins. to BWI
Sep 19 – 26
Home in Annapolis
4.89 out of 5 average rating, 182 reviewsCountry House on the Bay
Aug 21 – 28
Home in Harwood
4.94 out of 5 average rating, 117 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
May 8 – 15
Home in Kent Narrows
5.0 out of 5 average rating, 279 reviewsChester Riverfront At Kent Narrows
Oct 16 – 23
Home in Glen Burnie
4.97 out of 5 average rating, 397 reviewsSecluded acre near BWI and Baltimore
Jul 25 – Aug 1
House rentals with a pool
Home in Edgewater
4.95 out of 5 average rating, 119 reviewsHouse in Edgewater Maryland
Dec 3 – 10
Home in Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
Dec 13 – 20
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Jan 30 – Feb 6
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Nov 19 – 26
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
Dec 3 – 10
Home in Severn
4.81 out of 5 average rating, 102 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
Nov 9 – 16
Home in Shady Side
4.88 out of 5 average rating, 174 reviewsCattail Landing- Photographer's Waterfront Retreat
Sep 16 – 23
Home in Annandale
4.85 out of 5 average rating, 190 reviewsLuxury HUGE 8 Bedroom Villa 15 min to DC Sleeps 27
Nov 16 – 23
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
Jul 18 – 25
Home in Silver Spring
4.99 out of 5 average rating, 121 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!
Feb 1 – 8
Home in Cambridge
4.95 out of 5 average rating, 100 reviewsPeaceful Historic House Near Water, with Hot Tub!
Dec 10 – 17
Home in Arlington
4.86 out of 5 average rating, 264 reviewsArlington farmhouse w/easy access to everything DC
Dec 22 – 29
Home in Chestertown
5.0 out of 5 average rating, 104 reviewsWaterfront w/Pier &Walking Distance to Chestertown
Feb 6 – 13
Home in Arlington
4.92 out of 5 average rating, 130 reviewsLA Inspired Glasshouse Ping Pong 4min DC
Aug 21 – 28
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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