Pet-friendly vacation rentals in Annapolis
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Top-rated pet-friendly home rentals in Annapolis
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Annapolis pet-friendly home rentals
Pet-friendly house rentals
Home in Annapolis
4.98 out of 5 average rating, 114 reviewsCozy Annapolis Cottage.
Home in Annapolis
4.98 out of 5 average rating, 132 reviewsCrab Cakes and Football Historic District
Home in Stevensville
5.0 out of 5 average rating, 104 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Home in Annapolis
4.86 out of 5 average rating, 209 reviewsSpacious Home in Private Neighborhood with Beach
Home in Glen Burnie
4.97 out of 5 average rating, 402 reviewsSecluded acre near BWI and Baltimore
Home in Edgewater
4.98 out of 5 average rating, 102 reviewsLuxury Modern Home on Water+Hotub- Annapolis 25min
Home in Silver Spring
4.99 out of 5 average rating, 159 reviewsEntire Guest Suite/Apt in Silver Spring/FDA
Home in Glen Burnie
4.95 out of 5 average rating, 126 reviewsCozy Home with Relaxing Views - 10 mins. to BWI
Pet-friendly home rentals with a pool
Cottage in Saint Michaels
4.98 out of 5 average rating, 141 reviewsLa Casita on Harris Creek, St. Michaels
Home in Cambridge
4.96 out of 5 average rating, 102 reviewsWaterfront, Fabulous Home for Families with Pool!
Home in Harwood
4.94 out of 5 average rating, 118 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
Home in Chesapeake Beach
4.91 out of 5 average rating, 112 reviewsIndoor pool/spa nestled in Southern Md. woods.
Apartment in Alexandria
4.83 out of 5 average rating, 132 reviewsCozy 1-Bedroom/FREE Parking/Rooftop POOL/ Dog Park
Guest suite in Adelphi
4.85 out of 5 average rating, 203 reviewsCozy Suite with Hot Tub and Pool
Condo in West Springfield
4.84 out of 5 average rating, 170 reviewsBeautiful 2BR/1BA Renovated Condo near DC
Home in Annandale
4.84 out of 5 average rating, 192 reviewsLuxury HUGE 8 Bedroom Villa 15 min to DC Sleeps 27
Private, pet-friendly home rentals
Guest suite in Chestertown
4.99 out of 5 average rating, 194 reviewsBeautiful Waterfront Chestertown Getaway
Cottage in Annapolis
4.97 out of 5 average rating, 119 reviewsWaterfront farm retreat for vacation & telework
Condo in Annapolis
4.98 out of 5 average rating, 130 reviewsNew Downtown Annapolis Condo With Free Parking
Guest suite in Annapolis
5.0 out of 5 average rating, 108 reviewsGarden View, a spacious 1 bedroom with loft.
Cabin in Lusby
4.91 out of 5 average rating, 215 reviewsPeaceful Waterfront Retreat on The Bay
Cottage in Woodbine
4.91 out of 5 average rating, 126 reviewsGate House
Apartment in Silver Spring
4.93 out of 5 average rating, 396 reviewsEscape to a Sunny Apartment in a Quiet D.C. Suburb
Guest suite in Silver Spring
4.9 out of 5 average rating, 153 reviewsPrivate guest suite in a newly remodeled home
Quick stats about vacation rentals that are pet-friendly in Annapolis
Total rentals
180 properties
Wifi availability
180 properties include access to wifi
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Family-friendly rentals
140 properties are a good fit for families
Total number of reviews
6.5K reviews
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