Pet-friendly vacation rentals in Annapolis
Find and book unique pet-friendly homes on Airbnb
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 Glen Burnie
4.97 out of 5 average rating, 397 reviewsSecluded acre near BWI and Baltimore
Sep 26 – Oct 3
Home in Annapolis
4.96 out of 5 average rating, 135 reviewsChesapeake Comfort, Annapolis.
Jul 8 – 15
Home in Stevensville
5.0 out of 5 average rating, 101 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Sep 22 – 29
Home in Edgewater
4.98 out of 5 average rating, 100 reviewsLuxury Modern Home on Water+Hotub- Annapolis 25min
Jun 20 – 27
Home in Edgewater
4.95 out of 5 average rating, 119 reviewsHouse in Edgewater Maryland
Feb 2 – 9
Home in Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
Dec 11 – 18
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 Grasonville
4.94 out of 5 average rating, 226 reviewsRiver Front, Private Single Family Home
Nov 17 – 24
Pet-friendly home rentals with a pool
Guesthouse in Highland
4.98 out of 5 average rating, 264 reviewsWoodland Retreat
Sep 18 – 25
Cottage in Saint Michaels
4.99 out of 5 average rating, 137 reviewsLa Casita on Harris Creek, St. Michaels
Oct 17 – 24
Guesthouse in Owings Mills
4.96 out of 5 average rating, 120 reviewsShamrock cabin with hot tub, large yard
Jun 27 – Jul 4
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Jul 9 – 16
Apartment in Alexandria
4.83 out of 5 average rating, 131 reviewsCozy 1-Bedroom/FREE Parking/Rooftop POOL/ Dog Park
Sep 1 – 8
Condo in West Springfield
4.84 out of 5 average rating, 170 reviewsBeautiful 2BR/1BA Renovated Condo near DC
Guest suite in Adelphi
4.85 out of 5 average rating, 203 reviewsCozy Suite with Hot Tub and Pool
Jul 9 – 16
Home in Annandale
4.85 out of 5 average rating, 189 reviewsLuxury HUGE 8 Bedroom Villa 15 min to DC Sleeps 27
Nov 14 – 21
Private, pet-friendly home rentals
Cottage in Annapolis
4.94 out of 5 average rating, 172 reviewsSecluded Cozy Cottage in Historic Downtown
Jun 13 – 20
Townhouse in Annapolis
4.97 out of 5 average rating, 158 reviewsCentrally Located, Charming Historic Townhouse
Feb 8 – 15
Guest suite in Chestertown
4.99 out of 5 average rating, 191 reviewsBeautiful Waterfront Chestertown Getaway
Sep 13 – 20
Apartment in Chester
4.97 out of 5 average rating, 234 reviewsCozy Waterfront Apartment Chester, MD
Apr 4 – 11
Cottage in Annapolis
4.97 out of 5 average rating, 116 reviewsWaterfront farm retreat for vacation & telework
Jan 24 – 31
Cabin in Gambrills
4.89 out of 5 average rating, 140 reviewsRelaxing Cabin Get Away Near Annapolis & DC
Aug 10 – 17
Apartment in Church Creek
4.97 out of 5 average rating, 372 reviewsChurch Creek Natures' Rest
Jan 9 – 16
Guest suite in Silver Spring
4.89 out of 5 average rating, 141 reviewsPrivate guest suite in a newly remodeled home
Aug 12 – 19
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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