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 Glen Burnie
4.97 out of 5 average rating, 396 reviewsSecluded acre near BWI and Baltimore
Sep. 27 – Oct. 4
Home in Annapolis
4.96 out of 5 average rating, 135 reviewsChesapeake Comfort, Annapolis.
May 25 – Jun. 1
Home in Stevensville
5.0 out of 5 average rating, 101 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Apr. 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 Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
Nov. 30 – Dec. 7
Home in Edgewater
4.95 out of 5 average rating, 118 reviewsHouse in Edgewater Maryland
Jan. 31 – Feb. 7
Home in Annapolis
4.93 out of 5 average rating, 103 reviewsEastport Haven House
Nov. 2 – 9
Pet-friendly home rentals with a pool
Guesthouse in Highland
4.98 out of 5 average rating, 263 reviewsWoodland Retreat
Oct. 2 – 9
Cottage in Saint Michaels
4.99 out of 5 average rating, 136 reviewsLa Casita on Harris Creek, St. Michaels
Jun. 4 – 11
Guesthouse in Owings Mills
4.97 out of 5 average rating, 119 reviewsShamrock cabin with hot tub, large yard
Jun. 11 – 18
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Jul. 7 – 14
Apartment in Alexandria
4.83 out of 5 average rating, 131 reviewsCozy 1-Bedroom/FREE Parking/Rooftop POOL/ Dog Park
Aug. 30 – Sep. 6
Guest suite in Adelphi
4.85 out of 5 average rating, 203 reviewsCozy Suite with Hot Tub and Pool
Jul. 7 – 14
Condo in Annapolis
5.0 out of 5 average rating, 6 reviewsCharming Annapolis Waterfront Condo
Sep. 16 – 23
Guesthouse in Clarksville
4.92 out of 5 average rating, 13 reviewsUnique guest house spa retreat
Jun. 4 – 11
Private, pet-friendly home rentals
Apartment in Chester
4.97 out of 5 average rating, 234 reviewsCozy Waterfront Apartment Chester, MD
Feb. 15 – 22
Cottage in Annapolis
4.97 out of 5 average rating, 116 reviewsWaterfront farm retreat for vacation & telework
Jan. 29 – Feb. 5
Cottage in Annapolis
4.94 out of 5 average rating, 172 reviewsSecluded Cozy Cottage in Historic Downtown
Jun. 18 – 25
Guest suite in Chestertown
4.99 out of 5 average rating, 191 reviewsBeautiful Waterfront Chestertown Getaway
Sep. 13 – 20
Townhouse in Annapolis
4.97 out of 5 average rating, 158 reviewsCentrally Located, Charming Historic Townhouse
Feb. 14 – 21
Guest suite in Silver Spring
4.89 out of 5 average rating, 141 reviewsPrivate guest suite in a newly remodeled home
Aug. 7 – 14
Apartment in Church Creek
4.97 out of 5 average rating, 372 reviewsChurch Creek Natures' Rest
Apr. 23 – 30
Cabin in Gambrills
4.89 out of 5 average rating, 140 reviewsRelaxing Cabin Get Away Near Annapolis & DC
Aug. 10 – 17
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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