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
4.96 out of 5 average rating, 135 reviewsChesapeake Comfort, Annapolis.
Dec 13 – 20
Home in Silver Spring
4.99 out of 5 average rating, 153 reviewsEntire Guest Suite/Apt in Silver Spring/FDA
Mar 22 – 29
Home in Glen Burnie
4.97 out of 5 average rating, 399 reviewsSecluded acre near BWI and Baltimore
Oct 15 – 22
Home in Stevensville
5.0 out of 5 average rating, 102 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Jan 22 – 29
Home in Edgewater
4.98 out of 5 average rating, 101 reviewsLuxury Modern Home on Water+Hotub- Annapolis 25min
Sep 13 – 20
Home in Annapolis
4.86 out of 5 average rating, 207 reviewsSpacious Home in Private Neighborhood with Beach
Feb 8 – 15
Home in Glen Burnie
4.95 out of 5 average rating, 124 reviewsCozy Home with Relaxing Views - 10 mins. to BWI
Aug 31 – Sep 7
Home in Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
Dec 5 – 12
Pet-friendly home rentals with a pool
Guesthouse in Highland
4.98 out of 5 average rating, 264 reviewsWoodland Retreat
Sep 6 – 13
Cottage in Saint Michaels
4.99 out of 5 average rating, 138 reviewsLa Casita on Harris Creek, St. Michaels
Oct 25 – Nov 1
Guesthouse in Owings Mills
4.96 out of 5 average rating, 120 reviewsShamrock cabin with hot tub, large yard
Jun 20 – 27
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Feb 5 – 12
Guest suite in Adelphi
4.85 out of 5 average rating, 203 reviewsCozy Suite with Hot Tub and Pool
Jan 16 – 23
Apartment in Alexandria
4.83 out of 5 average rating, 132 reviewsCozy 1-Bedroom/FREE Parking/Rooftop POOL/ Dog Park
Aug 25 – Sep 1
Condo in Annapolis
5.0 out of 5 average rating, 9 reviewsCharming Annapolis Waterfront Condo
Jan 25 – Feb 1
Guesthouse in Clarksville
4.94 out of 5 average rating, 16 reviewsUnique guest house spa retreat
Jul 15 – 22
Private, pet-friendly home rentals
Townhouse in Annapolis
4.97 out of 5 average rating, 159 reviewsCentrally Located, Charming Historic Townhouse
Oct 30 – Nov 6
Cottage in Annapolis
4.94 out of 5 average rating, 172 reviewsSecluded Cozy Cottage in Historic Downtown
Sep 28 – Oct 5
Cabin in Gambrills
4.89 out of 5 average rating, 141 reviewsRelaxing Cabin Get Away Near Annapolis & DC
Aug 10 – 17
Guest suite in Silver Spring
4.9 out of 5 average rating, 144 reviewsPrivate guest suite in a newly remodeled home
Oct 8 – 15
Guest suite in Chestertown
4.99 out of 5 average rating, 193 reviewsBeautiful Waterfront Chestertown Getaway
Jul 9 – 16
Cottage in Annapolis
4.97 out of 5 average rating, 118 reviewsWaterfront farm retreat for vacation & telework
Nov 12 – 19
Apartment in Silver Spring
4.93 out of 5 average rating, 395 reviewsEscape to a Sunny Apartment in a Quiet D.C. Suburb
Sep 12 – 19
Apartment in Church Creek
4.97 out of 5 average rating, 373 reviewsChurch Creek Natures' Rest
Jul 7 – 14
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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