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 Shady Side
5.0 out of 5 average rating, 119 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Mar 4 – 11
Home in Silver Spring
4.99 out of 5 average rating, 153 reviewsEntire Guest Suite/Apt in Silver Spring/FDA
Jan 15 – 22
Home in Glen Burnie
4.97 out of 5 average rating, 399 reviewsSecluded acre near BWI and Baltimore
Sep 9 – 16
Home in Stevensville
5.0 out of 5 average rating, 102 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Nov 25 – Dec 2
Home in Edgewater
4.98 out of 5 average rating, 101 reviewsLuxury Modern Home on Water+Hotub- Annapolis 25min
Jun 7 – 14
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
Pet-friendly home rentals with a pool
Guesthouse in Highland
4.98 out of 5 average rating, 264 reviewsWoodland Retreat
Aug 18 – 25
Home in Edgewater
4.95 out of 5 average rating, 120 reviewsHouse in Edgewater Maryland
Mar 19 – 26
Cottage in Saint Michaels
4.99 out of 5 average rating, 138 reviewsLa Casita on Harris Creek, St. Michaels
May 12 – 19
Home in Harwood
4.94 out of 5 average rating, 118 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
May 10 – 17
Guesthouse in Owings Mills
4.96 out of 5 average rating, 120 reviewsShamrock cabin with hot tub, large yard
Jul 21 – 28
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Apr 16 – 23
Guest suite in Adelphi
4.85 out of 5 average rating, 203 reviewsCozy Suite with Hot Tub and Pool
Jan 17 – 24
Apartment in Alexandria
4.83 out of 5 average rating, 132 reviewsCozy 1-Bedroom/FREE Parking/Rooftop POOL/ Dog Park
Aug 25 – Sep 1
Private, pet-friendly home rentals
Cabin in Gambrills
4.89 out of 5 average rating, 141 reviewsRelaxing Cabin Get Away Near Annapolis & DC
Aug 10 – 17
Cottage in Annapolis
4.94 out of 5 average rating, 172 reviewsSecluded Cozy Cottage in Historic Downtown
Sep 28 – Oct 5
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
Dec 8 – 15
Guest suite in Silver Spring
4.9 out of 5 average rating, 145 reviewsPrivate guest suite in a newly remodeled home
Oct 8 – 15
Apartment in Silver Spring
4.93 out of 5 average rating, 395 reviewsEscape to a Sunny Apartment in a Quiet D.C. Suburb
Oct 22 – 29
Apartment in Glen Burnie
4.85 out of 5 average rating, 327 reviewsQuiet One Bdr Apt at BWI Airport
Oct 28 – Nov 4
Guest suite in Stevensville
4.97 out of 5 average rating, 145 reviewsKent Island Haven - A Waterfront Getaway
Dec 23 – 30
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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