Pet-friendly holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Annapolis pet-friendly home rentals
Pet-friendly house rentals
Home in Annapolis
4.86 out of 5 average rating, 210 reviewsSpacious Home in Private Neighborhood with Beach
Home in Annapolis
4.98 out of 5 average rating, 133 reviewsCrab Cakes and Football Historic District
Home in Stevensville
5.0 out of 5 average rating, 105 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
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, 160 reviewsEntire Guest Suite/Apt in Silver Spring/FDA
Home in Glen Burnie
4.95 out of 5 average rating, 127 reviewsCozy Home with Relaxing Views - 10 mins. to BWI
Home in Annapolis
4.92 out of 5 average rating, 105 reviewsEastport Haven House
Pet-friendly home rentals with a pool
Guest house in Highland
4.98 out of 5 average rating, 267 reviewsWoodland Retreat
Cottage in Saint Michaels
4.98 out of 5 average rating, 142 reviewsLa Casita on Harris Creek, St. Michaels
Guest house in Owings Mills
4.95 out of 5 average rating, 126 reviewsShamrock cabin with hot tub, large yard
Home in Harwood
4.94 out of 5 average rating, 119 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
Home in Cambridge
4.96 out of 5 average rating, 102 reviewsWaterfront, Fabulous Home for Families with Pool!
Home in Chesapeake Beach
4.91 out of 5 average rating, 112 reviewsIndoor pool/spa nestled in Southern Md. woods.
Flat 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
Private, pet-friendly home rentals
Townhouse in Annapolis
4.97 out of 5 average rating, 160 reviewsCentrally Located, Charming Historic Townhouse
Guest suite in Annapolis
5.0 out of 5 average rating, 109 reviewsGarden View, a spacious 1 bedroom with loft.
Cottage in Annapolis
4.97 out of 5 average rating, 119 reviewsWaterfront farm retreat for vacation & telework
Apartment in Annapolis
4.98 out of 5 average rating, 131 reviewsNew Downtown Annapolis Condo With Free Parking
Guest suite in Upper Marlboro
4.95 out of 5 average rating, 106 reviewsPrivate Apartment on a Horse Farm
Cottage in Woodbine
4.91 out of 5 average rating, 126 reviewsGate House
Flat in Silver Spring
4.93 out of 5 average rating, 398 reviewsEscape to a Sunny Apartment in a Quiet D.C. Suburb
Flat in Chester
4.97 out of 5 average rating, 235 reviewsCozy Waterfront Apartment Chester, MD
Quick stats about holiday 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
Destinations to explore
- Baltimore Holiday rentals
- Ocean City Holiday rentals
- Cape May Holiday rentals
- Wildwood Holiday rentals
- Rehoboth Beach Holiday rentals
- Arlington Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Pet-friendly rentals Washington
- Pet-friendly rentals Philadelphia
- Pet-friendly rentals Baltimore
- Flat rentals Annapolis
- Rentals with beach access Annapolis
- Rentals with breakfast Annapolis
- Rentals with a fireplace Annapolis
- Rentals with outdoor seating Annapolis
- Private suite rentals Annapolis
- Rentals with a patio Annapolis
- Rentals with an EV charger Annapolis
- Fitness-friendly rentals Annapolis
- Apartment rentals Annapolis
- House rentals Annapolis
- Rentals with a washing machine and dryer Annapolis
- Rentals with pools Annapolis
- Family-friendly rentals Annapolis
- Rentals with a hot tub Annapolis
- Family-friendly rentals Annapolis
- Monthly Rentals Annapolis
- Rentals with a firepit Annapolis
- Townhouse rentals Annapolis
- Waterfront rentals Annapolis
- Rentals with lake access Annapolis
- Pet-friendly rentals Maryland
- Pet-friendly rentals Anne Arundel County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom