Pet-friendly vacation rentals in Saint Michaels
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Saint Michaels
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Saint Michaels pet-friendly home rentals
Pet-friendly house rentals
Home in Easton
4.84 out of 5 average rating, 124 reviewsThe Farm House at Hunting Creek - Pets $50 a night
Oct. 15 – 22
Home in Stevensville
5.0 out of 5 average rating, 101 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Dec. 25 – Jan. 1
Home in St Michaels
4.85 out of 5 average rating, 108 reviewsPremier St Michaels Cottage- In Town Location
Apr. 13 – 20
Home in Woolford
4.93 out of 5 average rating, 118 reviewsWaterfront Getaway with Dock
Oct. 21 – 28
Home in Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
Dec. 15 – 22
Home in Reedville
4.96 out of 5 average rating, 204 reviewsWaterfront FamilyFriendly Home Improved for 2023
Mar. 24 – 31
Home in Lusby
5.0 out of 5 average rating, 135 reviewsCove Point Beach Home 1 &1/2 blocks to Beach
Oct. 4 – 11
Home in Deale
4.98 out of 5 average rating, 113 reviewsChesapeake Waterfront-Hot Tub-Kayaks-King Bed
Oct. 10 – 17
Pet-friendly home rentals with a pool
Guest suite in Arnold
4.97 out of 5 average rating, 129 reviewsPet Friendly Captains Quarters, Near Annapolis, EV
Jul. 18 – 25
Guesthouse in Highland
4.98 out of 5 average rating, 264 reviewsWoodland Retreat
Oct. 18 – 25
Home in Montross
5.0 out of 5 average rating, 121 reviewsBeach Please! River cottage w/private beach & dock
Dec. 4 – 11
Guesthouse in Owings Mills
4.96 out of 5 average rating, 120 reviewsShamrock cabin with hot tub, large yard
Jul. 15 – 22
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Jul. 12 – 19
Home in Montross
4.93 out of 5 average rating, 166 reviewsThe Glebe
Dec. 4 – 11
Bungalow in Horntown
4.8 out of 5 average rating, 128 reviewsNature's retreat @ the Bug-a-Boo. Beaches nearby
Sep. 6 – 13
Home in Edgewater
4.95 out of 5 average rating, 119 reviewsHouse in Edgewater Maryland
Mar. 21 – 28
Private, pet-friendly home rentals
Cottage in Annapolis
4.94 out of 5 average rating, 314 reviewsWright’s Cottage, Pets Welcome!
Sep. 1 – 8
Cottage in Annapolis
4.96 out of 5 average rating, 336 reviewsRelaxing Water Views - Mill Creek Cottage
Apr. 16 – 23
Apartment in Cambridge
4.92 out of 5 average rating, 101 reviewsLittle Slice of Cambridge. Newly listed, 2 bedroom
Aug. 8 – 15
Cabin in Colonial Beach
4.97 out of 5 average rating, 103 reviewsSpring Perfect, Water Front A-frame on Winery
Dec. 14 – 21
Apartment in Chester
4.97 out of 5 average rating, 234 reviewsCozy Waterfront Apartment Chester, MD
Jan. 2 – 9
Guesthouse in Glen Burnie
4.94 out of 5 average rating, 263 reviewsThe Crab House - a Private, Waterfront Guest House
Apr. 13 – 20
Cottage in Glen Burnie
4.92 out of 5 average rating, 142 reviewsHome away from home
Apr. 4 – 11
Guest suite in Chestertown
4.99 out of 5 average rating, 132 reviewsChestertown - Eastern Shore Getaway
Oct. 17 – 24
Quick stats about vacation rentals that are pet-friendly in Saint Michaels
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
$287 CAD before taxes and fees
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