Pet-friendly holiday rentals in Chatham
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chatham
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 Chatham pet-friendly home rentals
Pet-friendly house rentals
Home
4.9 out of 5 average rating, 216 reviewsStunning Modern Barn minutes from Woodstock 21N195
Home
4.93 out of 5 average rating, 59 reviewsYellow Door House
Home
4.97 out of 5 average rating, 123 reviewsWelcome to Malden Manor, in a prime location!
Home
4.9 out of 5 average rating, 276 reviewsRenovated guesthouse on 52 acres!
Home
4.94 out of 5 average rating, 231 reviewsWelcome to The Boathouse! Waterfront/Boats/Hot tub
Home
4.91 out of 5 average rating, 150 reviewsSerendipity Lake House on Lake Heloise
Home
4.98 out of 5 average rating, 126 reviewsUpland Meadow Retreat - 3 bedrooms/2 baths
Home
4.94 out of 5 average rating, 119 reviewsCatskill Mountain Cabin Waterfall Retreat
Pet-friendly home rentals with a pool
Cottage
4.9 out of 5 average rating, 167 reviewsTranquil Cottage in the Country
Cabin
4.9 out of 5 average rating, 109 reviewsEnchanting Upstate Cabin w Pool, Firepit
Home
4.85 out of 5 average rating, 123 reviewsGorgeous Villa Mntn Views, salt H2O pool, hot tub!
Home
4.88 out of 5 average rating, 306 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Chalet
4.98 out of 5 average rating, 141 reviewsSecluded Woodstock Retreat with Pool and Sauna
Cabin
4.96 out of 5 average rating, 339 reviewsModern Upstate Cabin, near Rhinebeck NY
Cottage
4.81 out of 5 average rating, 113 reviewsWoodstock Mountain View Cottage near Ski & Dining
Tiny home
4.95 out of 5 average rating, 131 reviewsCountry Getaway Tiny House in Woods w/Pool/Sauna.
Private, pet-friendly home rentals
Home
4.86 out of 5 average rating, 22 reviewsMountain Ridge Retreat Getaway
Home
4.91 out of 5 average rating, 22 reviewsYour Own Cottage
Home
5 out of 5 average rating, 137 reviewsWhispering Pines: Secluded Retreat near town
Cabin
4.99 out of 5 average rating, 227 reviewsCatskill Mtn Streamside Getaway
Cabin
4.89 out of 5 average rating, 235 reviewsPrivate Stunning Cabin With Ski/Cabana/hot tub
Flat
4.91 out of 5 average rating, 104 reviewsHot Tub Bliss 5mi to Kingston on 3 acres
Home
4.88 out of 5 average rating, 92 reviewsRabbit Run in the heart of Stockbridge Village
Cottage
4.75 out of 5 average rating, 144 reviewsPet Friendly • Fenced Yard • Hot Tub • Romantic
Destinations to explore
- New City Holiday rentals
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