Pet Friendly Vacation Rentals in Chester, NY

There are 2 pet friendly vacation rentals in Chester, and 207 more nearby. Need help to decide where to stay with your dog? Browse the results below and filter by amenities to find the perfect spot. BringFido members never pay a booking fee, and their reservations are backed by our Pet Friendly Guarantee!

Pet Friendly VRBO Chester
VRBO Chester Pet Policy
Pet policies are determined by the individual owner of each Vrbo property. For more information on the pet fee, weight limit and other restrictions at a dog-friendly Vrbo in Chester, please contact the owner directly or read the 'House Rules' section of their listing. Also be sure to include your pet(s) in the 'Guest' field when making your reservation, so the pet fee can be included. If applicable, it will be usually be displayed in the 'On-site Fees' or 'Owner Fees' sections during checkout. Some owners will also wait until you arrive in Chester to collect the pet fee.
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Pet Friendly Beautiful Pine Bush Retreat with Private Pool
Beautiful Pine Bush Retreat with Private Pool Pet Policy
This 1-bedroom house in Pine Bush is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly Cabin 2 in the Heart of the Hudson Valley
Cabin 2 in the Heart of the Hudson Valley Pet Policy
This 1-bedroom cabin in Newburgh allows 2 dogs of any size for no additional fee. Cats may also be allowed by request.
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Pet Friendly Beautiful Apartment with Serene Mountain Views
Beautiful Apartment with Serene Mountain Views Pet Policy
This 1-bedroom cottage in Fort Montgomery allows small dogs for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance.
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Pet Friendly Black Sanctuary Townhouse
Black Sanctuary Townhouse Pet Policy
This 2-bedroom condo in Vernon is pet friendly! Dogs of any size are welcome for an additional fee of $30 per pet, per stay. Cats may also be allowed by request.
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Pet Friendly Cabin in the Heart of the Hudson Valley
Cabin in the Heart of the Hudson Valley Pet Policy
This 1-bedroom cabin in Newburgh allows 2 dogs of any size for no additional fee. Cats may also be allowed by request.
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Pet Friendly Vernon Township Condo
Vernon Township Condo Pet Policy
This 2-bedroom condo in Vernon allows dogs of any size for an additional fee of $162 per pet, per stay. Cats may also be allowed by request.
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Pet Friendly Charming 1/1 Apartment Near Harriman State Park
Charming 1/1 Apartment Near Harriman State Park Pet Policy
Dogs of any size are allowed at this 1-bedroom cottage in Suffern for an additional fee of $20 per pet, per night. Sorry, no cats or puppies. Pets are allowed for stays of one week or less.
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Pet Friendly Sweet & Spacious Mountain View Home
Sweet & Spacious Mountain View Home Pet Policy
This 2-bedroom house in Gardiner allows 1 dog under 50 lbs for no additional fee. Sorry, no cats. Pets must be approved in advance. The yard is fenced.
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Pet Friendly Grand Pine Bush Retreat on 2 Acres with Deck
Grand Pine Bush Retreat on 2 Acres with Deck Pet Policy
This 3-bedroom house in Pine Bush allows 2 dogs of any size for an additional fee of $81 per pet, per stay. Cats may also be allowed by request.
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Pet Friendly Townhome with Shared Hot Tub
Townhome with Shared Hot Tub Pet Policy
This 2-bedroom townhouse in Vernon allows dogs of any size for an additional fee of $53 per pet, per stay. Cats may also be allowed by request.
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Pet Friendly Lake Retreat 1 Hour from NYC
Lake Retreat 1 Hour from NYC Pet Policy
This 3-bedroom vacation rental in Hewitt allows dogs of any size for a fee of $75 per pet, per stay. Cats may also be allowed by request. The property is 85% fenced.
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Pet Friendly Marlboro Farmhouse
Marlboro Farmhouse Pet Policy
This 3-bedroom vacation rental in Marlboro allows dogs of any size for an additional fee of $50 per pet, per stay. Sorry, no cats.
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Pet Friendly Vernon Township Condo with Balcony Near Ski Lifts
Vernon Township Condo with Balcony Near Ski Lifts Pet Policy
This 2-bedroom apartment in Vernon allows pets of any size for an additional fee of $86 per stay. Both dogs and cats are welcome.
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Pet Friendly Hudson Valley Getaway for Families
Hudson Valley Getaway for Families Pet Policy
This 6-bedroom vacation rental in Stony Point is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance.
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Pet Friendly Villa Adriana Lake Front Dream Home
Villa Adriana Lake Front Dream Home Pet Policy
This 4-bedroom chalet in Highland Lakes allows 1 small dog for an additional fee of $50 per stay. Hypoallergenic breeds only, and pets must be approved in advance.
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