Pet Friendly Holiday Rentals in Middletown, NY

There are 5 pet friendly holiday rentals in Middletown, and 214 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 Middletown
VRBO Middletown 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 Middletown, 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 Middletown to collect the pet fee.
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Pet Friendly Beautiful Log Cabin Style House
Beautiful Log Cabin Style House Pet Policy
This 3-bedroom cabin in Middletown allows 2 dogs of any size for an additional fee of $75 per pet, per stay. Cats may also be allowed by request.
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Pet Friendly Chelsea
Chelsea Pet Policy
This 1-bedroom campsite in Middletown allows 2 dogs under 50 lbs for an additional fee of $75 per pet, per stay. Pets cannot be left unattended. Sorry, no cats.
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Pet Friendly Priscilla's Homestead
Priscilla's Homestead Pet Policy
This 5-bedroom estate in Middletown allows 2 dogs under 50 lbs for an additional fee of $25 per pet, per night. Sorry, no cats.
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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 Cozy River Home with Scenic Views & River Access
Cozy River Home with Scenic Views & River Access Pet Policy
This 3-bedroom house in Montague 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 Charming Cottage With Deck & Lake Views
Charming Cottage With Deck & Lake Views Pet Policy
This 3-bedroom vacation rental in Wallkill 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 Romantic Agrihood Bungalow Getaway
Romantic Agrihood Bungalow Getaway Pet Policy
This 1-bedroom bungalow in Hurleyville allows 2 dogs under 50 lbs for an additional fee of $50 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance. Pets are not permitted on the beds. Please leash and clean up after pets on the common grounds.
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Pet Friendly Scandinavian Inspired Chalet
Scandinavian Inspired Chalet Pet Policy
This chalet in Pine Bush allows 1 dog under 20 lbs for an additional fee of $85 per stay. Pets must be housebroken. Sorry, no cats.
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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 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 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 Vernon Township Condo with Balcony Near Ski Lifts
Vernon Township Condo with Balcony Near Ski Lifts Pet Policy
This 2-bedroom flat 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 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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