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 Middletown Airbnb Rentals
Middletown Airbnb Rentals Pet Policy
Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Middletown, please contact the host directly or read the House Rules section at the bottom of their listing.
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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 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 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 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 Red Barn Retreat
Red Barn Retreat Pet Policy
This 1-bedroom barn in Gardiner allows 2 dogs of any size for no additional fee. Cats are also welcome.
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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 Releve at Gumaer Falls
Releve at Gumaer Falls Pet Policy
This 2-bedroom vacation rental in Wurtsboro allows dogs of any size for an additional fee of $50 per pet, per stay. All pets must be approved in advance. Sorry, no cats.
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Pet Friendly Lakefront Luxury on Greenwood Lake
Lakefront Luxury on Greenwood Lake Pet Policy
This 2-bedroom house in Hewitt allows 1 dog of any size for an additional fee of $200 per stay. Cats are also welcome.
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Pet Friendly Lakefront House with Breathtaking Views
Lakefront House with Breathtaking Views Pet Policy
This 3-bedroom vacation rental in Greenwood Lake allows dogs of any size for no additional fee! Just be sure to note that you're bringing a pet along on the booking form. Sorry, no cats.
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Pet Friendly Modern Luxury Geo-Dome
Modern Luxury Geo-Dome Pet Policy
This 1-bedroom bungalow in Wallkill allows 1 dog of any size for an additional fee of $75 per stay. Sorry, no cats.
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