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Pawling Pet Friendly Vacation Rentals & PickleTrip Homes
Book a Dog-Friendly Rental in Pawling for Your Next Adventure
10.0
(2 Reviews)
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9.2
(5 Reviews)
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9.6
(4 Reviews)
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10.0
(66 Reviews)
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10.0
(4 Reviews)
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10.0
(1 Review)
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8.6
(4 Reviews)
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New
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New
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New
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New
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New
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New
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10.0
(58 Reviews)
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9.4
(13 Reviews)
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About Pawling Pet Friendly Vacation Rentals on PickleTrip
PickleTrip™'s pet-friendly rentals in Pawling are perfect for pet owners who want to bring their furry friends and enjoy their next pickleball game on vacation. You can rest easy knowing that your pet is welcome and comfortable in your rental. With a variety of options to choose from, you can find the perfect accommodation that fits your needs and budget. Whether you're looking for a cabin in the woods, a beachfront villa, or a luxury resort, PickleTrip™ has a pet-friendly rental that will suit your needs.
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Frequently Asked Questions About Pawling Pet-Friendly Rentals
There are a lot of options in Pawling. If you plan on staying in the Pawling area, consider making a reservation for a few nights at one of these properties as these have been rated the top Pet Friendly Vacation Rentals in Pawling:
- Charming Guesthouse in scenic CT town. Bikes, kayaks, firepit, beach pass.
- "Country outside the city " n3 bedrooms 2 full bathrooms
- Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!
- Beautiful and private modernist 3 bedroom home with gunite pool on 6 acres.
- Tentrr Signature Site - Maybrook Farm - The Ridge
- Lakefront Escape with Gorgeous Views a Short Trip from New York City!
- House on Appalachian Trail, walking distance from NYC trains. 3bd/1ba, 3 acres
- Cozy Cabin Retreat - Close to lakes, hiking trails. Pet-Friendly, w hot tub
- Gorgeous Lake-Front cabin, private dock, 90 minutes from NYC!
- Secluded country cabin upstate New York, near metro north train
There are more than 17 pet-friendly rentals available on PickleTrip. Check prices and availability in Pawling and last updated on October 2025. Check an individual property if they have restrictions on the size or numbers of pets.
There are many dog-friendly vacation homes available in Pawling. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Pawling:
Most definitely! There are many luxury places to stay in Pawling. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Pawling. Though note, more expensive is not always better.
The average price of a pet-friendly vacation home is $437. Find our pet-friendly accommodation near Pawling.
At PickleTrip, many of our accommodations are perfect for families and allow dogs too. Check out the complete list of pet-friendly holiday rentals in Pawling to find what works for you.
Finding the best prices in Pawling
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