
Pet-friendly holiday rentals in Philipstown
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Philipstown
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Pet-friendly house rentals

New Paltz Guest Cabin Nestled In The Woods
I had a wonderful stay at this beautiful Airbnb nestled in the trees in New Paltz, NY. The home was modern, impeccably clean, and featured new appliances that made the stay extra comfortable. The kitchen was especially impressive! modern, well-equipped, and made it easy to cook and enjoy meals at home when the weather misbehaved lol . The space was spacious and thoughtfully designed, with a comfortable bed that made it easy to relax and recharge after a day at the local winery . The pictures honestly didn’t do the place justice. It looked like something out of Architectural Digest, with stunning glass windows that filled the home with amazing natural light in the morning. It was peaceful, private, and truly felt like a retreat in nature. The location was also idea, winey for me and hiking for others. I would absolutely stay here again and highly recommend it to anyone looking for a serene, stylish escape with all the modern comforts.

Private Hudson Valley Country Retreat
Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back

midcentury mod * POOL * walk out trail to mohonk
The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍

1956 House of the Year Award. Easy commute to NYC.
A unique architectural home built 1955 that’s set on 2 plus acres surrounded by mature hardwoods. Set in a lovely neighborhood. Lots of interesting Art and Literature available to enjoy.I had wanted to stay on several visits but this location wasn’t available. I lucked out for 3 nights and so glad I had the opportunity to. I will definitely book again. Gloria was a responsive host. Instructions were clear and detailed. Lots of closet space in the 3 bedrooms and plenty space, multiple sitting areas. Thank you Gloria.

Balmville Mid-Century Gem & Work From Home Retreat
Even better than the pictures! This was one of our favorite Airbnb experiences, super cute and eclectic house. We loved the style, the bathrooms made me want to renovate my own, and the beds were too comfortable if that’s possible lol. Perfect for vacation. The house was centrally located to the airport and the Bible museums and printery we booked to tour. Overall, we had just a lovely stay and cannot wait to go back!
Woodstock Historic Artist Estate - The Pond House
No notes, incredible escape even in the pouring rain. The ambience, even down to the little things like walking through the door to classical music, was truly top notch.

Architect's Hudson Valley Home in the Woods
We really enjoyed our stay at Olga’s! The design throughout the space is beautiful, and staying on the second floor feels like floating among the trees. It’s also wonderfully private, with great food spots nearby that make the location super convenient.

Victorian Haven
As. always, Erik and his parents provided a peaceful place to relax. His mother Vivian is very warm and friendly. I'm looking forward to returning.
Pet-friendly home rentals with a pool

E and T Getaway LLC
I would highly recommend this place, Tracy was very helpful. She gave us clear instructions. She had the place prepared for us. She even customized for us a card and guiding us to where everything is, the place was very clean, very well taken care of, and a lot of thoughts went into designing this place with all the amenities and comfortabilities

Seclusion and Romance - Pool is open and heated!
Great place for a quick stop on a trip to visit family. Super communicative and friendly. Would stay again!

Renovated Forest Oasis with Pool & Fire-pit
I had a great time staying here. A lovely and quiet retreat. Douglas and his family were very friendly and responsive to any needs I had. The place was tidy and clean and the grounds around the house were beautiful! Will definitely be back!

Peaceful and Private Boutique Apartment *Pool*
This was the absolute best choice ever! I am coming back and staying for an entire week this summer to explore further some great places we found and to enjoy this adorable apartment! The beds were the most comfortable I've ever experienced in an Airbnb and I've stayed at many. I slept soundlessly, which is rare for me! The snacks and attention to detail was great. The apartment was so comfortable! I felt right at home. It was easy to make excellent meals in the well equipped kitchen - we had everything we needed and the pots, pans and knives are all brand new, again much better than other Airbnbs I've visited. Sitting on the cafe chairs looking out at the beautiful backyard and woods was so incredibly peaceful and serene. We saw deer grazing and soaked in the sweet and natural landscape while we ate breakfast and coffee. What a fantastic stay! I didn't want to leave. Our time here was way too short. I definitely will be back! Don't overthink it, just book it!

Prvt pool Huge, Eclectic space… 1.5 hr to NYC!
Blake is a kind and attentive host. The house is fun and eclectic. Many interesting things to look at, art books to leaf through and she has a great record album collection. It has all the necessities you would hope to see in an airbandb. I like the location. We enjoyed taking a hike in Mount Beacon park to see the remnants of an old casino and great views of the Hudson Valley.

Pool - Hot Tub - Game Room - Mini Golf - Country
Had a great stay! The place was clean, comfortable, and exactly as described. Check-in was smooth, and communication with the host was easy and responsive. The location was convenient and quiet—perfect for a relaxing getaway. Would definitely stay here again!

Modern Upstate Cabin, near Rhinebeck NY
We recently stayed at Tina's and had a great time. The location is secluded, incredibly peaceful and quiet — all you can hear are the birds in the morning. The home itself is clean and looks just like the photos. We also loved that we could bring our dog along with us. We live in the city so our pup doesn't get to touch much grass, and he had a blast running through the fenced-in yard. Although we originally booked because the house has a pool and we were hoping for good weather, it rained almost the entire time we were there... Nonetheless, it felt like the coziest home for a rainy weekend, and we really enjoyed our stay. We loved sitting inside by the fire to watch a movie, cooking in the kitchen and building a fire outside when the rain stopped. The location was also great for driving into Rhinebeck, Red Hook, Hudson and surrounding breweries and wineries.

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Tiffany’s property was amazing! The porch, pool, fire pit, and hot tub all workout out wonderfully for us. Just a heads up if you plan to Uber places throughout the city (like we did) they could take anywhere from 5-25 minutes to get so plan ahead. My only thing of note was that the tap water—even with the Brita filter—was undrinkable to us. We would recommend bringing a couple of plastic water jugs for your stay. Otherwise the stay was amazing and highly recommend!
Private, pet-friendly home rentals

Element House - Off Grid Hideout
We stayed during a rainy and cold weekend in May. We were worried due to weather, but it turned out better than we've imagined. Snoozing through sounds of rain.. warm cup of coffee, birds chirping, smell of wet grass! we had a very restful experience. Whatever you think you might need- is there, from phone chargers to umbrellas. Bedding is comfy and very clean. Space heater does a great job keeping the entire unit warm. Can't forget to mention a tasty breakfast!

The Waterfall Casita: A-frame with 30ft Waterfall
The hosts were super on top of making sure we were taken care of, while also giving us our space and privacy for the whole stay. They were beyond friendly. When I broke the french press coffee beaker, without me asking they took the effort to still make sure I could get coffee and dropped a new french press off the next day! That really stood out. Also just a beautiful location, extremely well documented directions, great hiking and restaurant tips. You can constantly see and hear the waterfall from the window. Just great!

Lux OffGrid Oasis - A frame Farm + River + Animals
Absolutely beautiful stay! Looks just like the pictures if not better! Gentlemen down the street was so nice and helped us come make a fire when we couldn’t get one started. Couldn’t recommend this place enough if ur looking for a cozy stay! Courtney was great to communicate with also and left a cute hand written note for us upon arrival. We will be back!

Half Moon: Fairytale Catskills Retreat
This place is as incredible as it seems in pictures. The space is very well thought out and built. It’s secluded with a lot of space to spread out. The bathhouse is everything!

Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit
This place the atmosphere the surroundings it was all so lovely and needed, the price paid off. I loved the views the water and the shower outside. The bed was so comfortable very clean the place overall was very comfy I felt so comfortable. I recommend this place for a stay if you love to be away from people and need calmness. Everything was on spot from the house, the area outside to everything included. Thankyou so much for this, 10/10

Secluded overlook cottage near West Point
We loved staying here, and our son loved visiting the horses, and the chickens in the barn. And we saw wild turkeys and deer roaming the property. And it was great to see the horses run on our way out! There are also lots of little streams and tiny waterfalls we enjoyed checking out. And the farm fresh eggs were a lovely and much appreciate bonus!

Lovely 2 bed, 2 full bath. & private yard getaway
Clean place about 20min away from Main St. spacious living and dining room very close to nature. Great host and everything came as expected

Charming Efficiency
She made our friends graduation so much less stressful ! Great place and perfect space for two people Loved the champagne and waters 🫶🏼 We had a great stay! Would love to visit again
Quick stats about holiday rentals that are pet-friendly in Philipstown
Total rentals
120 properties
Total number of reviews
7.8K reviews
Family-friendly rentals
80 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wifi availability
120 properties include access to wifi
Destinations to explore
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Tenement Museum
- Fairfield Beach
- Rye Beach
- Mountain Creek Resort
- Citi Field
- MetLife Stadium
- Yankee Stadium
- United Nations Headquarters
- Rye Playland Beach
- Bronx Zoo
- Radio City Music Hall
- Rockefeller Center
- The Metropolitan Museum of Art
- USTA Billie Jean King National Tennis Center
- Central Park Zoo
- Minnewaska State Park Preserve
- Walnut Public Beach
- Astoria Park