
Pet-friendly vacation rentals in Philipstown
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Top-rated pet-friendly home rentals in Philipstown
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Pet-friendly house rentals

New Paltz Guest Cabin Nestled In The Woods
Beautiful location, peaceful and private. Spacious, modern, comfortable home. Really good advice about places to explore and visit in the surrounding area. This is a place we’d return to in a heartbeat. Just the tonic after a week in Paris and a hectic entry via JFK. Ben’s place is a haven away from the world. We just loved it!

Private Hudson Valley Country Retreat
We were absolutely charmed by this stunning house, surrounded by breathtaking nature and offering incredible views—especially over the lake. Every corner is filled with character and warmth, making it feel like a true hidden gem. A huge thank-you to our wonderful host Sandy, who was incredibly thoughtful and proactive throughout our stay. We couldn’t have asked for a better experience. We’ll be back without a doubt!

Creekside cottage on 65 acres of land
We had a lovely stay at this remote little cabin home! It feels more like staying at a friend’s house while they are out of town rather than other types of Airbnb rentals. This is someone’s home, with personality, coziness, and a great view! We saw a ton of wildlife, including beavers, deer, and a black bear, so there is plenty of nature small and large.

Modern Upstate Gem Surrounded by Trees | Hot Tub
Sahir’s place is exactly as described and matches the photos perfectly. Even though it rained during our stay, we still had a fun and relaxing weekend — including our 5-month-old baby and our dog! Everything was super clean, and I loved that it wasn’t too far from NYC or North Jersey.

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.

The Waterfall House
This place is truly a gem! We enjoyed swimming in the waterfalls and relaxing under the trees. We can’t wait to return. The house is also lovely with lots of interesting and quirky touches that we enjoyed. Incredibly well stocked kitchen and everything we could want!

Architect's Hudson Valley Home in the Woods
Olga's beautiful modern house in Upstate New York is a real gem nestled near a wild forest. The spacious house offers plenty of room to relax and unwind after a day exploring the area. The location offers a perfect blend of tranquility and adventure, with plenty of things to do in the surrounding area. Olga was a fantastic host – incredibly responsive and flexible, which made our stay even more enjoyable. The house itself is stunning, with modern amenities and stylish decor. We had a wonderful stay and highly recommend this Airbnb!
Pet-friendly home rentals with a pool

midcentury mod * POOL * walk out trail to mohonk
We absolutely loved our stay ay Susan's place. We were celebrating our ten year wedding anniversary with our dogs and it could not have been more perfect! The private pool setting, access to the rail trail that leads directly into town, the giant windows bringing the outdoor greenery inside, the Frida Calla 500 piece puzzle, the I pad hooked up to a lovely sound system, I could go on and on. We rarely visit the same place twice, but we made need to break that streak with this place.

E and T Getaway LLC
This is a very beautiful home and grounds. Tracy and Errol are very welcoming and friendly. Guests who stay there have access to the grounds and the pool which are beautifully maintained, peaceful, and lush. My teenage grandchildren came over to visit and swim in the pool and loved the decorative details of the apartment! Tracy provided many extra little touches like providing toothbrushes. The bed was wonderfully comfortable. Overall, I can’t say enough about what a lovely place this is. 😊

Kapitan’s Cottage: Private Retreat with Salt Pool
The cottage is lovely, clean, and immaculately decorated. Great taste. We enjoyed the pool, which was perfect for our four year old given how shallow half of it was, and how the temperature was perfect, even on days when it wasn’t too hot outside. We hadn’t realize that the kitchen didn’t include an oven or microwave—but even so, we had a great time and enjoyed the fire pit! WiFi was a bit spotty but the hosts went above and beyond to try to help. Highly recommend!

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!

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.

Modern Upstate Cabin, near Rhinebeck NY
We had a wonderful time at Tina’s place! Surrounded by woods, but somewhat close to the downtown area (super cute too!), the cabin had all we needed, and is also very cozy, neat, comfortable. Excellent bed and pillows, perfectly AC’d, with a fully stocked kitchen. We are happy, and our pups were THRILLED! Huge thanks to the host.

Modern Lux 5-Bed, Pool Open! Dogs Welcome
The graves home was very comfortable. It was very accommodating. It had enough room for the whole family. We were not on top of each other. The beds were extremely comfortable. The last place we stayed at the beds were horrible. These were absolutely comfortable. It was very peaceful and quiet no surrounding neighbors. It was wonderful to wake up and see the deer in the backyard every morning while I was drinking my coffee. The host was great. He responded within 5 to 10 minutes every time I had no issues would definitely recommend staying here if you’re looking for a quiet, relaxing family getaway. and the pool is wonderful.

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Our family of 5 and pup had the best time on this gorgeous property! The photos do not do the artful design justice, it’s simply stunning and so thoughtful. Our kids swam ever day and loved the pool. We enjoyed Grace Farms, Prospect Movie Thester and a lovely Father’s Day meal at the Inn at Pound Ridge. The kitchen is incredibly well stocked for someone who likes to cook and DoorDash was also easy to use when we didn’t feel like cooking. We will definitely be back! Thank you, RJ and John!
Private, pet-friendly home rentals

Tranquil Hudson Valley Retreat with Cedar Hot Tub
Great place to stay for a family trip. Beautiful surroundings and a great modern touch up kitchen.

Apartment. Across Madam Brett Park
Property was clean and near local attractions. The loft was located in a peaceful area. My dog loves Madam Brett Park that lead to multiple other trails. It was my first time in Beacon and would definitely be coming back.

Peaceful Cottage with Grill | Walk to Lake
This is a wonderful place. My wife and I loved it.

Bungalow near West Point on Hudson River
Loved being on the river. Cute bungalow. Easy to get around Hudson Valley sites. Near cute Cold Spring. A/C worked well. Loved having BBQ and eating out in the backyard by the Hudson River. Also watching the boats go by! Thanks much!!

Cozy retreat, centrally located in Beacon NY
The place was great and Owen was an excellent host. His communication was quick and clear and the place was perfect for an overnight visit of Beacon. It was so close to main street we didn’t even need the car! Would definitely stay again and recommend to others.

Private Apartment in 1820’s Cottage - New Reno
We had a great stay at Samara's apartment/cottage over Christmas. The location was perfect since we were visiting with family in Cold Spring, and it was wonderful to have a quiet and beautiful spot as home base. We're grateful to have hosts with pet-friendly accommodations, being able to bring our 2 dogs makes travel possible, and this location was perfect for them. The space was clean, quiet and we felt very at home there. It's a thrill to walk into a location and smell nothing - as in, not musty, not smelling like strong cleaning products - just neutral, fresh air. The bed was so cozy and comfy, and the kitchen had everything we needed. Samara was very responsive to a few questions I had before we made our reservation, and was easy to text with when we were staying there. We look forward to our next visit!

Country Estate on Maple Syrup Farm, Tesla Charging
My family needed an amazing get-away, and this place hit the spot. Lots of space: great kitchen for cooking while being with family in great room, plenty of bedrooms for sleeping a big family, privacy to disappear and work for a bit if needed. Eldar was very responsive when we had questions, and his orientation like document he shared in advance helped put me at ease before even arriving. When we're back in the area, we will definitely try to stay here again!

Cozy Countryside Cabin Spa/Fireplace/Enclosed Yard
Very nice peaceful places and very good service i will definitely be back soon, thank you
Quick stats about vacation 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
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