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

4 Bd Paradise Gorgeous Design Close to All!
We had an amazing stay. Everything was as pictured and the space was just what we needed for our family. Spiro also went the extra mile in making the house ready for our daughter’s graduation. Communication was easy and very responsive. Thanks for everything!!!

Private Hudson Valley Country Retreat
This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!

midcentury mod * POOL * walk out trail to mohonk
This is a lovely house very close to New Paltz. We had a nice long weekend with the kids and loved spending time in the pool. Susan was a great host. No complaints!

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.

Mt hikes, city strolls river walks
Location was great and close to town. The home was very clean and fully stocked. Annemarie was very responsive and accommodating. Great stay!

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!

Eclectic one-bedroom house
Spent a great few days away with my boyfriend to visit the town we met in. We had a lovely time reconnecting with friends and visiting restaurants and stores we are fond of. The house was very cozy and so cute! Made me feel like I was home.

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

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. 😊

Summer Retreat! Amazing Pool, Playground, 7 acres!
This property is large and roomy with plenty beds to go around including the basement with the pool and ping pong tables plus a home gym with various equipments. The outdoors were fantastic with a very nice temperature controlled pool, Jacuzzi, swings set for the little ones and enough acreage to have a soccer match. The neighborhood was nice and quiet in a great country setting with lots of wildlife to enjoy to include lots of singing birds. Our family reunion was a great success due in part to the before mentioned surroundings. Douglas was always available to resolve minor issues, very responsive and accommodating, thanks for making our stay at this property a great one.

Kapitan’s Cottage: Private Retreat with Salt Pool
Great stay at Jasmine’s well furnished, rustic feel cottage. Peaceful location but just a quick ride to Woodstock, Kingston and Rhinebeck. Pool was perfect - we used it everyday. Heat bathroom floors is a nice touch!

Seclusion and Romance - Pool is open and heated!
We enjoyed our stay here very much. Richard was extremely responsive and made everything so easy for us. He even recommended the amazing Ice Caves for our hike and it did not disappoint! Even though it rained a lot, we were still able to get use out of the hot tub and the pool on our last day. The water is soooo stinky though (as advertised) - a little hard to get used to but indeed great for your skin and hair.

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!

Airy & Private Escape on Mountain Rest Road *Pool*
Karali and Max have a beautiful placed tucked away in the bucolic setting of New Paltz..just few minutes away from the New Paltz downtown. The home is peaceful and serenez and Karali is a great host with deep knowledge and experience on things to do in the region. We wanted to explore the Hudson valley and this was the ideal place to rest and stay for us.

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.

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!
We liked how easy it was to punch the code in to get into the home. Once in the home, it was really nice to see the welcome placard. We enjoyed access to robes, skincare, slippers, towels, etc. The game room was loads of fun. The indoor and outdoor ping pong tables were fun. We enjoyed billiards, arcade games and table games. The icing on the cake were the hot tub, the four mode shower and bidet. The Smart Home technology took a little getting used to, but it was very convenient once we did. We love the quick response time whenever we had a question or concern. This place allowed for a rejuvenating relaxing atmosphere and we are so glad that we chose “The Good Vibes” home for our debut AirBNB experience. Thanks again for hosting us in your charming abode!
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.

Cozy Cabin - pet friendly + near hiking
While this is my first time using Airbnb and also first time staying at the Catskills, my family enjoyed our stay at Emily’s cabin; it was peaceful, cozy and quieter; the place is stocked with all the basic things that makes life comfortable; my wife and the kids loved it and that makes me happy! We will be back!

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!!

The Waterfall Casita: A-frame with 30ft Waterfall
The Waterfall Casita was beautiful, well equipped, clean and offered lots of privacy. The view to the waterfall was breathtaking. Perfect to relax, connect with nature and get a break from the daily hustle. Would’ve loved to stay longer! We were able to cook meals without any difficulties, the fridge though small was more than plenty of room for the essentials we brought. Jenn was kind, available and communicated quickly without disrupting the peace and privacy. The information about local places and instructions were clear and helpful. Would love to stay again!

Be in Nature at this Gorgeous Riverfront Cabin
We loved the place, it was a beautiful home with lots of light and accessible green space. It was perfect for a short getaway. It’s a short drive from nearby towns and was very easy to find based on the directions. Mark was a responsive and accommodating host and we had a wonderful time in his airbnb.

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

Stunning 2-Bedoom A-Frame in the Woods with Sauna
Beautiful modern A-frame cabin tucked away in the woods. Amazing attention to detail on the inside & out. Easy drive to some great hikes & restaurants. We didn’t want to leave!

The 1772 Lefevre Stonehouse Suite
Such a great little spot for a weekend getaway. Very cozy and comfortable on some beautiful land, brought a very peaceful energy. Checking in and out were both incredibly simple and not as intensive as some other places I’ve stayed. Checking out was nothing more than what I’d do staying at a family’s home, just tidying up before I left. Host was very responsive and friendly, also gave good amount of recommendations for the area! Overall a really great spot!
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
- Fairfield Beach
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Mountain Creek Resort
- United Nations Headquarters
- Central Park Zoo
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Radio City Music Hall
- Rye Playland Beach
- Bronx Zoo
- The Metropolitan Museum of Art
- Astoria Park
- Minnewaska State Park Preserve
- One World Trade Center
- Walnut Public Beach