
Pet-friendly holiday rentals in New Windsor
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Top-rated pet-friendly home rentals in New Windsor
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Popular amenities for New Windsor pet-friendly home rentals
Pet-friendly house rentals

Cozy Riverfront Victorian in the Hudson Valley
We stayed at Sarah's place during graduation week at West Point. The house worked well for our group of 8. We loved having such a well equipped kitchen and the comfortable beds. The yard is beautiful with a great patio and, grill and fire ring out back. We saw a lot of deer and the view of the Hudson River is fantastic. Sarah was a great host! I definitely would recommend staying here!

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!

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 🤍

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.

Mt hikes, city strolls river walks
Anna place was very clean !!

Hudson Valley Mountaintop Riverview
Mahmoud was a wonderful host. Very responsive, pleasant, and helpful. His home and the views were spectacular, and the koi pond was beautiful. It’s a great location to stay while visiting West Point, as it’s a quick drive across the Bear Mountain Bridge. Our large group felt comfortable and welcomed. One of the bedroom descriptions could have been listed a little clearer because you need to pass through the master bedroom to get to it. Luckily our family was ok with that. We would stay again.

Eclectic one-bedroom house
We were only at Sylvia’s house for one night, but it was a lovely stay. The house was warm and inviting with plenty of space. The loft bedroom was perfect and very comfortable. The shower is fantastic. We would definitely stay here again on another trip to New York.

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

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!

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!
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!

Airy & Private Escape on Mountain Rest Road *Pool*
Karali is so great about recommendations and ensuring guests have a lovely experience!

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
Our second time staying at Maitopia with our cat, just as wonderful in a different warmer season. Tina was super responsive as usual and even accommodated a late checkout. We enjoyed feasting in the kitchen as well as grilling in the yard, floating around in the pool when it was warm enough out, "hiking" with our cat on a leash around the forest on the property, taking baths, streaming music. We didn't leave the property much, but it was a fun highlight to get a few local produce items at nearby Greig farm and meet the adorable goats. One tip- bring an eyemask if you're sensitive to light in the mornings- there aren't any window shades in the bedroom.
Private, pet-friendly home rentals

Dave's Milk Barn
We loved our stay at this beautiful, charming, and peaceful barn. The space was cozy and thoughtfully designed—perfect for a relaxing staycation. The property itself is beautiful, and it’s just a short drive to great hikes, bike trails, restaurants, and breweries. A truly lovely spot to unwind and explore. Thank you for such a wonderful experience!

Sauna & Hot Tub Creekfront Oasis · Hikers Hollow
We loved this place. It totally exceeded all expectations! We came on a rainy weekend so we didn't explore much outdoors, but the cabin is so cozy and the amenities are awesome, so we still felt like we had plenty to do. The hot tub and sauna both comfortably fit our entire group (6 people). Additionally, the sauna is in a beautiful spot, tucked into the woods next to the creek. We weren't sure what to expect from the location since the cabin was closer to the city and suburbs than some other options, but we found it to feel very secluded, rural, and peaceful. Would recommend to anyone!

The Fashion Suite
Great spot to settle to enjoy Newburgh and surrounding area…Beacon, Cold Springs and West Point. Walkable to great restaurants on the Hudson!

Margaret's Heart
Great location, beautiful home! Host was fantastic

Beyond Expected-Pet friendly, Hosted by Rochel
Fantastic place, very cozy and comfortable. Rochel was incredibly communicative and generously accommodating before, throughout and after the trip! Lovely place for a weekend away, intimate but spacious enough for a group too.

Luxury A-Frame Cabin w/ Hot Tub
We absolutely loved our stay at Fil & Ellie’s place, it made it the highlight of our trip. From the minute we walked in, it felt so calm. The place is beautiful with all the amenities. We enjoyed the hot tub, grill, fireplace. We’ve been to the Catskills countless times and this is the best experience due to the wonderful stay. Thank you!

Charming, Tranquil & Comfy ~ 5★ Location ~ Parking
We loved staying in Newburgh with Marin! Especially liked the unlock by phone feature, the clean and bright space, and its proximity to local eats/drinks. We also made good use of the projector. Looking forward to a second stay in the future.

Lake Side Tiny House
Great little spot close enough to everything you need yet far enough away from the Poughkeepsie noise. Great for a Vassar parent looking for quick night with a comfy bed!
Quick stats about holiday rentals that are pet-friendly in New Windsor
Total rentals
10 properties
Nightly prices starting at
$133 NZD before taxes and fees
Total number of reviews
730 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Destinations to explore
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- Times Square
- Hunter Mountain
- Columbia University
- Fairfield Beach
- Rye Beach
- MetLife Stadium
- Yankee Stadium
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Central Park Zoo
- Rockefeller Center
- Radio City Music Hall
- Rye Playland Beach
- Bronx Zoo
- The Metropolitan Museum of Art
- Astoria Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Rye Town Beach
- Ringwood State Park
- Hamilton Park
- Apollo Theater
- Jennings Beach