
Pet-friendly vacation rentals in New Windsor
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in New Windsor
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
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!

The Catskill Getaway • Near Bethel Woods & Hiking
First Stavros was a stellar host. Proactive in communication and always responsive. Very attentive, we had one small interruption with the wifi that he promptly addressed before we even noticed! The house property is absolutely stunning and gorgeous, peaceful, spacious, very beautiful. The house has everything well stocked. Kitchen had plenty. I can't find one thing to comment that isn't positive. We all enjoyed ourselves to the max. The most enjoyable was the three walls full of windows that made the thunderstorms so beautiful to watch in the living room. The little stream in the back so pleasant to sit silently. An incredible house and even more kind, generous and helpful host

Creekside cottage on 65 acres of land
The place was super serene and peaceful—perfect for a relaxing getaway. The house was incredibly well maintained, clean, and cozy. Highly recommend to anyone looking for a comfortable and quiet retreat

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.

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
We had a very short stay, only one night. But it was exactly what we needed and a fabulous location with access to Beacon!

Eclectic one-bedroom house
Great little place in a great location! It’s an easy walk to all of downtown New Paltz, with the added bonus of a convenience store and local coffee shop just around the corner. The Empire State Trail is also just right across the street. The house itself is small, the perfect size for a couple. It is a unique and charming place, and well stocked with books and movies to keep you occupied. There’s also a few chargers hanging around in case you forgot yours at home. I wish it had a bigger bed, but that’s really my only complaint!

Mountain View Chalet: Hot Tub, Firepit, Games
What an excellent stay - this airbnb was incredibly well stocked with kitchen supplies, games, extra linens, really anything that one could want. Amenities were high quality and very thoughtful.
Pet-friendly home rentals with a pool

Private Hudson Valley Country Retreat
Our second time here. Great spot for our family of 4, and Sandy is very responsive

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

Kapitan’s Cottage: Private Retreat with Salt Pool
The house and property were absolutely lovely, clean, and peaceful. We had everything we needed. When there was a big rain storm and the internet had some issues, the hosts responded immediately and reset the modem and offered to call Spectrum. Issue was fixed right away. The pool was perfect temp and so restorative. Would 12/10 recommend staying here.

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!

4Br Mountain Brook House on 130 acres w/ trails
Rick's House (Hemlock House) was a wonderful getaway! We unfortunately didnt hit the best weather but the house was perfect for a cool and rainy long weekend both indoors and out. The open first floor with huge kitchen was great for hanging out and cooking with alot of cozy nooks to read and relax. There was a lot of various outdoor spaces and decks to lounge on as well and the hot tub was perfect for the cooler cloudy weather. The bedrooms were all comfy and each room having its own bathroom was another plus. We all loved the sounds of the creek and being able to walk around the trails in the back. The House is in a fantastic location - only 10 minutes from Rhinebeck which has everything you need and is great for walking around, shopping and dining. Rick was informative and provided a great guidebook with clear instructions and local resources and recommendations. Thanks for a lovely stay!

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.
Private, pet-friendly home rentals

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!

Modern & Chic Log Home-Spectacular Mountain Views!
Beautiful house and interior. The house was clean and well prepared. The basement is an entertainment hub. The weekend we visited was cold but the fireplace inside the house and fire pit outside made the weekend enjoyable and fun. Very pet friendly. Our dog had a great time exploring the woods while we in the hot tub. Amazing place to have a chill weekend with friends and loved ones.

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!

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

Be in Nature at this Gorgeous Riverfront Cabin
A lovely home with beautiful views of the surrounding woods from each room. Very clean, modern, and comfortable with a well stocked kitchen. Mark provided detailed and useful info on the place and the surrounding area. A great spot if you’re looking for some peace and quiet close to all the local attractions of the Hudson Valley.

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!

Hudson River Peaceful Getaway, Explore from here
Dan & Jill’s home was beyond beautiful and comfy. It was very easy to find, private and felt safe. The inside of the home was more spacious than expected and extremely clean. The panoramic views from all windows was truly a treat. The hosts were very thoughtful and sweet. If you forgot to pack something, they most likely had it. Check in was smooth, stores/supermarket was a 3 min drive. 0 complaints and cannot wait to stay again!

Stunning 2-Bedoom A-Frame in the Woods with Sauna
Nicolas was amazing! He responded very quickly to all our messages, and the house was absolutely beautiful. My family felt very comfortable throughout our stay. Thank you, Nicolas, for an incredible staycation,we truly enjoyed every moment!
Quick stats about vacation rentals that are pet-friendly in New Windsor
Total rentals
10 properties
Nightly prices starting at
G$16,732 GYD before taxes and fees
Total number of reviews
730 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
- Hudson Valley Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Times Square
- Hunter Mountain
- Columbia University
- Fairfield Beach
- Rye Beach
- Mountain Creek Resort
- MetLife Stadium
- Yankee Stadium
- Bethel Woods Center for the Arts
- Rye Playland Beach
- Rockefeller Center
- Bronx Zoo
- Central Park Zoo
- Radio City Music Hall
- The Metropolitan Museum of Art
- Minnewaska State Park Preserve
- Astoria Park
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Ringwood State Park
- Hamilton Park
- Rye Town Beach
- Seaside Beach
- Apollo Theater