
Pet-friendly holiday rentals in New Windsor
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in New Windsor

Total holiday rentals
Explore 10 holiday rentals in New Windsor

Nightly prices starting at
New Windsor holiday rentals start at $104 SGD per night before taxes and fees

Verified guest reviews
Over 470 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of New Windsor holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across New Windsor rentals

4.8 Average rating
New Windsor stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in New Windsor
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Beacon Creek House
Welcome to our serene oasis in Beacon, NY. If Gilmore Girls and Schitt’s Creek had a baby, it would be Beacon. Nestled beside a tranquil creek, our home features 2 cozy bedrooms, a stylish bathroom, and an open living space with a daybed. Designed with wabi-sabi aesthetics and eco-friendly materials. Just steps from Main Street and less than a 5 min drive from the train station, with scenic trails, shops and restaurants nearby. Book your stay and experience our artfully designed home and city!

Get Away to "Hygge" Tiny House on 75 Private Acres
Escape to 75 acres of secluded, private land and lounge in this "hyggelig" tiny house. The house has everything you need, from heat and A/c, strong wifi, TV with streaming (sign in to Netflix, HBO, etc), full working kitchen (gas stove, oven, microwave), shower and bathroom. This tiny house has an incredible amount of light coming in from the very large windows throughout. Outdoor amenities include wood patio, propane bbq grill, dining table/chairs, fire pit. Lawn games available on request.

Top Side
Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

Remote Waterfall Cabin at Swiftwater Acres
Deep in a lush oak forest, on the bank of Bushkill Creek sits this hidden oasis. This is simply THEE most private abode in the entire area. Situated just feet from the water, the falls can be seen and heard from every room within the cabin’s charming, rustic interior. This spectacular 45 acre parcel is set within a vast reserve of state land: an oasis within an oasis. Just 90 minutes from NYC, this is a truly sublime atmosphere, perfect for those seeking a rejuvenating and inspiring getaway.

Tranquil Tree-House on the beautiful Hudson River
Take it easy at this unique and tranquil getaway. I look forward to hosting you. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door. We have added a separate kitchenette additional crockpot and induction cooktop.

Waterfront Lake House
Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

Cozy Riverfront Victorian in the Hudson Valley
Wake up to stunning views of the Hudson River in this huge, immaculately clean, & beautifully designed historic home. Welcome to Sparrow House, our one-of-a-kind 1859 Gothic Victorian in the Hudson Valley. Only 80 minutes from NYC, 19 minutes away from the Beacon stop on the Hudson line/Metro-North, and 13 minutes from the Salisbury Mills/Cornwall Stop on the Port Jervis line/NJ Transit. The house is spacious, has exquisite light, and river and mountain views from nearly every room.

Special Nest w Private Entrance River View Porches
Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Charming Efficiency
Newly refurbished efficiency apartment. Full kitchen, new appliances. Comfy space with queen bed and shower in bathroom. Short stroll to coffee bar & all of Cornwall! 3 miles to West Point. Ten minute drive to Storm King, Dia in Beacon, restaurants on the Hudson River. LOTS of hiking options, wine trails and exploring the Hudson Valley. Woodbury Commons is 10 miles for those who prefer shopping! Happy to help with dinner reservations & help to make your stay memorable! Pet friendly.

Bluebell - Kos Retreats @ Frogs Hollow Farm
Bluebell is one of the two luxurious yurts we offer on our 100 acre organic farm. It is gorgeous, bringing you as close to nature as possible without giving up any of the luxuries in life! 450 sq ft of living in the round, it includes a full ensuite bathroom (in the yurt), and your own private deck, firepit, and barbecue outside. We are 15 minutes away from New Paltz, NY, and mere minutes away from the Shawngunk Mountains in the bucolic Hudson Valley.

Pet-Friendly 3BR Retreat – Walk to Shops & Cafe
Welcome to your pet-friendly Beacon retreat! This spacious 3-bedroom, 1.5-bath townhouse is just one block from Main Street, placing you steps away from Beacon’s best coffee shops, restaurants, boutiques, and galleries. Enjoy a short walk to the Roundhouse, Hudson Valley Brewery, and other local favorites. The train station and Dia:Beacon museum are just a 6-minute drive, and the Loop Bus stop is only 2 blocks away for easy local transit.

Hot Tub Bliss on 2 acres 16mi to West Point
Perfect Hudson Valley Getaway with king bed and 5 other beds, your own private hot tub, a spa like Master Bathroom with frameless shower, and heated tile floors make every step oh so cozy in both bathrooms! The house sits on a gorgeous two acres surrounded by trees and complete with a fire pit. Fast Wi-Fi , free off street parking just 16mi to West Point
Popular amenities for New Windsor pet-friendly home rentals
Pet-friendly house rentals

Hillside Views in Hudson Valley

Historic 1 BR Family Home Near Buttermilk Falls

Cozy cottage with firepit and walking trails

Hudson Valley Mountaintop Riverview
Woodstock Historic Artist Estate - The Pond House

Modern 3BD West Point USMA House w/ HotTub!

The Waterfall House

Luxury Townhouse Near West Point
Pet-friendly home rentals with a pool

midcentury mod * POOL * walk out trail R2R /TOWN

Entire Home (private pool), Event Friendly

E and T Getaway LLC

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

4Br Mountain Brook House on 130 acres w/ trails

Peaceful and Private Boutique Apartment *Pool*

Design Scandi Retreat, Heated Pool, Dogs Welcome

Huge eclectic space w/ private pool. 1.5hr to city
Private, pet-friendly home rentals

Stylish Private Studio 1 block from Main St Beacon

Cozy Cabin | Fire pit + Hiking + Pets Welcome

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Cabin in the heart of the Hudson Valley, Cabin 3

Beacon Modern victorian+garden—steps to mainstreet

Lakefront Cottage near Hudson Valley

Cozy Lake Cottage

Modern Country Cottage by Bear Mountain
Destinations to explore
- New York City Holiday rentals
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- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Portland Holiday rentals
- Providence Holiday rentals
- Times Square
- MetLife Stadium
- Central Park Zoo
- New York City Center
- Hunter Mountain
- Yankee Stadium
- Columbia University
- Mountain Creek Resort
- American Dream
- Bethel Woods Center for the Arts
- Rockefeller Center
- Radio City Music Hall
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Astoria Park
- Fairfield Beach
- The Metropolitan Museum of Art
- Bronx Zoo
- Resorts World Catskills
- Nickelodeon Universe
- Brotherhood, America's Oldest Winery
- Lincoln Center For The Performing Arts
- Mohonk Preserve





