
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 $112 AUD 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

Wi-Fi availability
10 of New Windsor holiday rentals include Wi-Fi 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.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for 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!

Your West Point Academy Home Away from Home
Make yourselves at home in this lovely, privately-owned residence as you attend West Point Academy events and tour scenic Hudson Valley. Build in 1900 and renovated in 2019, this house combines historic charm (original wood floors) with modern conveniences. The home's location is a twelve-minute drive to West Point's Washington Gate and within walking distance to the restaurants and shops of Cornwall. Enjoy 4th of July fireworks and weekly summer concerts with ease relaxing on the front porch!

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.

Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

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.

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.

Stylish Private Studio 1 block from Main St Beacon
Stylish, private bedroom & bath w/ self check-in private entrance. Garden/art/antiques/vintage bar-cart/mini-fridge/microwave/43in 4KTV/ black-out curtains/outdoor seating area. 1 block from Main St/3 min free shuttle/20 min walk from Metro-North station. Close to DIA&hiking trails. NOTE: -Ceilings are a bit low so if you are very tall, please contact before booking. -To ADD PET click "guests"scroll to bottom,select"pet"to pay fee for ONE pet $45 xtra for EACH additional pet

Beacon Modern victorian+garden—steps to mainstreet
Hey there! Welcome to style and ease at our GUESTHOUSE in the heart of the creative and vibrant Beacon NY. Central air and heat (new!). Retreat to your 1000 square foot GH with your own private entrance, 2 bedrooms, (King sized bed!), queen bed, and plush queen pull out sofa in the living room (with door for privacy), and microwave, toasteroven, kettle, mini fridge, glasses, plates/utensils (no stove or kitchen sink). Streaming tv, WiFi, workstation, garden!
Popular amenities for New Windsor pet-friendly home rentals
Pet-friendly house rentals

Lower Hudson Valley Idyllic Retreat

midcentury mod * POOL * walk out trail 2 mohonk

Modern Upstate Gem Surrounded by Trees | Hot Tub

Hilltop Hideaway Forest Villa on 13 acres!

Modern creekside cabin in the Catskills

Eclectic one-bedroom house

ENTER HOME - Minimalistic style warm & inviting

Hot tub with stunning views, 5 min to Woodstock
Pet-friendly home rentals with a pool

TheGoshenGetawayPoolHotTubLegoLandArcade.

E and T Getaway LLC

Entire Home (private pool), Event Friendly

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

4Br Mountain Brook House on 130 acres w/ trails

Design Farmhouse w/ Pool + Firepit | Hudson Valley

Pool open 5/22! Huge eclectic space. 1.5hr to city

Modern Upstate Cabin, near Rhinebeck NY
Private, pet-friendly home rentals

Dave's Milk Barn

Private Lake House 1 Hour to NYC & Near Westpoint

Little cabin under the ridge

Foxglove Farm

Dreamy Catskills mountain getaway w/ yoga studio

Cozy Cabin | Fire pit + Hiking + Pets Welcome

The Waterfall Casita: A-frame with 30ft Waterfall

Glenbrook Country Villa
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Times Square
- New York City Center
- Central Park Zoo
- Columbia University
- MetLife Stadium
- Hunter Mountain
- Mountain Creek Resort
- Yankee Stadium
- Rockefeller Center
- Bethel Woods Center for the Arts
- Radio City Music Hall
- Thunder Ridge Ski Area
- Astoria Park
- Fairfield Beach
- The Metropolitan Museum of Art
- American Dream
- Minnewaska State Park Preserve
- Bronx Zoo
- Resorts World Catskills
- Nickelodeon Universe
- Brotherhood, America's Oldest Winery
- Mount Peter Ski Area
- Kent Falls State Park
- Mohawk Mountain Ski Area





