
Pet-friendly holiday 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.

Foxglove Farm
Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

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

Grant - A Tranquil One Bedroom Steps from River
The Grant - an elegant one bedroom in a historic Newburgh building steps from the Hudson. Tastefully presented by Hendley & Co - a local design boutique - this sun-drenched unit features 11 foot ceilings, oversized windows, and murals by artist Megan Galante. High end furnishings throughout provide a relaxing stay or a peaceful work-from-home environment. Ferry to Beacon within walking distance. Amenities include a large backyard/porch, Fios 300Mbps WiFi, LG washer/dryer, dishwasher & more.

Cozy Lake Cottage
Make wonderful memories on pristine Walton Lake. 1 hr from NYC . This ALL INCLUSIVE Waterfront Cabin is like a mini resort! Rustic, rugged, off grid feel yet 2 miles from town. It has 2 docks, over water hammock & fire pit🔥. Enjoy sunsets in any temps from inside or out, or coffee in the tree hut! Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes COMPLIMENTARY Firewood, NO CLEANING/PET FEES🐕

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

Slate Cabin - Stylish Country Escape x Rhinebeck

Modern Upstate Gem Surrounded by Trees | Hot Tub

Hilltop Hideaway Forest Villa on 13 acres!

Modern creekside cabin in the Catskills

ENTER HOME - Minimalistic style warm & inviting

Eclectic one-bedroom house

The Stone House

BoHo Scandi Farm Retreat, Fireplace, Dogs Welcome
Pet-friendly home rentals with a pool

TheGoshenGetawayPoolHotTubLegoLandArcade.

E and T Getaway LLC

Entire Home (private pool), Event Friendly

Highwoods Haven | saltwater pool and hot tub

Peaceful and Private Boutique Apartment *Pool*

Huge eclectic space w/ private pool. 1.5hr to city

Modern Upstate Cabin, near Rhinebeck NY

Woodstock Mountain Cottage w/ Pool and Mtn Views
Private, pet-friendly home rentals

Dave's Milk Barn

Dreamy Catskills mountain getaway w/ yoga studio

Tiny cottage on DiR mini farm

Black A-Frame: Catskills Cabin

Glenbrook Country Villa

Margaret's Heart

Top Side

The 1772 Lefevre Stonehouse Suite
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 $135 NZD 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!
Destinations to explore
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- 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
- Astoria Park
- Thunder Ridge Ski Area
- Fairfield Beach
- American Dream
- The Metropolitan Museum of Art
- Minnewaska State Park Preserve
- Resorts World Catskills
- Bronx Zoo
- Nickelodeon Universe
- Brotherhood, America's Oldest Winery
- Mount Peter Ski Area
- Mohawk Mountain Ski Area
- Kent Falls State Park





