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

Total vacation rentals
Explore 10 vacation rentals in New Windsor

Nightly prices starting at
New Windsor vacation rentals start at $80 per night before taxes and fees

Verified guest reviews
Over 480 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of New Windsor vacation 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.

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!
PetsWalkabilityParking

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.
WalkabilityPetsHeating

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.
WalkabilityPetsIndoor spaces

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
WalkabilityPetsWifi

Farmhouse w/ Pool, Sauna & Hot Tub near Storm King
Welcome to The Storm King Farmhouse! Experience the best of upstate living in this beautifully renovated 1800s farmhouse located 50 mi from NYC. The property features a heated pool, Finnish sauna, premium hot tub, pickleball & basketball court, fire pit, pond, and more! Located close to exciting Hudson Valley activities - Storm King Art Center (1 min), West Point (15 min), Legoland (25 min), hiking trails, breweries, etc. This is the perfect place to relax with family & friends! Pet friendly!
Outdoor spacesPetsAccuracy

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.
PetsOutdoor spacesBackyard

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.
PetsOutdoor spacesKitchen

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!
PetsOutdoor spacesComfort

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.
WalkabilityPetsAir conditioning

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.
Outdoor spacesWalkabilityCheck-in

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!
WalkabilityOutdoor spacesGetting around

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.
WalkabilityPetsCheckout
Popular amenities for New Windsor pet-friendly home rentals
Pet-friendly house rentals
Cozy chic Beacon retreat near Main St w hot tub
WalkabilityPetsFamily

Beacon Creek House
WalkabilityPetsHospitality

Charming Getaway 16mi to West Point!
Outdoor spacesPetsAccuracy

Hudson Valley Hygge House~ comfort in the country!
PetsOutdoor spacesParking

Eclectic one-bedroom house
WalkabilityPetsLocation

Creekside cottage on 65 acres
WalkabilityPetsDecor

Mt hikes, city strolls river walks
Outdoor spacesPetsComfort

Modern 3BD West Point USMA House w/ HotTub!
WalkabilityPetsSleep quality
Pet-friendly home rentals with a pool

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
PetsWalkabilityLaundry

Cozy Retreat w/ Pool, Cinema Room & Fire Pit
PetsOutdoor spacesAir conditioning

E and T Getaway LLC
PetsOutdoor spacesSolo travel

Entire Home, Private Indoor Pool
Outdoor spacesPetsBathroom

Gorgeous Garrison Gem Sauna, Spa 5 min Cold Spring
WalkabilityPetsWifi

midcentury mod hot tub*walk out trail R2R/Mohonk
Outdoor spacesWalkabilityValue

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

Magic Red Barn with Heated Salt Pool (opened now)
Outdoor spacesPetsWifi
Private, pet-friendly home rentals

Fern - Kos Retreats @ Frogs Hollow Farm
Outdoor spacesPetsBiking

Private Lake House 1 Hour to NYC & Near Westpoint
PetsWalkabilityValue

Top Side
Outdoor spacesWalkabilityKitchen

Centrally Located in the Heart ❤ of Newburgh
PetsWalkabilityGrill

Lakefront Cottage near Hudson Valley
Outdoor spacesPetsBiking

Cozy Cabin | Fire pit + Hiking + Pets Welcome
PetsWalkabilityKitchen

Cabin in the heart of the Hudson Valley, Cabin 3
PetsOutdoor spacesKitchen

Hidden cabin on 2 wooded acres
WalkabilityOutdoor spacesCheck-in
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