
Family-friendly holiday rentals in New Windsor
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in New Windsor
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Quaint Apartment in Cornwall on Hudson
Looking for a weekend getaway? Come experience this centrally-located apartment in the quaint village of Cornwall-on-Hudson. Step outside to find river views, enjoy miles of hiking trails, Hudson River picnics and kayaking that start right up the road. Just minutes to West Point, the Storm King Art Center, Mount Beacon and Woodbury Commons and still in walking distance to shops, restaurants, and parks. We’re excited to make this your favorite place to stay while visiting the Hudson Valley area.

Country Getaway - Close to Hiking & Storm King
Enjoy the countryside minutes away from downtown restaurants, bars and Main Street, in our private, cozy loft studio! Located on 1.5 acres, this clean and comfortable apartment includes a kitchenette with bar-style table, living room and two flat screen Roku TV’s with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have two parking spaces, a private first-floor entrance, private full bathroom, outdoor dining area, BBQ and fire pit! Pool available seasonably.

Hiker's nest
This is a cozy room with private forest views and all the basic amenities (small kitchenette). We are located next to the entrance of Mount Beacon park (the free Loop Bus from the station drops you on our corner), a three-minute walk to the trail entrance, and a 25 minute walk to the train station and Main Street. The room is attached to the main house, but you have your own entrance with code access. We live in the main house, so we are here to answer questions or help with your stay.

Spacious & Private Hudson Valley Getaway
Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

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!

Lady Montgomery
Enjoy this trendy and comfortable home overlooking the Hudson river. Lady Montgomery is set in the perfect family-friendly neighborhood, walking distance to the bridge trail to Beacon and Newburgh waterfront. Perfect for friends and couples who want to explore all that the Hudson Valley has to offer like shopping, hiking or dining. Equipped with an outdoor patio, fireplace, fire pit and 2 bikes to help you explore. Everyone will enjoy their time in this comfortable artistic home!

Renovated Red 1890’s Hudson Valley Barn
Renovated barn in Mountainville, NY at the base of the Schunnemunk hiking trails. 1 mile from Storm King Art Center. 3 miles to Cornwall. 10 minutes from Woodbury Common Premium Outlet. 15 minutes to West Point. Private stairs & balcony leads to 500 square foot second-story space. You get the entire upstairs to yourself. The NYS Thruway does run between the house and the mountain. There is highway noise. TV has a ROKU. The WiFi signal is weak due to the metal siding on the barn.

Riverview Rowhouse, a vintage modern home
Stylishly renovated 1890 Rowhouse in Newburgh's up-and-coming Washington Heights District. Enjoy your morning coffee with views of the Hudson River and Mountains. Just 75 minutes from NYC, this home is a short drive to the Newburgh Waterfront and Liberty Street's hip new shops and restaurants such as Ms. Fairfax, The Flour Shop, Liberty Street Bistro, Mama Roux, The Newburgh Brewery, and more. Close proximity to the Beacon Ferry and a short drive to the Beacon train station.

Modern+bright forest escape - near village & train
Modern, efficient, and elegant private flexible garden apt. Guesthouse can be used as a studio apartment, or as a private personal retreat space for art/work/rest/meditation. Hiking trails available right out the door, and just a few minutes walk to Cold Spring's vibrant Main Street and Metro North train station to NYC and beyond. Comfortable bed, all modern amenities. Private patio. Native pollinator gardens and forest surround. Solar orientation brings in natural light.

Cozy Lake Cottage
Cozy cottage in residential lake community, adjacent to historic fine dining restaurant. There is an approximate 150 yard walk down to the lake to enjoy the spectacular sunsets . Centrally located in the Hudson Valley near everything there is to experience. Located in our area Many Local Wineries ( Angry Orchard) Woodbury Commons Outlet Mall Historic Newburgh and Waterfront Culinary Institute of America US Military Academy New Paltz and Mohonk Mountain House

The Loft at 12 Clara- Serene-Private-Welcoming
Features - Large space 12 ' ceilings with fans +AC - Exceptional quality in a homey atmosphere - 2 Super comfy queen sized beds. - Huge bathroom - Heated Jacuzzi bathtub - Seated shower - Coffees, teas, morning muffins - Private driveway. Parking at door. - Writing desk. - Wifi - 5 min SKAC -12 min USMA -10 min Woodbury Common -15 min Newburgh Riverfront Restaurants -25 min Beacon -Must be 25 years or older to book. No parties. - dbl occ

Studio in Cornwall
Located near the village, hiking trails, Jones Farm, Hudson River, Woodbury Commons, West Point and more. The studio is ground level with a private entrance. The kitchenette incudes a convection toaster oven, a hot plate cooktop with pots/pans, light kitchenware, coffee maker, & fridge. Also provided: TV, Roku stick, Wi-Fi, AC/electric heat. (No cable) This is our home. The use of illicit drugs, smoking and excessive alcohol is prohibited.
Popular amenities for New Windsor family-friendly rentals
Family-friendly home rentals with a hot tub

Foxglove Farm

Relaxing secluded stay with loving social animals.

Modern Upstate Gem Surrounded by Trees | Hot Tub

Entire Home (private pool), Event Friendly

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Cozy Mountainside Suite - Minutes from Beacon

Mountainview Mansion Countryside Stay / Lrg Hottub

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Family- and pet-friendly home rentals

Cozy Riverfront Victorian in the Hudson Valley

Amenia Main St Cozy Studio

Glenbrook Country Villa

Balmville Mid-Century Gem & Work From Home Retreat

Eclectic one-bedroom house

Art Room at Old Stone Farmhouse

Dream getaway apartment in the foot of Gunks Ridge

The 1772 Lefevre Stonehouse Suite
Family-friendly home rentals with a pool

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Kapitan’s Cottage Private Upstate Catskill Retreat

Private Country Getaway

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Comfy Studio at Mountain Creek Resort

Renovated Forest Oasis with Pool & Fire-pit

Appalachian Lodge Top Floor w/views

Peaceful and Private Boutique Apartment *Pool*
When is the best time to visit New Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $182 AUD | $214 AUD | $291 AUD | $298 AUD | $326 AUD | $321 AUD | $326 AUD | $326 AUD | $326 AUD | $256 AUD | $239 AUD | $326 AUD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about holiday rentals that are family-friendly in New Windsor

Total holiday rentals
Explore 10 holiday rentals in New Windsor

Nightly prices starting at
New Windsor holiday rentals start at $136 AUD per night before taxes and fees

Verified guest reviews
Over 1,420 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, Wi-Fi and Pool across New Windsor rentals

4.8 Average rating
New Windsor stays are highly rated by guests—averaging 4.8 out of 5!
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- Times Square
- Rockefeller Center
- Columbia University
- Hunter Mountain
- Central Park Zoo
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Fairfield Beach
- Bethel Woods Center for the Arts
- Radio City Music Hall
- Rye Beach
- The Metropolitan Museum of Art
- Astoria Park
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Bronx Zoo
- Rowayton Community Beach
- Resorts World Catskills
- Rye Playland Beach
- Jennings Beach
- Hudson Highlands State Park
- Kent Falls State Park
- Riverside Park




