
Family-friendly vacation 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.

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. We live here with kids/dogs so you may hear us moving

Historic Stunner w/WasherDryer, Balcony, 2 bedroom
Our cozy historical 2 bedroom apartment with river views, two porches, and modern upgrades is just what you need for a delightful getaway or focused work-cation. We've preserved historical charms (hardwood floors, historical trim, retro fixtures) while adding in modern amenities (washer/dryer, dishwasher, stylish bathroom, new kitchen, electric car charger, etc!). Less than a mile from the Newburgh-Beacon Ferry launch, which connects you to Metro North Train. Note: Located on the second floor!

Private ground floor guest suite in Hudson Valley
Guest favorite/newly renovated/private, ground floor guest suite. Br/full bath/large LR w/big TV/frig/mw/coffee in centrally located area in the heart of Hudson Valley. Walk to Dutchess Rail Trail/Uber accessible/self ck in. Close to Poughkeepsie, Beacon, Vassar/Marist/DCC colleges, Walkway over Hudson, Culinary Institute, Vassar Hospital, Hyde Park, New Paltz, Rhinebeck. Couch only in LR would be ok for a child. Pets considered for $15/night fee w/inquiry prior. No full kitchen. Car suggested.

Scenic 1-bedroom rental in Newburgh
Tranquil top floor apartment in a historic Newburgh building steps from the Hudson. Tastefully presented by Hendley & Co - a local design boutique - this unit offers serene views and all amenities you need for a comfortable stay. High end furnishings throughout provide a relaxing stay or a peaceful work environment. Ferry to Beacon within walking distance. Fast Wi-Fi, Samsung washer/dryer, and a walk-in rainfall shower. Monthly stays welcome. Please note several flights of stairs required.

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.

Sunny Loft Morning Muffin Basket
Book with me if you want exceptional quality in a homey safe & secure environment. Do you want- - Morning muffins/cookies - Coffee bar, teas, hot cocoa - 2 Super comfy queen sized beds. - Huge bathroom - Heated Jacuzzi bathtub - Seated shower - Private driveway. Private entrance - Parking at door. - Writing desk. - Wifi - Singles/double Minutes from -SKAC -USMA -Woodbury Common -Stewart Airport -Beacon-DIA-Metro -No cooking allowed. Inquire about extra guests. Relax. Enjoy. Book now.

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.

Lady Montgomery
Enjoy our 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 the area. Everyone will enjoy their time in this comfortable artistic home!

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.

Newly built apartment steps from Mohonk preserve.
Nestled amongst the trees below Bonticou Crag this is a great base camp for climbing, hiking and biking. Five minutes from New Paltz; I do recommend having a car to access the area. Shared yard and fire pit right outside. My family and I live in the main part of the house. The outside area and house are still under construction, I’m working on it but its not put together yet. The apartment and inside area are clean and newly built with their own mini split and air circulation.

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.
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

Cozy Mountainside Suite - Minutes from Beacon

Woodstock retreat with hot tub and deck with view

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

Mountain View Retreat

Countryside Couples Suite
Family- and pet-friendly home rentals

Unique Barn Loft on Century Old Farm

Amenia Main St Cozy Studio

Glenbrook Country Villa

R & R On The Knoll

Cozy retreat, centrally located in Beacon NY

Lux OffGrid Oasis - A frame Farm + River + Animals

Eclectic one-bedroom house

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

midcentury mod * HOT TUB * walk out trail 2 mohonk

Far Away, So Close

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Private Country Getaway

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Comfy Studio at Mountain Creek Resort

Le Petit Abris at Gunks EcoLodge

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 | ﺩ.ﺇ441 | ﺩ.ﺇ518 | ﺩ.ﺇ705 | ﺩ.ﺇ723 | ﺩ.ﺇ790 | ﺩ.ﺇ779 | ﺩ.ﺇ790 | ﺩ.ﺇ790 | ﺩ.ﺇ790 | ﺩ.ﺇ621 | ﺩ.ﺇ580 | ﺩ.ﺇ790 |
| 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 vacation rentals that are family-friendly in New Windsor

Total vacation rentals
Explore 10 vacation rentals in New Windsor

Nightly prices starting at
New Windsor vacation rentals start at ﺩ.ﺇ331 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 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!
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