Family-friendly holiday rentals in Cold Spring

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Cold Spring

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Cold Spring

4.95 out of 5 average rating, 327 reviews

Hilltop Hideaway Forest Villa on 13 acres!

Our artistic, spacious , comfortable home is set on 13 (fairytale-esque) private, forest acres. We are minutes away from hiking trails, swimming lakes, and the Hudson River where you can kayak. The house is located on 13 acres of land just minutes away from the vibrant shopping of downtown Cold Spring, NY. It is surrounded by lakes and hiking trails, including the Appalachian Trail. We are minutes away from the Cold Spring train station. From here, you can get to Manhattan in an hour and 10 minutes. Occasionally our two small hypoallergenic dogs are with us in the house — one toy poodle and one shih tzu. If you'd like to bring your dog(s), this is a pet friendly home! Our dogs will not stay here when you visit, of course.

Top guest favourite

Home in New Paltz

4.98 out of 5 average rating, 497 reviews

midcentury mod * POOL * walk out trail to mohonk

A Frank Lloyd Wright inspired Mid Century Mod w updated amenities, comfy, clean, open concept. Large windows offer big views of flora/fauna and the many birds & wildlife. Mtn views including skytop. short wooded trail just behind house to access Wallkill Valley Rail Trail, from here walk a scenic mile to R2R trail (take to mohonk) Water St. mkt & the ❤️ of New Paltz Village Several outdoor seating areas. THE WHOLE PLACE IS YOURS FULL PRIVATE ACCESS HOUSE, POOL & PROPERTY POOL OPEN 5/1 - 9/30

Guest favourite

Cottage in Putnam Valley

4.89 out of 5 average rating, 278 reviews

Lakefront Cottage near Hudson Valley

Named in the Top 30 U.S. Lakehouse Rentals by Refinery29 in May'21, this beautiful, secluded cottage on pristine Lake Oscawana has breathtaking views. Escape the city and enjoy the fresh country air! Extra-large great room, cathedral ceilings, loft bedroom, kitchenette, bathroom, fireplace, wall of double-height windows with spectacular lake views. Central AC/heat, hardwood floors, private large deck with BBQ. Dock nestled in a cove where you can swim or paddleboard. Only 1 hour from NYC.

Top guest favourite

Home in Beacon

4.97 out of 5 average rating, 396 reviews

River & Mtn Views - Jacuzzi - near Metro North

Panoramic Hudson River and Storm King Mountain views, just a 5-minute walk from train station, 3 minutes to Dia Beacon. Walk to Main Street. (Or ride one of the house bikes!) Watch the sun go down over the Hudson River from the Jacuzzi (or the outdoor shower) at this prime location. My kitchen is fully equipped with more than just basics. Also, Weber grill out on the deck is hooked to gas line. Includes Linens, Towels & Toiletries. House also has Iron, Ironing Board and Hair Dryer.

Superhost

Guest suite in Cold Spring

4.79 out of 5 average rating, 526 reviews

Cozy getaway in Cold Spring

Sweet studio attached to our house w/updated kitchen & bathroom on a dead-end street backed up to a nature preserve. We have parking for those arriving by car & are a block from the train if coming up from the city. Walking distance to everything (Main St is 2 blocks away!) We welcome all types of folks and your lovely pets as well. We're here for your needs & offer as much contact or privacy as you like! In the summer, an outdoor shower is available to you as well through the backyard.

Guest favourite

Flat in Beacon

4.91 out of 5 average rating, 635 reviews

Cozy Beacon Studio

Studio apartment in an 1870 brick house, gut renovated in 2022 with Hudson Valley designer Simone Eisold. Property backs up to Beacon's famous Fishkill Creek and abandoned railway tracks (future rail trail). Take a nature walk on the tracks to Main St, the Roundhouse and the waterfall in ~10 min. The property has a separate patio & treetop hot tub with view of the creek and Mt Beacon for private additional rental (pending availability). Inquire for details. [Permit: 2024-0027-STR]

Guest favourite

Home in Cold Spring

4.95 out of 5 average rating, 171 reviews

Cozy, Modern Retreat in the Woods of Cold Spring

Newly renovated with modern style and amenities yet retaining all of its rustic warmth and charm, our home is perfect for your next get away. Outdoors, enjoy the salt water pool, patio, grill and fire pit in our secluded setting. Indoors we offer a sauna, steam shower, central heat and air, a woodburning fire place, ping pong table, washer and dryer, and a fully loaded kitchen. Located 7 minutes drive from charming Cold Spring and just across the river from West Point.

Guest favourite

Cottage in Kerhonkson

4.81 out of 5 average rating, 912 reviews

Cozy Cottage w/ Infrared Sauna

Escape to a serene, nature-inspired cottage nestled on the Shawangunk Ridge. Relax by the warm gas fireplace, gather around the handmade dining table crafted from 100-year-old reclaimed wood, or unwind in the private infrared sauna, accessible from the master bedroom. Explore nearby hiking trails, discover hidden messages throughout the space, and enjoy a curated "meaningful library." Perfect for relaxation, adventure, and meaningful moments with loved ones.

Top guest favourite

Cottage in New Paltz

4.99 out of 5 average rating, 559 reviews

Stone House 1807. Comfort, Peace and Nature.

Historic 200 yr old stone cottage, on three floors, renovated to a high standard, creating a very comfortable and peaceful retreat, whilst retaining soul and character. Extreme cleanliness is a priority. Quality bedding assures a good nights sleep. The bathroom offers a rain shower and soaking tub. The kitchen is fully equipped and fresh produce is available from the neighboring organic farm in season. Good hiking trails are accessible from the house.

Guest favourite

Home in Cold Spring

4.88 out of 5 average rating, 199 reviews

The Foundry House by the Hudson River

The Foundry House is an ivy covered historic brick home, built in 1800. It was used as workers quarters for West Point Foundry and its lumberyard during the Civil War until 1911. It has been beautifully restored into a cozy and comfortable home. It’s located on a quiet street a block away from Main Street, half a block away from the Hudson River and the Bandstand, and a minute walk to Cold Spring Metro North Hudson Line Train Station.

Top guest favourite

Campervan/Motorhome in Cold Spring

4.95 out of 5 average rating, 534 reviews

Hudson Highlands Base Camp

This vintage beauty is tucked away in the woods, near trail heads for spectacular hikes in the Hudson Highlands. Bull Hill, Breakneck and Mount Beacon are all accessible from here. Yet only a 20 minute walk (uphill) from Cold Spring Metro North station and 10 minutes from all shops. No car needed for this adventure. This 34 ft. land yacht is the perfect retreat. Full kitchen, bath/shower, heat, hot water and WiFi

Guest favourite

Chalet in Cold Spring

4.9 out of 5 average rating, 459 reviews

Mountain View Retreat

15 Minutes drive from Cold Spring & Beacon. 1 hour, 15 min by train or car from NYC. High-speed internet (wifi cell), cable, central AC, fireplace, large deck, mountain views, portable fire pit, gas grill and a 8 person hot tub. Featured in TIME OUT, "Best Airbnb Hudson Valley Rentals" Price change after 8 guests. Add guest number when booking, you can adjust it after booking. Specify beds you will need.