Family-friendly vacation 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.

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Guest favorite

Guesthouse in Woodstock

5 out of 5 average rating, 337 reviews

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

PRIVATE Modern/Rustic Apt WALK TO ALL 5 * Rating "premiere" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1&1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE on deck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground

Guest favorite

Home in Lake Katrine

4.95 out of 5 average rating, 109 reviews

Waterfront 3BR Home in Hudson Valley, Catskills

Key Residence Features at a glance; Waterfront on the Esopus Creek, Seasonal Kayaks, Rowboat, Dock (approx. Memorial Day weekend-mid October) large yard. Fully equipped kitchen, cable, wireless internet, washer and dryer. Enclosed porch, deck and patio with propane grill and patio furniture. Paved flat driveway, ramp allowing access to first floor, oversize door to first floor bathroom. Three spacious bedrooms with air conditioners. Convenient location close to thruway exits. No boat launch.

Guest favorite

Home in Athens

4.83 out of 5 average rating, 169 reviews

A Victorian "Lady"

Enjoy an old-fashioned vacation right across the street from the Hudson river. Watch the tides, boats, and barges pass by. Dining, kayaking within walking. Historic Hudson, Olana just 10 min. drive. This is a house to relax, use as a base for other activities. It is not intended as a place to party.. It is a quiet neighborhood. I expect my guests to respect that. There is a weekend special. If you book friday/saturday or saturday/sunday the price is $350.00 for the 2 nights. Thanks

Guest favorite

Home in Woodstock

4.98 out of 5 average rating, 209 reviews

Sweeping mountain views/3 bedroom house

A quick 3 minute drive to the center of town, our recently built 3 bedroom house has gorgeous mountain views and is on 5 beautiful secluded acres surrounded by trees. The property is fantastic in all seasons and close to amazing Catskill skiing, hikes, waterfalls, swimming holes, and the Hudson River, as well as the towns of Phoenicia, Saugerties, Kingston, Catskill, Hudson, Rhinebeck, and Tivoli. In winter we have the best sledding hill in town! Follow us on Insta @ohayowoodstock

Guest favorite

Home in Kerhonkson

4.95 out of 5 average rating, 344 reviews

Cozy Country Cabin for Dogs, Families & Friends

Look from the luxurious spa tub at the countryside oasis atop a rolling knoll on the edge of fir-scented forest land. Come home from a hike, farm, or award winning restaurant, & snuggle up by the fire under grand cathedral ceilings. In summer, swim in the salt water pool & enjoy the fire pit surrounded by lush landscaping & quiet. Stunning views as the seasons change, the windows showcasing rolling snowy hills or the vibrant colors of autumn leaves climbing the mountains.

Guest favorite

Rental unit in Shandaken

4.8 out of 5 average rating, 184 reviews

Catskill Cabin, Chill Apartment, 1st Fl * * * * *

Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and dudes, kids and us grownups. Enjoy the mountain views. The Farmhouse is surrounded by miles of preserved forest land. Enjoy the mountain views. Parties or events are not allowed.

Guest favorite

Cabin in Accord

4.94 out of 5 average rating, 110 reviews

Peaceful Cabins by the river, excellent wifi!

Just opened availability for Christmas and New Years Week! The Big Cabin, located 15 feet from the water’s edge, will easily sleep six. The Little Cabin, 30 yards from the House with a water view and plenty of privacy, is perfect for a couple. Located on a secluded, non-thoroughfare road, it includes access to a private swimming hole and waterfall. Near the Shawangunk climbing mountain and hiking/cycling trails, Accord “downtown” (ha!) and super chic Inness.

Guest favorite

Home in Round Top

4.96 out of 5 average rating, 189 reviews

Escape in the Catskills w/hottub

*NO CLEANING FEE!* World Class View!!! Our place is close to a multitude of Catskill Mt. Hiking trails, Windham and Hunter Mountains, North/South Lake, and Blackhead Mountain golf course-which is one of the most outstanding 18 hole, par 72 championship courses in the Northeast. Our place is good for couples, solo adventurers, and small groups. Please make sure to enter the correct number of guests, as there is an additional fee for more than 2 guests. Thank you.

Guest favorite

Home in Palenville

4.95 out of 5 average rating, 119 reviews

Serenity Retreat: Mountains, Waterfalls, Comfort

Enjoy a tranquil retreat overlooking a peaceful creek, set against gorgeous mountain views and nearby spectacular waterfalls. Just a short drive from Woodstock and Saugerties, NY this home on a serene country lane is a gateway to nature's beauty. With close proximity to local attractions, a lush garden, stunning mountain vistas, and a family-and-pet-friendly yard featuring a fire pit and bad mitten, it's the perfect blend of comfort and adventure.

Guest favorite

Home in Denver

4.98 out of 5 average rating, 135 reviews

Hilltop Hideaway - best Catskills views!

Best view in the valley! Come relax on the patio, breathe in the fresh mountain air and watch the clouds pass through the vista below. The house is located on a private road for ultimate serenity, convenient to the charming town of Roxbury. 3 bedrooms, a full-height sleeping loft, 2 full baths and fully appointed kitchen make this a perfect destination to relax with family and/or friends. Pets allowed with approval. 4WD/AWD car essential in winter.

Guest favorite

Cottage in Livingston Manor

4.99 out of 5 average rating, 147 reviews

Nicks Place

Open space kitchen, dining, and living room All in a cozy country setting . Two bedrooms with queen beds and two single beds in spacious loft. Bright and sunny. Outdoor grille, firepit, and sun porch. Close to hiking trails, one mile from state gamelands. Minutes from Beaverkill and Willowemoc rivers. Close to three local breweries and distillery. Within an hour of ski resorts. Super quiet location, off the beaten path.

Guest favorite

Home in Woodstock

4.95 out of 5 average rating, 130 reviews

Woodstock Secluded Close to Town

Our beautiful family vacation home sits on a 3 acre parcel with a stunning Mountain view that is situated amongst the trees off of a private road . Amazing location only a half of a mile to the Millstream and Woodstock town center. Sit on our large fenced in deck and listen to the birds, soak in the hot tub and enjoy a peaceful getaway.