Kid-friendly holiday rentals in Woodstock

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Woodstock

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

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Guest favourite

Cabin in Saugerties

4.87 out of 5 average rating, 181 reviews

Private Woodstock Getaway w Hot Tub

Relax in this cozy retreat on a private road. Snuggle up by the fire, play some records, relax on the sunny deck, or jump in the hot tub. Cook dinner in the fully stocked kitchen or grill on the deck and enjoy your meal in the screened in porch. The master bedroom has a king-size bed and quality linens, as do the other two bedrooms, one with a queen and one with 2 twins beds. Relax downstairs in the family room, watch a movie, or cozy up by the wood burning stove. Short drive to the town of Woodstock ! Close to skiing, hiking & swim holes! $50 extra for dogs. No cats. Use hot tub at your own risk. The whole home is yours except the garage remains closed. Always available if any issues arise, but not on the property. The house is set back on a private road. It's a genuine retreat, but still only a short drive from the shops and restaurants of Woodstock and Saugerties. Local hikes abound, and venture a little further to find swimming holes and skiing. If you have a small child, I suggest bringing a gate as there are stairs to the basement.

Guest favourite

Cabin in Kerhonkson

4.99 out of 5 average rating, 149 reviews

Lovely Cabin w/Piano No Car Needed Best Hiking

When you truly want to get away from it all, come experience the wilderness of the Catskills. We're nestled next to 30k acres of the Sundown Wild Forest inside the 300k acres Catskill Park, 2 hrs from NYC. Enjoy any of the 3 fireplaces located in and around the cabin after your choice of 8 hiking trails you can take from our doorstep including the cascading pools of the secluded Vernooy Kill Falls. Ecology History tour available RT private transportation from New Paltz Trailways Bus available.

Superhost

Cottage in Hudson

4.84 out of 5 average rating, 130 reviews

Peaceful waterfront getaway (5 mi from Hudson, NY)

Love nature? Enjoy your own entire home on the Stockport Creek with private kayak/boat launch to the Hudson River. Hiking and bike trails nearby. You are immersed in Columbia County’s rural beauty between the Berkshires and the Catskills with Hudson’s hopping food and art scene minutes away. OMI sculpture park, Olana, farm markets, and Warren Street are a short drive. Ski Hunter or Catamount. Cozy wood burning stove as well as outdoor fire pit. Minimum 3 day stay. Ask about long term rates

Guest favourite

Cottage in Mongaup Valley

4.99 out of 5 average rating, 222 reviews

Hot Tub, Playground, 3 Acres, and Much More!

Relax with the whole family at this peaceful cottage in the trees 5 minutes from Bethel Woods - check out their upcoming events! Recently renovated cottage with hot tub, an electric fireplace, washer and dryer, dishwasher, and smart TVs. Family-friendly features include a baby gate, potty training seat, high chair, toddler-safe bunk beds, and toys Outdoor features include 2 fire pits, trampoline, jungle gym, basketball hoop, walking path, stream w/ waterfall, and 3 acres of woods to explore

Guest favourite

Home in Lake Katrine

4.95 out of 5 average rating, 111 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.

Superhost

Home in Kingston

4.93 out of 5 average rating, 126 reviews

Hightop House: Modern, Uptown, Centrally Located

Hightop House is a newly renovated Victorian home in midtown Kingston. Ideal for a WFH getaway (inhouse and coworking partnership), groups, and families. Enjoy easy access to Kingston and surrounding areas. 3 bedrooms, 2.5 baths. Large open kitchen, contemporary furnishings, brand new appliances. Walk to UPAC / Stockade District, Keegan Ales. <10 min drive to the Rondout district, Hutton Brickyards. 10min to Ashokan Rail Trail, Onteora Lake. 20min drive to Saugerties, Woodstock, Rosendale.

Guest favourite

Cottage in Livingston Manor

4.99 out of 5 average rating, 137 reviews

Cozy mountain top home - views, 5acres & a gym.

Located 2hrs from NYC, 7mins from Livingston Manor and close to Belleayre and Plattekill ski mountains. Sat atop a mountain, with 5 acres that sweep away from the property revealing stunning long distance views. Beautiful light throughout - front room with fireplace, full renovated kitchen, lounge, dining area, master bedroom, 1 large guest room, office / single bedroom, 2 bathrooms and huge covered back porch + a full home gym complete with Peloton bike, Peloton tread + ping pong table.

Superhost

Flat in Beacon

4.84 out of 5 average rating, 103 reviews

Lovely 2 bed, 2 full bath. & private yard getaway

Bring the whole family to this super clean place with lots of room for fun. Private Yard ! kitchen/ dining room, living room, main bedroom w/king size bed & private bathroom, kid’s bedroom w/queen size bed & full bathroom across the room. This beautiful Airbnb has prime location. Across the street you will find the beautiful Madam Brett park w/waterfall and walking trail. Close to main street, train station, MT. Beacon also 8 min drive to Bannerman Castle and Dia Beacon Museum.

Guest favourite

Home in Kerhonkson

4.95 out of 5 average rating, 351 reviews

Ask About Winter/Spring Discounts!

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.

Superhost

Home in Middletown

4.89 out of 5 average rating, 123 reviews

Riverfront! Swim, Fish, Hot Tub & Game Barn.

Fish, Tube, Hot tub and Game room! All in one property! This exquisite riverfront home has 3 bedrooms and a sleeping loft. This magical property is 7 acres on the River. Bellayre beach 15 mins and Windham mountain biking 30 mins. Hike, s’mores by the fire, hang out in the 3 season game barn equipped with a pool table and darts, have a drink in the riverside hot tub. 5 mins to retro bowling and restaurants. NO FIRST TIME RENTERS ID VERIFIED/REVIEWED RENTERS ONLY.

Guest favourite

Cabin in Accord

4.94 out of 5 average rating, 112 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 favourite

Home in Palenville

4.95 out of 5 average rating, 151 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.