Family-friendly holiday rentals in Woodstock

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Woodstock

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

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Top guest favourite
Apartment in Woodstock
4.93 out of 5 average rating, 404 reviews

Luxury Studio White Mtns Jacuzzi Pool Pond River

Welcome to "PEMIWOOD" at Deer Park Resort In heart the White Mountains! Best Resort Amenities In the Area! River, Beach, Pond, Pool, Hot Tub, Sauna, Pickle Ball, Tennis, Racquetball, Wally-Ball, Gym, Game Rooms, Grills, Nature Trails, Ice Skating, Loon Shuttle, & more. Perfect for Romantic Retreat/Hiking/Skiing. River view, Jacuzzi tub, spa shower & zen design in unit! Close to Kancamagus, hikes, Loon, waterpark, & Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.

Top guest favourite
A warm living area presents wooden walls and high ceilings, with abundant natural light filtering through large windows. Seating options include a cozy couch and a rocking chair. A wood stove is positioned near a flat-screen TV, complemented by a bookshelf and dining area in the background.
Cottage in Thornton
4.96 out of 5 average rating, 184 reviews

Cottage w/ charm, mountain view & river HSI Wi-Fi

Escape to our secluded cottage, where tranquillity meets adventure. Enjoy mountain views, private access to the Pemi River. Unwind by the fireplace + enjoy a book from our library. Spend evenings by the fire pit, relax in the hammock, or swim in the river. Nearby hiking, skiing, & fishing spots offer outdoor activities. With high-speed Wi-Fi + a pet-friendly ( pet fee $60) policy, your stay is comfortable and convenient. Experience the perfect blend of comfort & nature for a memorable getaway!

Top guest favourite
A cozy sleeping area features a spacious bed positioned by large picture windows that frame the vibrant outdoor foliage. The wooden walls add a natural touch, while soft bedding is complemented by a warm throw blanket, creating a serene atmosphere for relaxation.
Tiny home in Dorchester
4.97 out of 5 average rating, 212 reviews

Trailside Stays - Tiny House in the Woods-Escape to Nature. Snow Owl

This charming and elegant little cabin will transport you into nature. The feeling of camping outdoors with indoor amenities. Part of the brand-new campsite, Trailside Stays that is conveniently located alongside the ski and mountain bike trails at Green Woodlands. This tiny house features 1 high quality queen-size bed, linens, kitchenette, large picture windows, bathroom with shower, heating and A/C, outdoor seating and grill top fire pit. Don't see your dates available? Check the other cabins!

Top guest favourite
Home in Lincoln
4.97 out of 5 average rating, 109 reviews

Hot Tub• FirePit• BBQ• Private Yard • Walk 2 Shops

•Backyard oasis: Private hot tub, fire pit, and patio seating for relaxing or entertaining. •Family, group, & pet-friendly: Kids love the yard; adults love unwinding after hiking or skiing. •Comfort & convenience: Plush beds, cozy decor, fully equipped kitchen, and thoughtful touches. •Prime location: Walk to restaurants, ice cream, and shops; minutes to hiking, skiing, and White Mtn. attractions. •Guest favorite: Perfect mix of adventure and relaxation. “Smack in the middle of all the action.”

Guest favourite
A serene outdoor space features a fire pit surrounded by natural stone. Lush greenery extends to distant mountain views under a partly cloudy sky, creating a peaceful setting for relaxation and outdoor gatherings.
Cabin in Tamworth
4.9 out of 5 average rating, 574 reviews

Secluded Mountain View Cabin • Private Sauna

A real cabin in the North Woods secluded, private, and surrounded by open sky and sweeping mountain views that remind you why you came. This log-style retreat sits deep in the woods above Tamworth, fully equipped for comfort without sacrificing the rugged feel. Hike local trails, stargaze in near-zero light pollution, or sit by the fire pit with the mountains in front of you. The optional wood-fired sauna steps from the door is the perfect end to the day. Sauna available as a one-time add-on.

Top guest favourite
A red cabin with a sloped roof is situated among tall trees adorned with autumn leaves. The front porch features white railings and a welcoming wreath on the door. A grassy area surrounding the cabin extends into a natural wooded landscape.
Home in Thornton
4.99 out of 5 average rating, 104 reviews

The Little Red Retreat - No Adt. Cleaning Fee

Your home base to explore the White Mountains and all they have to offer. 15 minute drive to Lincoln / Woodstock & Loon Mountain; 35 minute drive to Littleton w/ easy access to Plymouth, Waterville Valley, & Lakes Region. This eclectic cabin was built from the ground up in 2024 with the sole intention of welcoming guests like you to its woodsy embrace. We set out to create a peaceful stay with room for the whole family to relax after a long day of exploring, hiking, and adventuring in NH.

Top guest favourite
Cabin in Alexandria
4.98 out of 5 average rating, 307 reviews

Mountain Lodge with Private Sauna

Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at Wellington, Cardigan Mountain State Parks, AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Top guest favourite
A small red cabin with a green metal roof is surrounded by trees and rocks. Flower boxes are mounted under the windows, adding a touch of color. A patio area is visible nearby, featuring chairs and an umbrella for shade.
Tiny home in Thornton
4.98 out of 5 average rating, 241 reviews

Basecamp in the White mountains

This small cabin has been re-built with new pine paneled walls and ceiling, bunk beds, carpeting, electricity, a new Eco-outhouse!, solar shower and It is located at the edge of a field about 100 yards from our home. It is a perfect base camp for hikers 12 miles south of Franconia notch trail heads and Appalachian Trail crossing. The cabin is most often used by hikers who want a base camp near many of the most popular hiking trails near Franconia Notch. It is a peaceful and quiet place.

Guest favourite
The A-frame cabin features a wooden exterior with a triangular roof and large windows. A deck with railings is accessed by stairs, and an American flag is displayed. The surrounding area includes gravel pathways and lush greenery, creating a serene outdoor setting.
Cabin in Warren
4.93 out of 5 average rating, 146 reviews

Breezy Moose - A Frame Cabin/ Pet friendly

Welcome to the White Mountain National Forest. Take it easy at this unique and tranquil getaway. Cozy A Frame Cabin with AC situated on quite side road. Perfect for romantic getaway or family trip. House is situated for family of 3 (2 adults plus 1 kid). Minutes walking from swimming whole on the Baker River. Ideally located, 30 minutes to Loon & Cannon for skiing, and convenient to I-93 or I-91. Newly renovated and furnished. Pet friendly (pet fee).

Top guest favourite
An open studio space is displayed with a comfortable queen bed in the background. A cozy seating area features a dark sofa, a rustic coffee table, and wooden chairs. Natural light flows through nearby windows, emphasizing the warm wooden walls and inviting atmosphere.
Loft in Woodstock
4.98 out of 5 average rating, 252 reviews

The Loft at North House

This beautiful studio space is a barn loft with private deck off back. Open concept with cathedral ceilings, ceiling fans and fully equip kitchen. Large walk in shower and queen size bed. Just one mile from North Woodstock town and 15 minutes to hundreds of trails and attractions. Skiing at loon 15 minutes, Ice castles next door. ALSO NO hidden costs or cleaning fees added (we figure you should see what you are paying up front!).

Top guest favourite
A cozy seating area is furnished with a brown leather sectional sofa adorned with decorative pillows featuring tree patterns. A small round table is positioned in front, and the open kitchen with wooden cabinetry and a dining area is visible in the background.
Flat in Woodstock
4.97 out of 5 average rating, 125 reviews

Cozy 2 bedroom apartment in log home @ Moose Xing

Take a break and unwind at this cute and cozy home. Just 2 miles of the highway, 3.5 miles from N. Woodstock center and 4 to Lincoln . Featuring large eat in kitchen. Cozy sitting room with TV. And what better a hot tub to relax in after a hard day of play. Just a few minutes from many major attractions, hiking trails, rivers, skiing, four wheeling, Clark’s trading post whales tail, zip lining, adventure parks and much more.

Guest favourite
A modern Nordic cabin features a black and wooden exterior, set within a forested area. A picnic table is located on the gravel surface, with a few trees visible in the background, creating a nature-infused ambiance.
Cabin in Woodstock
4.93 out of 5 average rating, 146 reviews

Cabin HYGGE at Lumen Nature Retreat | Freya

HYGGE (pronounced as "hoo-guh") is a Danish word that describes a mood of coziness, connection, and contentment. The moment you come to Lumen and enter Cabin Hygge, we hope you will feel just that. Everything you need to be comfortable and cozy -- nothing you don't. It is the perfect setting for you to spend quality time with your family or friends in a gorgeous, peaceful natural environment.

Popular amenities for Woodstock family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Woodstock

  • Total holiday rentals

    Explore 550 holiday rentals in Woodstock

  • Nightly prices starting at

    Woodstock holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 20,190 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    350 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wifi availability

    550 of Woodstock holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodstock rentals

  • 4.9 Average rating

    Woodstock stays are highly rated by guests – averaging 4.9 out of 5!

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