Family-friendly holiday rentals in Woodstock

Find and book unique family-friendly homes on Airbnb

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 $13 SGD 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!

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, 403 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 wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.
Treehouse in Sanford
4.91 out of 5 average rating, 589 reviews

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Top guest favourite
Home in Lincoln
4.97 out of 5 average rating, 107 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.”

Top guest favourite
A lush, green landscape is framed by trees and gently sloping hills. The manicured lawn leads to a quaint white home in the distance, surrounded by vibrant foliage under a partly cloudy sky.
Guest house in Corinth
5 out of 5 average rating, 155 reviews

The Guest House at Chandlery Farm

This classic Vermont farm estate has everything that description implies: end-of-the-road privacy with breathtaking views, where the only sound is the wind rustling through the leaves. The manicured gardens, stone walls and quaint but luxurious home seem plucked from classic American folklore. Guests can drink their morning coffee while soaking in views of rolling pastures and forested hills, and spend their days exploring the property's trails, and the beautiful towns and countryside nearby.

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, 103 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.

Guest favourite
A rustic campsite is surrounded by trees, featuring a white tipi with a large tarp overhead for rain protection. Nearby, a covered picnic area with string lights, a firepit, and picnic tables is visible, creating a welcoming outdoor gathering space.
Tent in Woodstock
4.95 out of 5 average rating, 116 reviews

"The Abenaki" at Tipi Village

Experience sleeping in an authentic tipi in a unique, privately owned, small campground. Wake up and set off for an adventurous day of hiking or biking through the White Mountains, kayak or float the Pemigewasset River, spend it at one of the many attractions in the Lincoln/Woodstock area or just relax and read in the hammock surrounded by nature. In the evening walk or drive down the hill to downtown N. Woodstock to the many restaurants, breweries and shops for an enjoyable evening out!

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, 240 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.

Top guest favourite
A warmly lit bedroom features a wooden bed with a white quilt and decorative pillows. Natural light filters through a window, illuminating a textured wooden wall. A cozy blanket is draped over the foot of the bed, and a green plant is visible in the corner.
Flat in Woodstock
4.98 out of 5 average rating, 134 reviews

Clean & Cozy | White Mountains Getaway

Newly renovated two bedroom apartment in historic North Woodstock home. Built in 1917 “Grumblenot” has been enjoyed as a basecamp for fun in the White mountains for over a century. Located a half mile from the restaurants and shops in downtown North Woodstock, 4 miles to Loon, 10 miles to Cannon and across the street from one of the most popular swim spots on the Pemi. Plenty of parking, private keypad entry and access to gardens and yard on property, fully stocked kitchen and WiFI!

Guest favourite
A covered porch offers a spacious outdoor setting with wooden rocking chairs and a bench. Scenic views of fall foliage and rolling mountains are visible in the background, providing a serene environment for relaxation.
Chalet in Franconia
4.95 out of 5 average rating, 340 reviews

Bear Ridge Lodge

Newly built, chalet-style log home featured in both Cabin Living and Log Cabin Homes Magazines. Sweeping mountain and sunset views. Modern, Scandinavian decor. Generous front deck and covered porch for sunbathing, stargazing and outdoor dining in the summer and fall. Soaring stone fireplace makes for a warm, fully-appointed ski lodge in the winter months. 5 minutes from Cannon and 20 minutes from both Loon and Bretton Woods. Miles of National Forest trails out the back door.

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, 145 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
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.

Popular amenities for Woodstock family-friendly rentals

When is the best time to visit Woodstock?

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Avg. price$349 SGD$401 SGD$312 SGD$249 SGD$257 SGD$278 SGD$308 SGD$317 SGD$298 SGD$311 SGD$272 SGD$338 SGD
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