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.

1 of 1 pages1 / 1
Top guest favourite
A serene river scene is captured, displaying gently flowing water over smooth stones and rocky outcrops. Surrounding greenery adds a natural ambiance, with sunlight filtering through the trees, enhancing the peaceful setting of the landscape.
Apartment in Woodstock
4.99 out of 5 average rating, 126 reviews

Deer Park Resort Condo -4mi to Loon Mountain."

Step out onto your private river-view deck, listen to the Pemigewasset flow below, and exhale. You've arrived in the White Mountains. Enjoy all the numerous activities that DEER PARK has to offer with this condo. 2 bedrooms, 2 baths, fully functional kitchen and wood burning fire. The deck off the living room is where you can spend your evening sipping and listening to the sound of the river. 2 mi from Clark's Trading Post 4 mi from Loon Mountain 6 mi from Flume Gorge and Lost River Gorge.

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, 183 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!

Guest favourite
A beautifully crafted treehouse is illuminated at night, highlighting its wooden exterior and spiral staircase. Soft lights strung in the surrounding trees create a warm ambiance, inviting serenity and connection with nature.
Treehouse in Sanford
4.96 out of 5 average rating, 248 reviews

Luxury Year-round Treehouse with private hot tub

Cliff House 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
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
Apartment in Woodstock
4.93 out of 5 average rating, 403 reviews

Pemiwood in the White Mtns Jacuzzi Pool Pond River

Welcome to PEMIWOOD In heart the White Mountains! Clubhouse, Beach, Lake, Pool, Hot Tub, River, Tennis, Racquetball, Gym, Sauna, Wally-ball, Game rooms, Grills, nature trails on site, Ice skating, and more. Shuttle to Loon River View Best Amenities In the Area Perfect for Romantic Retreat/Skiing/ Hiking. Jacuzzi tub, spa shower and zen design in unit! Close to-Scenic Kancamagus, hikes, Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.

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.

Top guest favourite
Home in Lincoln
4.99 out of 5 average rating, 206 reviews

*Lincoln Retreat/Hot Tub/Sauna/Fire Pit/Game Room

Located in the heart of town, directly across from Loon's South Peak, our property promises endless entertainment with a game room featuring arcade games, ping pong, Pop-A-Shot Dual, an 85" flat screen, and a bar. Enjoy easy access to local restaurants, shopping, and Loon Mountain. Unwind in the large backyard with a stone firepit, deck, hot tub, and barrel sauna, all while soaking in scenic views of South Peak and Coolidge Mountain. This property truly has it all.

Top guest favourite
Treehouse in Woodstock
4.98 out of 5 average rating, 305 reviews

LuxuryTreehouse w/ Hot Tub Near Sunday River

Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.

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, 250 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
Home in Thornton
4.99 out of 5 average rating, 100 reviews

Big Blue Chalet - A Mountain View Getaway

This large, private home located in Thornton, NH, was built in 2023 with sweeping 180° views overlooking the White Mountains. Just minutes off I-93, the home remains quiet and secluded thanks to its elevated mountainside setting. Popular local destinations include: Owl's Nest Resort - 10 min Franconia Notch - 20 min Ice Castles - 20 min Loon Mt - 20 min Waterville Valley Ski Mt - 25 min Cannon Ski Mt - 30 min Squam Lake - 25 min

Top guest favourite
An open-concept kitchen features a central island with a light-colored countertop. Wooden beams and paneled walls add warmth to the space. Large windows provide natural light, displaying views of the surrounding trees. A rustic dining table is positioned nearby, enhancing the inviting atmosphere.
Cabin in Thornton
4.97 out of 5 average rating, 152 reviews

3 BR Cozy + Renovated Cabin in the White Mountains

Welcome to Birchwood Lodge, located in the cherished Waterville Estates neighborhood! Enjoy the comforts of home, coupled with the amenities of a resort! Relax in front of the warm pellet stove, curl up with a book on the loft, or create home-cooked meals in the brand new, open-concept kitchen. Enjoy unique details and design throughout the space, and then head out to explore the White Mountain region all year long.

Popular amenities for Woodstock family-friendly rentals

When is the best time to visit Woodstock?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$347 SGD$398 SGD$310 SGD$248 SGD$255 SGD$276 SGD$306 SGD$315 SGD$296 SGD$309 SGD$271 SGD$336 SGD
Avg. temp-15°C-14°C-11°C-5°C2°C8°C10°C9°C6°C0°C-6°C-11°C

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!

Destinations to explore