
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 90 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $128 SGD per night before taxes and fees

Verified guest reviews
Over 4,420 verified reviews to help you choose

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 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.

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf
Welcome to the Sunday River retreat in our luxury chalet with the best views in Maine. Our sanctuary can comfortably sleep 12 and boasts Lake Christopher panoramic views with Mt. Abram sights. Minutes from Sunday River Resort, a public boat launch and other area attractions. Private hot tub, fire pit, wood stove and deck await your arrival. Enjoy arcade games, Xbox, a movie theatre room, BBQ grill and speakeasy theme bar setup. Don't forget to take a picture in the gondola and to catch a sunset!

Four Season Western Maine Adventure Base
Make some memories at this family-friendly property. Enjoy panoramic views of Maine's western foothills. Owned by an outdoor-loving family, complete with hounds and chickens, this is a perfect spot to launch your Maine adventures. On the doorstep of skiing, hiking, biking, hunting, fishing, kayaking,canoeing. Enjoy beautiful sunrises and sunsets, sightings of eagles, moose, deer, sounds of peepers, woodcock, wild turkey gobbles and whip-o-wills. Enjoy the lifestyle that makes this Vacationland.

Cabin retreat just steps from adventure
Nestled on 80 acres in the woods alongside a stream, this cabin is the perfect retreat. Whether you are looking for a romantic getaway, a family vacation, or a gathering of your closest friends-this cabin is ideal. It is located on a private road and close to Howard Pond, Androscoggin River, and Sunday River skiing. No matter the season, opportunities await, whether you decide to stay close or venture out. There are plenty of trails nearby to explore, canoe rentals, skiing and so much more.

Luxury Romantic Yurt •Hot Tub •Mt Views •AC •WiFi
Escape to Birdsong Yurt, a romantic and luxurious retreat nestled in the mountains of Maine. Enjoy beautiful mountain views, serene privacy on 2 acres, and a cozy yurt experience you won’t forget. Perfect for couples, friends, or small families seeking a magical getaway. Whether sipping wine under the stars, relaxing sunsets in the hot tub, or cozying up by the fireplace, Birdsong Yurt is your perfect mountain escape. Book your unforgettable experience today! •Full Kitchen/Bathroom •WiFi/AC

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub
Family-friendly Chalet-Style cabin on three acres. Minutes away from world class skiing and across the street from Glover's Marsh Wildlife Sanctuary and beautiful North Pond, with lake access minutes away. Kayaks available for rent during summer months! Updated recently with upgrades including luxurious Egyptian cotton sheets, memory foam mattress toppers, & plush down alternative comforters. Hot Tub with Pavilion next to new stone firepit! Come relax and enjoy the beautiful Maine landscape!

Secluded home-Upper Unit, Hot Tub & Pond Access
Do you want to truly get away and have no neighbors in sight? I want to welcome you to our secluded chalet in the woods. The chalet has everything you need for a restful and luxurious stay near Bethel and the beautiful surrounding area. We are located across the street from Round Pond and have access to some of Maine's best uncrowded fishing spots. Hiking abounds in the surrounding mountains along with the beautiful town of Bethel nearby. Also Mt. Abram is only a 5 minute car ride away.

Private Lakefront Cabin in Woods near Sunday River
Private waterfront Cabin in woods, nestled off private dirt road near Mt. Abrams and Sunday River. Kayak, swim & fish in pristine lake in Summer. Skate, XC Ski, Ice Fish, Snowshoe, Hike in Winter. Fireplace and Fire Pit. Excellent wifi - Private, quiet remote workspace. Rustic modern cozy decor: fully-equipped stainless steel kitchen with dishes, utensils, pots, pans, coffee maker & espresso machine. Organic linens. Pristine bathroom-large hot shower area, heat lamp, soaking tub.

Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit
A quick 2 min. drive to the awesome village of Bethel, recently voted best ski town in North America. The house is only 12 minutes to Sunday River. You and your family will feel right at home in this cozy, private cottage with it's own pond. Also, a short drive to Woodstock, Mt. Abram, and more Western Maine adventures! Come stay, relax in the fenced in yard and enjoy the stars around the fire pit. Fast wifi, RokuTV, BBQ grill , foosball and more! Dogs allowed but please let us know :)

Writers Cabin in the Woods with Sauna!
Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle
Summer at Camp Wigwam! Lake cottage on North Pond. Swim, paddle, hike, enjoy the firepit. Stay in comfort with all the amenities. Explore Western Maine or just relax at camp. Watch the nesting pair of bald eagles swoop down to capture fish, listen to the loons. Strong WiFi with Streaming. Enjoy the Wii, 100+ DVDs' and the record turntable. Near Bethel with lovely restaurants, bars and other venues. Great for kids, couples and families. *Bring your 4-footed friend-pet fee applies*

Sunday River | Mt Views | Dog Fndly | 20% Off 3+
Luxury mountain retreat minutes from Sunday River slopes. Designed for discerning guests, this upscale estate features breathtaking panoramic views, a private hot tub, a gourmet chef’s kitchen, and an open living space with a cozy fireplace. Whether you're here for world-class skiing, hiking, or a premium alpine getaway, enjoy high-end finishes and ultimate comfort. Perfect year-round Maine escape for families and groups seeking outdoor adventure and relaxation. Book your stay!
Popular amenities for Woodstock family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny house in the Birch Grove with private HOT TUB

Mountain View Chalet with Hot Tub and Game Room

Family-friendly w/ mountain views & hot tub!

Sunday River Escape | Sauna, Hot Tub, Dog-Friendly

3 min to Sunday River w/ Views, Game room, Hot tub

Panoramic Lake-View Retreat | Hot Tub & Game Room

Tumbledown Tiny Home w/ Hot Tub

Cozy Cabin w/ Hot Tub & Fire Pit - Hike/Bike/Swim!
Family- and pet-friendly home rentals

5br/2ba Lake & Ski House w/ Waterfront & Hot Tub

Forest Bathing: Off-Grid Tiny Home, Pond w/ Kayak

Bearbrook: River, hikes, nature, adventure, relax

Nordic House | Glamping Cabin w Private Hot Tub

The Conscious Cabin | Getaways + Retreats

Tall Pines Hideaway

Peaceful Getaway at The Ledges

Mad Moose Lodge• Secluded Cabin w/ Mountain View’s
Family-friendly home rentals with a pool

Attitash Retreat

Spacious Vaca! N-Conway, Storyland, Hiking, Saco

Spacious Condo-Attitash Ski-Storyland-Saco & More!

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

3 Bears Glen, Across St. from Story Land, AC, pool

Stunning 2BR with Mountain Views | Nordic Village

Mtn Views|Pools & Hot Tubs| Adventure Awaits

NEW! Mtn Views • Fireplace • Hot Tub • Pool Escape
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $453 SGD | $458 SGD | $385 SGD | $340 SGD | $330 SGD | $371 SGD | $385 SGD | $405 SGD | $373 SGD | $384 SGD | $386 SGD | $441 SGD |
| Avg. temp | -10°C | -9°C | -3°C | 4°C | 11°C | 16°C | 19°C | 18°C | 14°C | 7°C | 1°C | -6°C |
Destinations to explore
- Plainview Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Island of Montreal Holiday rentals
- Capital District, New York Holiday rentals
- Erie Canal Holiday rentals
- Quebec City Area Holiday rentals
- Rentals with outdoor seating Woodstock
- Rentals with a patio Woodstock
- Rentals with a firepit Woodstock
- House rentals Woodstock
- Rentals with a fireplace Woodstock
- Pet-friendly rentals Woodstock
- Rentals with a hot tub Woodstock
- Rentals with lake access Woodstock
- Rentals with a kayak Woodstock
- Waterfront rentals Woodstock
- Rentals with a washing machine and dryer Woodstock
- Cabin rentals Woodstock
- Family-friendly rentals Oxford County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- White Mountain National Forest
- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Omni Mount Washington Resort
- King Pine Ski Area
- Cranmore Mountain Resort
- Saddleback Ski Mountain Maine
- Wolfe's Neck Woods State Park
- Conway Scenic Railroad
- Diana's Baths
- Pleasant Mountain Ski Area
- Echo Lake State Park
- Wildcat Mountain
- Attitash Mountain Resort
- Bradbury Mountain State Park
- Santa's Village
- Jackson Xc
- Mt. Abram
- Grafton Notch State Park
- Crawford Notch State Park
- Maine Mineral & Gem Museum
- Pineland Farms





