
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.

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!

Off-Grid Escape. Wood Fired Hot Tub. 4 Kayaks
Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- excellent swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Mad Moose Lodge• Secluded Cabin w/ Mountain View’s
Welcome to the Mad Moose Lodge! Year-round adventures begin at this 2-bed, 2.5-bath Stoneham chalet. This vacation rental provides incredible fall foliage views and easy access to mountains and lakes! Close by to cross-country skiing and snowshoeing in the winter and hiking, mountain biking, boating and swimming in the summer there are endless options of outdoor enjoyment. Enjoy stunning sunsets over the mountains from the comfort of the couch, or while enjoying a game of pool in the game room!

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.

Glass Wall Waterfront Hot Tub Fireplace Tiny Home
Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

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.

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!

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.

Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle
Winter at Camp Wigwam! Lake cottage on North Pond. Skate, hike, enjoy the firepit in the snow. 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!

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.

Lakefront summer getaway for 6
Restored lakefront home on Main Street with a private dock, canoes, and kayaks steps from your door. Summer means paddling, swimming, and evenings on the lake. Winter means ice skating in the front yard and skiing at Mt. Abrams (5 min) or Sunday River (20 min). Custom kitchen, cozy modern finishes, smart TV, and fast WiFi. One of Bethel/Greenwood's most charming addresses — book before it's gone. Summer will sell out. We newly allow pets!
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

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

Nordic House | Glamping Cabin w Private Hot Tub

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

Riverside|Sauna|Hot tub|Pizza Oven|Dogs

Avail. 6/5*Hot Tub*Lake Access+Beach*A/C*Dogs OK

Chasing Affinity Riverside, Modern, Hot Tub

Lake-View Dome | Hot Tub | Fire Pit l Arcade
Family- and pet-friendly home rentals

Mtn Retreat Hot Tub | Waterfalls, Lakes & Trails

BryantPond Cabin Getaway|HotTub|Views|Dog Friendly

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Tall Pines Hideaway

Cedar Hideaway: Walk to Pond, 15m N. Conway

Chic Greenwood Chalet

Sunday River Orchard w/Fireplace, Firepit & Hens!

Writers Cabin in the Woods with Sauna!
Family-friendly home rentals with a pool

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

NoCo Village King/kitchenette

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

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

White Mountain Renovated 1 Bdrm + queen sleep sofa

Cozy, clean, 2nd floor condo in Conway, NH!

Storyland 2 mins/PrivateJacuzzi/Resort Pool&Games

Cozy Family Retreat with Saco River Access
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $451 SGD | $456 SGD | $383 SGD | $338 SGD | $328 SGD | $369 SGD | $383 SGD | $404 SGD | $372 SGD | $382 SGD | $384 SGD | $439 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 |
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!
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- Rentals with a firepit Woodstock
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- 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
- Belgrade Lakes Golf Club





