
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.

Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
Three Peaks Cabin is a one of a kind Beautiful Mountain Home located in tranquil Bryant Pond Maine. Home sits atop peak that has direct views of the White Mountains, Lake Christopher and more as well as a stone throw away from world class skiing at Sunday River & Mt Abram. You'll feel right at home when you walk through the doors of this Bryant Pond vacation rental. The 3-bedroom, 2 -bath chalet-style house features 1625 square feet of beautiful living space complete with tasteful decor, with three large Pella French doors pointing directly west with views of Mt. Abram and Mt. Washington. Overlooking the Lake Christopher and surrounded by trees at the end of a cul-de-sac, this home offers families and groups plenty of outdoor recreation opportunities from boating and watersports to hiking, biking, and skiing! 65" Flat-Screen TV equipped with Dish Network Satellite, w/ Netflix, Prime Video, Dish Multisport w/ NFL Red zone | Gourmet Kitchen | Floor-to-Ceiling Windows From outdoor sports to downtown Bethel's unique shops and restaurants, this upscale retreat is the perfect getaway spot for families and groups! Bedroom 1: Queen Bed | Bedroom 2 Two Twin Beds | Bedroom 3: Two Twin Beds. OUTDOOR LIVING: Full private yard, with beautiful manicured grass and flowers during summer and fall months. Brand new Weber Gas grill, well designed fire pit with new Adirondack chairs & lovely outdoor sitting area with tables and chairs to sit and enjoy the view of the white mountains. INDOOR LIVING: 2 flat-screen TVs w/ streaming capabilities, Floor to ceiling fireplace which accompanies a large sectional couch to cozy up on the cool Maine nights next to the fireplace. dining table which sit four. The beautiful Gourmet Kitchen comes with stainless steel commercial gas range, Large stainless steel Refrigerator stocked with fresh neighboring Poland Spring waters, Stainless steel Dishwasher as well as an island where two additional seats are available. The downstairs bathroom also comes with a jacuzzi bath tub ready to relax the night away after a long day of enjoying western Maine festivities. KITCHEN: Fully equipped, drip coffee maker, keurig coffee & latte maker, toaster, cooking utensils, cutlery, spices, stainless steel appliances, dishware & flatware, breakfast bar GENERAL: Free Wi-Fi, central heat, central a/c, ceiling fans, towels/linens, complimentary toiletries such as Shampoo, Conditioner, Body Wash, Lotion, Goat Milk Soaps etc. & washer/dryer FAQ: Pet fee (paid pre-trip), stairs required for access PARKING: Driveway (4 vehicles) Three Peaks Cabin is located at 110 Yawkey Way, Bryant Pond, Maine. The home is located on a private street maintained by our HOA association. There are 6 total houses which included "Three Peaks Cabin". The property is located all the way up a steep paved road, last house on the right at the end of the culdesac.

Cozy Private Lux Yurt W/Mt View/HOT TUB /AC/WiFi
Birdsong yurt is a truly unique and special lodging experience you won’t forget. An ideal couple’s getaway or perfect place for friends and family to relax and connect with loved ones. Located on two private acres of land surrounded by trees, you will feel close to nature while still having the comforts of modern conveniences. The deck is the perfect place to enjoy the Mountain View, watch the sunsets and stargaze with a glass of wine by the gas fireplace! Relax in the Hot Tub to end the day!

Private Cabin in woods on lake 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 full sized appliances, dishes, utensils, coffee maker. Organic linens. Pristine bathroom-large hot shower area, heat lamp, jetted soaking tub.

Private Apartment in the Foothills! A Gem!
One mile from Route 26! Charming apartment with private locked entrance and separate driveway attached to historic 1880s farmhouse in the foothills of Western Maine. Clean and cozy, it has one bedroom with a queen bed and two sofa sleepers which make it a great spot for a couple or a family of four. We're only fifteen minutes to Mt. Abram and 30 minutes to Sunday River. There's easy-access to snowmobile trails and Moose Pond right across the road. Oxford Casino is 30 minutes south.

Treehouse With Hot Tub Close to Sunday River!
This authentic, luxury treehouse was designed by B'Fer Roth, DIY Network TV host of The Treehouse Guys and built by the Treehouse Guys. Nestled in the woods on a quiet, private rd with no neighbors in sight, the treehouse is just 15 minutes to Sunday River Ski Resort, 5 minutes to Mt. Abram and 10 minutes to downtown Bethel. The treehouse is abutted by 626 acres of Bucks Ledge Community Forest (7 miles of hiking/snowshoeing trails accessible from the treehouse).

Secluded, cozy cabin nestled in the Maine woods
Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking as well having nearby ski mountains and snowmobile trails.

The Burrow at Patch Mountain
Surrounded by nature, this is a perfect getaway for anyone seeking an active outdoor adventure or a quiet restful retreat. The Burrow is a small studio cottage, set between two other buildings, on a wooded 4.2 acre property. It’s a cozy space with a full kitchen, views of the river and abundant natural light. It has its own sunny patio for eating and shares a fire ring, sitting area and driveway with my other AirBnB- The Haven at Patch Mountain.

CloverCroft - "Far from the madding crowd."
CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

Beautiful Renovated Schoolhouse w/Private Entrance
Come stay in our renovated school house! This guest suite has great history. It has a spacious room with private entrance and private bathroom. Original wood floors, ornate copper ceilings, private driveway and private deck. Minutes from great hiking, waterfalls, lakes and ponds, and gorgeous scenic views. I have a 5 star cleanliness rating and can ensure that every surface is thoroughly sanitized between guests.

Private studio loft, decks and hot tub
My place is close to three major ski areas including Sunday River in Bethel. Grafton Notch state park is only 15 miles away and the Appalachian trail passes through Andover in two locations. There are trails for hiking, biking, ATV, snowmobile or horseback riding. There are places to fish, swim, canoe or kayak all within a short drive. You’ll love my place because of the location and the coziness.

Trailside Cabin
Come & play in the beautiful mountains of western Maine! Cozy, rustic cabin for two. Enjoy miles of multi use trails right off the front steps! If you decide to venture away from the cabin, Rangeley's Saddleback Mt & Sugarloaf USA are both 35 miles away & the college town of Farmington is just 15 minutes south. Our cell service is terrific, but there's no tv or wifi...come to the woods & unplug!

Cozy Log Cabin mtn views, hot tub, fireplace
Welcome to the Hygge Hut! Relax in this cozy log cabin with stunning mountain views from every room. Enjoy the hot tub in the backyard, sit by the fire pit on the patio, and feel right at home with a full kitchen, bath, and laundry. Sleeps 4 comfortably. Plenty of hiking nearby. Skiing is just 20 mins to Mt. Abrams and 35 mins to Sunday River, many breweries, antique shops and gem digging nearby.
Popular amenities for Woodstock family-friendly rentals
Family-friendly home rentals with a hot tub

Cottage with Whirlpool tub - McLeod

Attitash Retreat

Bright, Vintage Maine Home, Awaiting Adventure!

Dog-Friendly Ski House MountainViews+Sauna+Hot Tub

Private cabin w/ modern luxuries near Storyland

Cozy Cabin w/ Hot Tub & Fire Pit-Hike/Ski/Explore!

Stunning 2BR with Mountain Views | Nordic Village

Cozy Rock Cabin #thewaylifeshouldbe
Family- and pet-friendly home rentals

Cozy Cabin with Mountain Views

Luxurious Mountainside Cabin! Fantastic Views!

Private Maine Camp

Cozy, pet friendly house located in West Bethel

Hammock Haven Island Dome

Studio, pet friendly, river views, Jackson NH

The Cape Ann Ranch

Steep Falls Escape, river & falls just steps away
Family-friendly home rentals with a pool

Family friendly + Mountain Views @amountainplace

Bartlett Condo; Great Views, Resort Access

KimBills’ on the Saco

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools

Cozy Condo at The Seasons- 2 Bedrooms

White Mountain Renovated 1 Bdrm + queen sleep sofa

Private Riverfront Lux A frame EPIC Views. Pond

2 bedroom condo, mountain views, pools and jacuzzi
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $490 SGD | $486 SGD | $405 SGD | $346 SGD | $336 SGD | $378 SGD | $392 SGD | $413 SGD | $380 SGD | $395 SGD | $392 SGD | $437 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 $118 SGD per night before taxes and fees

Verified guest reviews
Over 3,690 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 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!
Destinations to explore
- Plainview Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Montreal Holiday rentals
- Laurentides Holiday rentals
- Erie Canal Holiday rentals
- Quebec City Area Holiday rentals
- Rentals with lake access Woodstock
- Rentals with outdoor seating Woodstock
- Pet-friendly rentals Woodstock
- House rentals Woodstock
- Waterfront rentals Woodstock
- Rentals with a patio Woodstock
- Cabin rentals Woodstock
- Rentals with a fireplace Woodstock
- Rentals with a firepit Woodstock
- Rentals with a washing machine and dryer Woodstock
- Rentals with a hot tub Woodstock
- Rentals with a kayak Woodstock
- Family-friendly rentals Oxford County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- Diana's Baths
- Omni Mount Washington Resort
- King Pine Ski Area
- Belgrade Lakes Golf Club
- Wolfe's Neck Woods State Park
- White Lake State Park
- Black Mountain of Maine
- Conway Scenic Railroad
- Sunday River Golf Club
- Fox Ridge Golf Club
- Cranmore Mountain Resort
- Sugarloaf Golf Club
- Bradbury Mountain State Park
- Brunswick Golf Club
- Wildcat Mountain
- Purity Spring Resort
- Echo Lake State Park
- Lost Valley Ski Area
- Titcomb Mountain




