Family-friendly holiday rentals in Woodstock

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Top-rated family-friendly rentals in Woodstock

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Guest favourite
Chalet in Maine
4.93 out of 5 average rating, 159 reviews

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.

Top guest favourite
A private deck features several black Adirondack chairs arranged for comfort, facing a panoramic view of a sunset over rolling hills and a lake. Soft lighting from string lights enhances the inviting atmosphere of the space.
Home in Woodstock
5 out of 5 average rating, 116 reviews

#1 View in Maine, Theater, HTub, Xbox, Putting Grn

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!

Top guest favourite
Home in West Paris
4.99 out of 5 average rating, 124 reviews

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.

Top guest favourite
A cozy cabin is nestled among snow-covered trees, showcasing a wooden exterior in warm tones. The entrance features a welcoming pathway lined with snow, while the nearby deck offers a glimpse into the winter landscape, creating a serene atmosphere in the snowy environment.
Cabin in Hanover
4.99 out of 5 average rating, 491 reviews

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.

Top guest favourite
Yurt in Woodstock
5 out of 5 average rating, 250 reviews

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!

Top guest favourite
The cabin is nestled among snow-covered trees, illuminated by warm lights reflecting off the snow. Large windows showcase the inviting interior, while paths in the snow provide access to the entrance. The roofline features an A-frame design, enhancing the cabin's rustic charm.
Cabin in Woodstock
4.95 out of 5 average rating, 154 reviews

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.

Top guest favourite
The kitchen features a mix of cabinetry and counter space with a double sink, electric stove, and refrigerator. A tiled floor with a patterned design provides a clean and functional aesthetic. Natural light enters through the window, illuminating the space.
Flat in West Paris
4.98 out of 5 average rating, 241 reviews

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.

Guest favourite
The living area features a cozy blue sectional sofa complemented by an accent chair and a decorative pouf. Natural light fills the space through large windows, which are adorned with woven shades. Wall art and unique decor, including a moose silhouette, enhance the welcoming atmosphere.
Cabin in Greenwood
4.94 out of 5 average rating, 267 reviews

Let's Ski! Snow & fun on the Pond, mins to slopes

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 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*

Top guest favourite
Treehouse in Woodstock
4.98 out of 5 average rating, 277 reviews

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).

Top guest favourite
A cozy cabin interior features warm wooden walls and flooring. Twinkling string lights adorn the ceiling, creating a soft glow. A comfortable armchair is positioned beside a small lamp, with a spacious bed visible in the background, framed by large windows allowing natural light.
Cabin in Lovell
4.97 out of 5 average rating, 395 reviews

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.

Top guest favourite
The spacious interior features wooden beams and warm, rustic tones. A large bed is centrally positioned, accompanied by a wooden chest. A cozy seating area includes a rocking chair and lamps, while a dining table near windows offers natural light and views of the surroundings.
Guest suite in Conway
5 out of 5 average rating, 362 reviews

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.

Guest favourite
The exterior of the renovated school house is displayed, featuring light blue siding and a prominent arched window above the double glass doors. A wooden deck surrounds the front entrance, and planters are positioned along the edges, contributing to the inviting appearance.
Guest suite in Mexico
4.94 out of 5 average rating, 237 reviews

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.

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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 £67 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!