Family-friendly vacation rentals in Woodstock

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Top-rated family-friendly rentals in Woodstock

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
Chalet in Maine
4.93 out of 5 average rating, 169 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 favorite
Home in Woodstock
4.99 out of 5 average rating, 133 reviews

Sunset & Lake View, Theater, HTub, Xbox, Woodstove

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 favorite
Home in West Paris
4.99 out of 5 average rating, 132 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 favorite
A spacious two-story home is framed by a blanket of snow, showcasing a welcoming entrance and large seasonal porch. The exterior features a mix of light-colored siding and large windows with green accents, set against a serene winter landscape.
Home in Bethel
5 out of 5 average rating, 118 reviews

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

Unwind at this dog-friendly Bethel, ME getaway set on 4 private acres, this is the ideal winter escape. The home features 3 bedrooms and 2.5 baths, comfortably accommodating your group. Enjoy a chef’s kitchen with high-end appliances, an indoor sauna, hot tub, and shuffleboard. Cozy up by the fire after a day of adventure! Located just minutes from Sunday River for skiing and snowboarding, plus nearby snowmobiling and cross-country skiing, the perfect blend of adventure and relaxation awaits.

Top guest favorite
An outdoor deck is illuminated by string lights, featuring a hot tub and a fire pit. A dining table made of wood is positioned nearby, surrounded by comfortable chairs. The sunset casts a warm glow over the scene, enhancing the greenery of the surrounding trees.
Yurt in Woodstock
5 out of 5 average rating, 264 reviews

Luxury Romantic Yurt •Hot Tub •Mt Views •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!

Guest favorite
A cozy living area features a dark blue sofa adorned with decorative pillows. A light-colored coffee table sits in front, while natural light enters through a large window framed by light curtains. A small cart and lamp complement the space, enhancing the inviting atmosphere.
Condo in Bartlett
4.91 out of 5 average rating, 183 reviews

Cozy Condo at Attitash!

Enjoy activities & beautiful scenery offered at Attitash Mountain Village, in the White Mountains! This cozy one bedroom, 2nd floor condo sleeps four, and includes a completely renovated kitchen/living area and bathroom! You will be just steps away from a beautiful pool pavilion, tennis courts, playgrounds, the Saco River Beach, hot tubs, fire pits, an arcade, and a fitness center. Nestled among all the summer attractions of the area- 10 minutes to Story Land! Always something fun to do!

Top guest favorite
A serene mountain view is presented, featuring rolling peaks partially shrouded in morning mist. Lush greenery in the foreground is accented by hints of autumn colors, creating a tranquil backdrop against the clear blue sky.
Apartment in Newry
4.97 out of 5 average rating, 132 reviews

Skiers Get-Away (1 BR near AT - w/views)

This newer House has a private 1-BR above-the-garage with a private back-entrance with a Living-room, Full Kitchen with a 2-person island, Large Bath with double-wide shower and a large BR w/ views of Sunday River as well as Mahoosuc Notch. Perfect for a two-person get-away, in the Western Mountains of ME. Great for Winter Sports at Sunday River, or Mt. Abrams, outdoor activities or quick-access to downtown Bethel. Accommodates Up to 2-Guests on our 9+ Acre lot. A/4WD required in Winter

Guest favorite
Two Adirondack chairs are positioned on the snowy shore, facing a serene lake framed by tall trees. The still water reflects the surrounding landscape, including snow-capped mountains under a partly cloudy sky. A peaceful winter scene is captured in this outdoor setting.
Cabin in Greenwood
4.94 out of 5 average rating, 269 reviews

Let's Ski! Mins to Slopes, Snow & Fun on the Pond

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*

Top guest favorite
Cabin in Woodstock
4.96 out of 5 average rating, 160 reviews

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 full sized appliances, dishes, utensils, coffee maker. Organic linens. Pristine bathroom-large hot shower area, heat lamp, soaking tub.

Top guest favorite
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.
Apartment in West Paris
4.98 out of 5 average rating, 251 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 favorite
A two-story cabin is situated amidst lush greenery, featuring a well-maintained driveway leading to the front entrance. Flower pots are placed on the porch, adding a touch of color. Surrounding trees provide privacy and a natural setting.
Home in Newry
4.91 out of 5 average rating, 141 reviews

Cozy Cabin with Mountain Views

Tucked off a dead end road, featuring sneaky mountains views, is the perfect year round getaway house for your next vacation! Whether you plan on visiting the area to hike, ski, snowmobile, or chase waterfalls the Bethel/Newry area has something to offer everyone year round! This 2-bedroom, 1-bath cabin is the perfect northern getaway for groups up to 8. The house features the best of cabin aesthetics with modern touches - the perfect blend of rustic and cozy charm!

Top guest favorite
Treehouse in Woodstock
4.98 out of 5 average rating, 292 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).

Popular amenities for Woodstock family-friendly rentals

When is the best time to visit Woodstock?

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Avg. priceG$78,456 GYDG$77,828 GYDG$64,857 GYDG$55,442 GYDG$53,769 GYDG$60,464 GYDG$62,765 GYDG$66,112 GYDG$60,882 GYDG$62,556 GYDG$62,974 GYDG$71,970 GYD
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Quick stats about vacation rentals that are family-friendly in Woodstock

  • Total vacation rentals

    Explore 90 vacation rentals in Woodstock

  • Nightly prices starting at

    Woodstock vacation rentals start at G$20,922 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,160 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Woodstock vacation rentals include wi-fi 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!