Family-friendly vacation 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.

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Guest favorite

A small, wooden dock extends into Jewett Pond, featuring two teal Adirondack chairs positioned towards the water. Lush green hills rise in the background, reflecting the serene setting. The calm water invites relaxation and offers unobstructed views of the surrounding nature.

Cabin in Waterford

4.89 out of 5 average rating, 147 reviews

Jewett Pond Retreat

Relax in the Western Maine Foothills at our cabin on Jewett Pond. The main cabin has 672 sq ft of finished living space with bedroom (queen bed), bathroom, basic kitchen, great room (queen sleeper sofa), and screened porch. There is an additional rustic bunkhouse with two twin beds. This space is ideal for a couple or adventurous family who enjoys swimming, canoeing, hiking, fishing, or sitting on the screened porch with a good book and pine forest backdrop. Canoe included with booking.

Superhost

An A-frame cabin is shown, surrounded by snow-covered trees. A spacious deck features seating areas and a hot tub, inviting relaxation. Large windows allow natural light to fill the interior, and a path leads to the cabin, enhancing accessibility.

Home in Harrison

4.9 out of 5 average rating, 305 reviews

EPIC VIEWS, Hot Tub, Pond, River, 14 Acres A Frame

Secluded A-frame nestled along Crooked River, breathtaking views and world-class fly fishing beckon. Swim in the river or explore scenic hiking trails right from your doorstep. Inside, savor modern comforts including central AC. 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. Book your unforgettable getaway today and immerse yourself in this one-of-a-kind retreat!

Guest favorite

The image showcases a bright interior with vaulted ceilings, featuring large angular windows that allow natural light to fill the space. A rustic brick fireplace with a black stove is centered against a wall. A wooden ceiling fan hangs above, enhancing the cabin-like atmosphere.

Home in Waterford

4.85 out of 5 average rating, 239 reviews

Maine Lakes Region house (private hot tub)

Cozy new construction, Chalet style, year-round house, on 9 wooded acres. Lots of Privacy, Short drive to Ski slopes, snowmobile trails, hiking, or beautiful lake to swim, or kayak. Gage beach a 10-minute drive. Close to great hiking, Also Shawni peak and Sunday River. Great restaurants, Mt Washington, NH shopping outlets. Full Desk / office, 200 mb of streaming. Wi-Fi, Netflix via ROKU, Canines only, NO CATS, NO EXCEPTIONS. Portable generator in the event of a power failure provided.

Top guest favorite

The waterfront camp is situated amid tall trees, featuring large windows that allow natural light to fill the living space. A grassy area slopes gently toward the sandy shore, creating an inviting outdoor space. The tranquil lake reflects the surrounding greenery.

Cottage in Woodstock

4.94 out of 5 average rating, 105 reviews

Cozy Camp on North Pond

Charming waterfront camp on a quiet dead end road. Freshwater lake is great for fishing, swimming, boating and simply relaxing! Watch for the family of bald eagles that call this lake their home and listen to the loons as you watch the sunset. Plenty of room for the whole family with two bedrooms and trundle beds . Hike Bucks Ledge right from the camp or make the 5 mile loop around the pond. Cookout on the gas grill, propane provided, and then toast marshmallows over the campfire.

Guest favorite

The exterior of a Victorian farmhouse is showcased, featuring classic white siding and multiple large windows. Lush green trees frame the house, while vibrant pink and purple flowers add color to the front yard. A covered porch invites relaxation.

Apartment in Lisbon falls

4.94 out of 5 average rating, 464 reviews

Charming Victorian farmhouse 1880's bedrooms-2

Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.

Top guest favorite

The kitchen area is equipped with wooden cabinets and a gas stove, complemented by a white refrigerator. A countertop with barstools is present, and sunlight filters through the window, enhancing the warm wood tones of the paneling and flooring.

Cabin in Weld

4.98 out of 5 average rating, 173 reviews

Colby's Cabin

Beautiful, off-the-grid, rustic log cabin with outhouse on 10 acres in the wilderness of western Maine. Located just minutes from Webb Lake, Tumbledown Mountain & Mt. Blue State Park. Trails close by. In Maine’s finest hiking, hunting, fishing, boating, , skiing, hiking territory. A perfect place for adventure, romance, celebration or serenity. An escape from the electronic world, the cabin has solar and battery lights but no power generator. (See Winter Conditions below)

Guest favorite

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

4.95 out of 5 average rating, 255 reviews

Maine Paradise at North Pond-Paddle, Fish, Swim

Camp Wigwam! Lake cottage on North Pond. Swim, fish, kayak, paddleboard and more. 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 favorite

A mobile home is set within a spacious, grassy area, surrounded by trees and mountains in the background. A white picket fence delineates the property, while a small garden with flower beds is visible. The setting offers a peaceful, rural atmosphere.

Home in Andover

4.98 out of 5 average rating, 123 reviews

Cozy comfortable mobile home on private farm.

My place is close to the great outdoors! Hiking, biking, horseback riding, swimming and all water sports. We are an easy drive to three wonderful ski areas.. You’ll love my place because of the coziness, the location, the views and all the outdoor activities in the western mountains of Maine.. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). In season you can enjoy fresh vegetables from our gardens.

Guest favorite

A wooden deck features a barbecue grill positioned against a backdrop of tall trees. The deck's warm tones contrast with the surrounding greenery, creating a natural setting. The lake can be glimpsed in the distance, adding to the serene atmosphere.

Cabin in Waterford

4.94 out of 5 average rating, 159 reviews

Lakeside Cabin Nestled in the Pines

Our beautiful lakefront guest house is nestled in southwestern Maine in the foothills of the White Mountains, on the shores of Bear Lake. Incredible views, access to the lake and mountains right out your door. It is just a short drive to town (Bridgton) for shopping, movie theaters and local restaurants. Our guest home is surrounded by hiking trails. The sounds of loons are magical. It's truly a place to relax and recharge. You won't want to leave!

Guest favorite

A spacious living area is highlighted by a brown leather sectional sofa, complemented by a small wooden stool. Nautical maps adorn the walls, alongside a ship's wheel, offering a coastal theme. Natural light fills the room through large windows, creating a bright atmosphere.

Vacation home in Bethel

4.97 out of 5 average rating, 117 reviews

The Cape Ann Ranch

Our beautiful one level home in the Western Foothills of Maine is situated on two acres, equal distance between Sunday River Resort , Mt. Abram Ski and Bike Resort , Black Mountain is 45 minutes away. Explore all our area has to offer. Skiing, Snowmobiling, ATV, hiking trails for all abilities, boating, fishing and swimming in our lakes, ponds and rivers and biking. Breweries, Town festivals, art shows, music concerts and so much more.

Guest favorite

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, 226 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.

Superhost

A single-story mobile home is set among trees, featuring a light yellow exterior with maroon shutters. A small porch is positioned at the front, while flower beds with blooming plants and a stone border enhance the well-maintained yard.

Home in Paris

4.93 out of 5 average rating, 147 reviews

Just a get away!!

My place is close to great views - for fall time - half hour to ski area's -oxford casino 7 miles away - hour drive to Mt Washington or Portland - Plenty of hiking area's- Oxford plains speed way 3 miles - , restaurants and dining . Read all { House Rules } it's under things to know, on the bottom left, before making reservation - Thank You