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Family-friendly vacation rentals in Pittsburg

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Pittsburg

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

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Top guest favorite

A charming exterior view of the building, showcasing wood shingle siding and multiple white-framed windows. Colorful flowers bloom in the foreground, with hues of pink and yellow. A serene lake and trees are visible in the distance, enhancing the peaceful setting.

Apartment in Rangeley

4.99 out of 5 average rating, 303 reviews

ON HALEY POND - 16 Pond Street, Rangeley, ME

PRIVATE and Upscale apartment in the village walking distance from restaurants, swimming, walking trails, kayak rentals and kayaking as well as snowshoeing and snowmobiling during the winter. Free skate rentals for skating on Haley Pond and you can also rent snowshoes and kayaks at Ecopalagicon. When the pond is frozen SNOWMOBILERS can cross Haley Pond which is in front of my house to get onto trails. My driveway will accommodate 2 snowmobile trailers. 2 night minimum on SNOWDEO WEEKEND

Top guest favorite

A two-story home is set on a gently sloping lawn, surrounded by lush green trees. An American flag is displayed near the entrance, which is accessed by a wooden deck. Large windows provide natural light, enhancing the inviting exterior.

4.99 out of 5 average rating, 322 reviews

New England Christian Home/Kingdom Trails Members

Lovely Christian home, 6 miles from Burke Mountain, 4 miles to Kingdom Trails and East Burke, just across Route 114 from Darling Hill, Biking, Skiing, Cross Country Skiing, Snowboarding, Snowshoeing, Snowmobiling, Horseback riding, Bird watching, Wildlife viewing, Swimming, Boating, Walking, Sledding, Ice skating, Mountain Biking, Winter fat tire biking, Lake Willoughby and Memphremagog near by, ice fishing, canoeing and Kayaking. New England Scenery. Beautiful Winter, Summer, Spring and Fall.

Top guest favorite

A fire pit surrounded by four blue chairs is set on a manicured lawn at dusk, with a panoramic view of mountains silhouetted against a pastel sky. Lush greenery stretches towards the horizon, enhancing the serene outdoor setting.

Chalet in Whitefield

4.97 out of 5 average rating, 262 reviews

Mountain View Chalet

Welcome to our Mountain View Chalet! With a gorgeous mountain vista this home is centrally located to area attractions! Mountain View Grand Resort is just down the road. Bretton Woods & Cannon are a short drive. Hiking trails, lakes, ski, & snowmobile trails all close by! Close to Littleton, Bethlehem, & Lancaster! Enjoy the landscaped back yard w/ fire pit & screened in patio. Hang inside & enjoy the view from the sunroom, or snuggle up on the couch in the cozy living room with wood stove.

The living room features a spacious gray sectional sofa with a cozy throw blanket, accompanied by an antique armchair and a small table. A decorative rug adds warmth to the wooden flooring. Natural light streams in through large windows, highlighting a bookshelf and inviting decor.

Cottage in Whitefield

4.96 out of 5 average rating, 239 reviews

Private Pond Escape: Luxe Cottage/Private Isle

Luxurious Cottage on pristine private pond with outdoor wood fireplace and gas fire table. Cross graceful bridges to your Private Island with screened gazebo. Perfect getaway! Have coffee or cocktails on the deck with mountain and lake view or hike the trails on our 68 acres to the Gold Mine Trail. With a full kitchen, fine china, new shower, Jacuzzi bathtub, electric fireplaces, and two workspaces, this dog-friendly luxury cottage has it all! Make memories in this charming retreat!

A seating area features wooden chairs and a bench, positioned on a grassy knoll. The backdrop displays rolling hills and distant mountains under a clear blue sky, offering a serene view of the landscape.

4.91 out of 5 average rating, 138 reviews

The Kirby Hideaway

Close to restaurants, family activities, nightlife, and the beach. You’ll love my place because of the outdoors space and the ambiance. My place is good for couples, solo adventurers, business, families, and furry friends. It's electric car friendly plug on side of house. Fast internet starlink 443 mbps down load and 450 mbps up load. Security camera on the front of house facing the front door and down the driveway. Second security camera is facing the front of house and parking lot.

The vacation home features a rustic wood exterior, with large windows providing ample natural light. A spacious deck surrounds the front entrance, adorned with flower pots. Lush greenery and trees form a serene backdrop, enhancing the connection to nature.

4.94 out of 5 average rating, 182 reviews

Scenic VT Vacation Home: Kingdom Trails/Burke Mtn

Bike the Kingdom Trails, ski Burke Mountain, Jay Peak, hike our woodlands and enjoy spectacular stargazing from one of the loveliest panoramic views in Vermont’s Northeast Kingdom. Our beautiful uniquely designed four-bedroom, 8 beds, two full bath vacation home includes 37 acres with spectacular, stunning views of Burke Mountain and the Kirby Mountain Range. This spacious vacation home is a quintessential Vermont gem with breathtaking mountain and valley views from every room.

A charming red two-story house stands amid greenery, featuring a covered porch and neatly trimmed shrubs. An American flag is displayed prominently. Power lines are visible, and the sunny sky provides a bright backdrop, enhancing the welcoming exterior of the home.

4.86 out of 5 average rating, 122 reviews

Cozy House in Bethel Village

Once you arrive at Mitzies Cozy House located on main street of Bethel's beautiful historic village, you are within walking distance to the Bethel inn 18 hole golf course, The Maine Gem & Mineral Museum , unique shops ,Gould Academy , The Bethel Family Health Center, post office ,Bethel Foodliner. You can enjoy a great park with beautiful walking and biking paths , several restaurants, bars and much more! Bethel is truly a friendly and charming town, in all 4 seasons.

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, 254 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

Children in ski gear are seen enjoying the snow in front of a large, multi-level gray condominium building. The background features snow-covered ground and a line of trees, with a peaceful winter landscape framed by distant mountains.

4.95 out of 5 average rating, 111 reviews

Sunday River Resort Condos @Cascades

Sunday River Ski Condo Rental (Newry, ME) for skiing & cross country with WIFI, pool / hot tub / sauna, deck with two chairs, TV, coin laundry, etc. Our Newry, ME ski condo sleeps 5 comfortably. Sleep Arrangements: | Futon (Sleeps 2) | Twin (Sleeps 1) | Twin over Futon Bunkbed (Sleeps 2-3) Location: | Slopeside to South Ridge /below Barker Lodge | Direct trail access | 2 min walk to Chondola

Top guest favorite

The exterior of a spacious two-story cottage is presented at dusk, with warm lights glowing from multiple windows. A grassy area surrounds the house, bordered by tall evergreen trees, creating a serene, natural setting.

Cabin in Rangeley

4.99 out of 5 average rating, 176 reviews

Maine's High Country Get Away

Outdoor activities await you at this perfect get away in Maine's western mountains. The house is located in an area that abounds with lakes, rivers and hiking trails. It's a perfect place to relax after a day out of doors, or if you are so inclined to relax in front of the fireplace or wood stove with a good book! Beautiful views from the house to the lake and mountains beyond.

The exterior of the cozy rental home is seen blanketed in snow, showcasing its blue siding and white roof. The large front porch is prominent, while snowflakes gently fall, creating a serene winter landscape with trees in the background.

4.96 out of 5 average rating, 116 reviews

Sunday River Bethel Village ! Walk to Restaurants

2 Bdrm, 1 Bth, Cozy Rental located in Bethel Village. 400 yds from The Bethel Inn. Walk to Bethel Village Restaurants & Shops. Home is in residential area with plowed sidewalks and well lit street. Ideal for a mature quiet couple or similar who are into skiing / enjoying the Bethel area and respectful of the property and neighbors. small dog ok, no cats.

A multi-level townhouse is visible against a clear blue sky, with ski lifts transporting guests overhead. The building features a combination of light and dark siding, and balconies are apparent on the upper levels, surrounded by snow-covered ground and trees.

4.87 out of 5 average rating, 249 reviews

Sunday River Locke Mountain Ski In/ Ski Out Pool

Hard to find, ski in/ski out 1 BR unit in prestigious Locke Mtn Townhomes. Apartment is located on the Tempest ski run (White Cap chair) in the lower level of our own townhouse. Ski right to your front door, then relax in the beautiful outdoor pool/jacuzzi. Nightly price covers 2 people. Extra guests are an extra $25 per person, per night.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Popular amenities for Pittsburg family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Top guest favorite

A private spa area is showcased with a hot tub and a seating arrangement consisting of two lounge chairs and a small table. Soft string lights illuminate the space, enhancing the outdoor experience surrounded by greenery.

Chalet in Notre-Dame-des-Bois

4.95 out of 5 average rating, 186 reviews

Stella Bois ronds & spa – Domaine des Appalaches

The entrance features a wooden door opening to a welcoming foyer. The green walls are complemented by wooden trim and accents. A circular rug lies beneath a coat rack, with a small entryway space highlighted by a dark flooring area near the door.

4.79 out of 5 average rating, 52 reviews

The Right Stuff Rental - Custom log home

A log home sits on a hillside, complemented by a vibrant sky featuring a rainbow. Large windows reflect the surrounding landscape, showcasing views of forested hills and a distant mountain range. The driveway leads up to the house, which has a metal roof and a rustic wooden exterior.

Cabin in Dalton

4.76 out of 5 average rating, 133 reviews

231SIM Log cabin with stunning views and hot tub!

Top guest favorite

A wooden picnic table is set on a grassy area, surrounded by several chairs. A fire pit is positioned nearby, with a shaded house visible in the background, framed by trees and lush foliage.

Loft in Andover

4.98 out of 5 average rating, 169 reviews

Private studio loft, decks and hot tub

Home in Rangeley

5 out of 5 average rating, 6 reviews

7 Valley View Lodge - Close to downtown Rangeley

A two-story farmhouse features a white exterior with green trim. A pathway leads to the entrance, surrounded by patches of snow and early spring greenery. Tall trees and shrubs flank the property, contributing to a serene environment.

Home in Greenwood

4.68 out of 5 average rating, 77 reviews

Family Friendly Farmhouse

A spacious living area features wood-paneled walls and large windows offering natural light and mountain views. A comfortable sectional sofa is positioned near a stone fireplace, with a rustic dining table nearby. A round coffee table and decorative accents add warmth to the space.

Chalet in Bethel

4.96 out of 5 average rating, 67 reviews

"The GingerBread" 10 min from Sunday River!

A spacious outdoor area is presented, featuring a playset with slides and swings, accompanied by a small wooden shed. Surrounding greenery adds to the natural ambiance, with a pathway leading into the yard from a stone slab walkway.

Chalet in Hatley

4.85 out of 5 average rating, 120 reviews

Blue cottage near the lac, spa, fire place

Family- and pet-friendly home rentals

The guest cottage is surrounded by lush greenery and mature trees, situated at the end of a gravel path. A spacious lawn extends in the foreground, providing a peaceful setting. The cottage features a front porch, inviting guests to enjoy the serene landscape.

Cottage in Danville

4.92 out of 5 average rating, 224 reviews

Sweet Cottage in Farm Country

Top guest favorite

A wooden deck is furnished with a round table and six matching chairs, surrounded by lush greenery. A large umbrella provides shade over the table. Beyond the deck, a grassy area features trees and a fenced space, creating a serene outdoor setting.

4.95 out of 5 average rating, 138 reviews

Orchard House - cozy getaway near Burke

The log cabin exterior is framed by lush greenery, featuring a sloped roof and a welcoming front porch. Flower boxes adorn the windows, and a wooden bench is placed on the lawn, providing a spot to enjoy the tranquil surroundings.

Cabin in Lyndon

4.91 out of 5 average rating, 215 reviews

River Bend Cabins #1 Moose

The image displays Kelly's Cottage, surrounded by vibrant autumn trees showcasing orange and yellow leaves. A rustic wooden sign with the name 'Kelly's Cottage' is positioned to the front, emphasizing the welcoming entrance, while the cottage reveals a light-colored exterior and a staircase leading to the door.

Cabin in Pittsburg

4.91 out of 5 average rating, 290 reviews

Kelly's Cottage

Top guest favorite

A cabin with a sloped roof is surrounded by a blanket of snow, offering a cozy and inviting exterior. The structure displays a combination of dark and light colors, with windows that reflect the winter landscape. Snow-covered trees are visible in the background, enhancing the serene setting.

4.99 out of 5 average rating, 314 reviews

Razzle's Cabin trailside

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

The log cabin exterior features natural wood siding and a bright red door. The surrounding landscape includes lush green grass and flowering shrubs. A spacious deck is visible, furnished with chairs and an umbrella, providing an inviting space for outdoor relaxation.

Cabin in Wheelock

4.88 out of 5 average rating, 211 reviews

Stannard Mtn. View Cabin

A tranquil waterfront area features a floating dock with a small boat and two kayaks. Lush greenery surrounds the space, and the calm lake water reflects the overcast sky. A gravel path leads to the dock, enhancing accessibility to the area.

Home in Rangeley

4.97 out of 5 average rating, 113 reviews

The GETAWAY, Rangeley

Family-friendly home rentals with a pool

Chalet in Rangeley

4.87 out of 5 average rating, 173 reviews

A+ Views -Jet Spa Tub Sauna Sunset/Stars

An outdoor heated pool is surrounded by a wooden deck, offering a refreshing blue water surface under clear skies. Adjacent to the pool, a hot tub provides a contrasting area for relaxation. Lush trees are visible in the background, adding natural beauty to the setting.

4.94 out of 5 average rating, 70 reviews

Updated 1B Slopeside at Sunday River - NO SMOKING

Top guest favorite

A bright bathroom features a spacious vanity with a large mirror and ample storage. The shower area is enclosed with a floral curtain. A toilet is positioned adjacent to the shower, and red towels are neatly hung. Light streams in through a window, complementing the white and blue color scheme.

4.96 out of 5 average rating, 47 reviews

The century-old house, pool and spa, 13 acres

A spacious outdoor area features a well-maintained lawn with seating options, including benches. A swing set and slide provide recreational opportunities. The house is complemented by a pool and surrounded by trees, while red barns add charm and a sense of rural living.

Home in Saint-François-Xavier-de-Brompton

4.71 out of 5 average rating, 94 reviews

Cozy house in the countryside with pool

A vibrant play structure is presented, featuring a green slide, swings, and a climbing frame. The equipment is set on a grassy area, surrounded by trees under a clear blue sky, offering an inviting space for outdoor play.

4.91 out of 5 average rating, 45 reviews

Caribou Run Private Retreat with Mountain Views

Top guest favorite

A fenced outdoor pool area is visible, featuring a hot tub and a separate swimming pool. Snow blankets the ground, and a few lounge chairs are positioned nearby. The surrounding landscape showcases a snowy hillside in the background.

4.87 out of 5 average rating, 138 reviews

Burke Mt condo -gap view & ski and bike trails.

An open living area is captured with a modern dining table surrounded by chairs. A sleek kitchen is in the background, featuring white cabinetry and appliances. A cozy seating area is visible, with a large artwork depicting a beach scene on the wall. Natural light streams in through the door.

Apartment in Sherbrooke

4.72 out of 5 average rating, 348 reviews

Cozy apartment with pool, close to parks and lake

Quick stats about vacation rentals that are family-friendly in Pittsburg

Total rentals
90 properties
Nightly prices starting at
G$12,628 GYD before taxes and fees
Total number of reviews
3.8K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
90 properties include access to wifi

Destinations to explore