Family-friendly holiday rentals in Fryeburg

4.98 out of 5 average rating, 312 reviews

A spacious bedroom is highlighted by a king-size bed adorned with subtle patterns. Natural light pours in through large windows, illuminating the beautiful stone fireplace, which provides a cozy focal point. A comfortable reclining couch sits nearby, enhancing the relaxing atmosphere.

Guest suite in Bridgton

Barn on Pleasant- walk to town-no cleaning fee

Welcome to our charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well-maintained property provides a cozy living space. The loft features a kitchenette, a beautiful stone fireplace and a big, comfy reclining couch. Visit Bridgton this fall & winter walking distance highland lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, skiing, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

4.98 out of 5 average rating, 596 reviews

A large window offers a view of rolling mountains adorned with colorful autumn foliage. Shades of red, orange, and yellow contrast against the green trees, while a winding path is visible in the foreground, leading into the vibrant landscape.

Guest suite in Conway

Mountain View Studio

This over-garage studio has a private entrance, a queen-sized bed, a futon, gas fireplace, kitchenette & bathroom. There is a refrigerator/freezer, microwave, coffeemaker & toaster but no oven/stovetop. There is a small gas grill available May-Oct. We have beautiful mountain views & are located 10 minutes from downtown. NOTE: Our driveway is long and steep. 4WD/AWD vehicles are often needed to safely get up our driveway in the winter. Also, you will hear the garage door when it opens & closes.

4.93 out of 5 average rating, 267 reviews

A serene winter landscape features a blanket of fresh snow covering evergreen trees and shrubs. A cabin can be seen nestled among the trees, with blue sky and fluffy clouds overhead, creating a peaceful and inviting atmosphere.

Cabin in Fryeburg

Cozy Cabin*HOT TUB*20 min to N. Conway*Dogs Ok

The LV Chalet is located less than 30min to popular North Conway, N.H./15 min to Historic Fryeburg, Maine. The Chalet is ideal for couples, friends & families to relax! In the Summer, enjoy beach access to Lower Kimball Lake, nearby Saco River and year round hiking trails. In the winter, the Chalet is situated between ski mountains: Cranmore Mountain & Pleasant Mountain. There’s also close access to Snowmobile trails. Whatever your vacation interests are; the area boasts it all! No partying pls

4.89 out of 5 average rating, 259 reviews

The exterior of Pebble Cottage is shown, featuring a charming yellow facade with a welcoming front porch. Two large windows adorned with flower boxes are displayed, offering a glimpse of the landscaped yard framed by a white picket fence.

Cottage in Bridgton

Rustic Pebble Cottage in beautiful Bridgton, Maine

Pebble Cottage is a one hundred year old quirky camp that was enlarged some years back. It is located in Bridgton near plenty of lakes and skiing. The public beach is a short skip down the hill. The cottage is a rustic little haven that was saved from demolition, and updated with a brand new bathroom, a cute little kitchen with a dishwasher, with two heat pumps to keep the space cozy and three homey comfortable bedrooms, a large yard with a hammock, very quiet retreat. Please note it's old!

4.99 out of 5 average rating, 117 reviews

A gravel fire pit area is surrounded by four red Adirondack chairs, inviting relaxation in a serene wooded setting. Lush greenery and trees create a natural backdrop, with distant mountain views enhancing the outdoor experience.

Home in Denmark

4-Season Escape w/ Woodstove, Firepit & Mtn Views

Wake up to mountain views, sip coffee on the wrap-around deck, and breathe in the fresh Maine air. At Mountain View Lodge, every detail is designed for you to relax and recharge. Spend your days skiing at Pleasant Mountain, hiking local trails, or floating down the Saco River - and your evenings gathered around the firepit or curled up by the woodstove. With three bedrooms, two baths, and a fully equipped kitchen, there's space for families, friends, and couples to enjoy all four seasons.

4.83 out of 5 average rating, 489 reviews

A compact kitchen area is shown, featuring a full-size refrigerator, stove, and sink with countertop space. Cabinets are installed above and below the counter. A cozy futon couch is positioned in the foreground, complementing the warm wooden paneling on the walls.

Home in Albany

Cozy Guest Suite in White Mountain National Forest

Guest Suite, mother-in-law apartment with private entrance. One bedroom with living room, dining area, kitchen, stove, full refrigerator. WiFi and a futon couch that turns into a bed in the living room. The converted basement apartment is a comfortable, and cozy place to stay while visiting the Mount Washington Valley. Perfect for adventuring, climbers, hikers, bikers and skier/snowboarders. Have a hot pot of organic local coffee and get outside in the beautiful Mount Washington Valley!

4.98 out of 5 average rating, 259 reviews

A two-story white farmhouse is set amongst greenery, featuring a blue metal roof and a charming front door. Two stylish chairs with decorative cushions are positioned on the front porch, which is framed by trees and lush grass, offering a welcoming outdoor space.

Guest suite in Fryeburg

Welcome to Chickadee Cottage!

Ahh it’s autumn, the most beautiful time of year in the mountains. The air is crisp and the foliage is always spectacular! Unique guest suite in the midst of wide-open mountain views in farm country. Comfortable airy rooms, full bath & your own living room with games, puzzles, books, cable tv and WiFi. Complimentary coffees, teas and cold drinks. Keurig, microwave and mini fridge at your disposal. Great for couples, families, girls weekends! Come and see what all the buzz is about!

4.92 out of 5 average rating, 100 reviews

A deck area features two black chairs positioned around a circular fire pit. The space is surrounded by a white railing, offering expansive views of the distant mountains and trees, creating a serene setting for relaxation or gathering.

Home in Fryeburg

4BR near Skiing, Tubing, N Conway, White mtns

If you're looking to enjoy the Mt. Washington Valley and the White Mountains, then this is the place for you! Located just inside Maine, you'll be able to spread out in this tastefully furnished, cabin-style home. Whether you're here for watching the leaves change, skiing, or sitting back and enjoying the views, this house has it all! You're about 15 minutes to North Conway and Bridgton and an hour to Portland making this the perfect jumping off point for all your adventures!

4.99 out of 5 average rating, 273 reviews

A cozy cottage is framed by lush greenery and colorful landscaping, featuring a welcoming front porch and a sunroom with large windows. A picnic table is positioned nearby, inviting outdoor relaxation. The property is set against a backdrop of trees, contributing to a private and serene environment.

Cottage in Brownfield

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

4.97 out of 5 average rating, 383 reviews

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

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.

4.97 out of 5 average rating, 132 reviews

A two-story cabin is surrounded by snow-covered trees, showcasing a green metal roof and warm wood siding. Large windows offer views of the winter scenery. A wooden deck with a railing extends from the main level, inviting outdoor relaxation in the serene setting.

Home in Bridgton

Fish Tales Cabin

Everything for your perfect Maine getaway! Use our private dock for your boat, but don't worry about kayaks and paddle boards - use ours. Enjoy a tranquil sunrise, the song of a loon, and the the quaint Bridgton village. Enjoy foliage in the fall and skiing at Pleasant Mountain (formerly Shawnee Peak) only 5 minutes away. White Mountains are very close too! Follow us on FB for more pictures, news and offers! Search for 35 Moose Pond, Bridgton, ME.

Guest house in Brownfield

The living area features high wooden ceilings and large windows, allowing natural light to fill the space. A comfortable couch is positioned near the windows, while a television is mounted on the opposite wall. The warm wooden flooring complements the rustic design.

4.88 out of 5 average rating, 480 reviews

Mountain Treehouse Guesthouse

Spacious second story post and beam room adorned with king bed, full kitchen, bath, living area, and laundry. The guest house is located on 40 acres of wilderness with mountain views, and walking trails on the property. Just two miles from Stone Mountain Arts Center, 15 minutes from Fryeburg village, and only 25 minutes to neighboring North Conway, NH. A great retreat for all seasons. TV, High-Speed Internet, AC, Heat, Ceiling Fans, New Construction.

Popular amenities for Fryeburg family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 273 reviews

Treehouse in Woodstock

Treehouse With Hot Tub Close to Sunday River!

5 out of 5 average rating, 112 reviews

Home in Bridgton

Schoolhouse*Hot Tub*Game Room*King Beds*Firepit*Ne

A scenic view from the balcony reveals rolling hills and lush landscapes, highlighted by vibrant autumn foliage. A wooden table with two chairs sits on the balcony, overlooking a grassy expanse with benches and a charcoal grill in the distance.

4.92 out of 5 average rating, 231 reviews

Bartlett Condo; Great Views, Resort Access

4.88 out of 5 average rating, 103 reviews

The cabin features a wood-shingled exterior, surrounded by green landscaping and trees. A gravel driveway leads to the entrance, while a flag gently waves near the front. Large windows provide a view into the home, highlighting its welcoming facade.

Cabin in Bartlett

Private cabin w/ modern luxuries near Storyland

4.91 out of 5 average rating, 138 reviews

A charming log cabin is surrounded by snow-covered trees, creating a serene atmosphere. A snow-covered path leads to the entrance, highlighting the cabin's inviting design against the winter landscape. The sloped roof showcases a layer of fresh snow, complementing the rustic wood exterior.

Cabin in Bridgton

Private cabin w hot tub,skiing,firepit & mountains

4.96 out of 5 average rating, 184 reviews

A charming log cabin exterior is adorned with festive lights, surrounded by a snowy landscape. A friendly sheepdog sits calmly on the snow-covered ground, while gently falling snowflakes create a serene atmosphere. The cabin features a welcoming entryway with a porch and decorative elements.

Cabin in West Paris

Cozy Log Cabin incredible views - ski & hike

4.8 out of 5 average rating, 144 reviews

A comfortable lounge area is highlighted by a wood stove, providing warmth. Two distinct seating options, a green armchair and a classic wooden chair, complement the space. Natural light enters through a skylight, enhancing the inviting atmosphere. Modern entertainment equipment is positioned nearby.

Home in Conway

River Access, hot tub, dogs!

4.99 out of 5 average rating, 113 reviews

A spacious living area features a large sectional sofa with cozy cushions, complemented by a wooden coffee table. A spiral staircase ascends to the upper level. Light flows through windows, illuminating the warm tones of the carpet and walls. A stone fireplace adds a focal point.

Flat in Bartlett

Stunning 2BR with Mountain Views | Nordic Village

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 593 reviews

A rustic cabin is nestled among tall trees, showcasing wooden logs and a slanted roof. Sturdy stairs lead to a porch, where a warm entry invites nature lovers. Leafy surroundings create a serene atmosphere, highlighting the cabin's rustic charm.

Treehouse in Conway

Tree House at the Shire

4.9 out of 5 average rating, 535 reviews

A serene outdoor space features a fire pit surrounded by natural stone. Lush greenery extends to distant mountain views under a partly cloudy sky, creating a peaceful setting for relaxation and outdoor gatherings.

Cabin in Tamworth

Luxurious Mountainside Cabin! Fantastic Views!

4.94 out of 5 average rating, 114 reviews

The cabin's exterior is warmly lit, showcasing a cozy front porch area. Two chairs are positioned beside a small table, complemented by decorative lighting overhead. Red shutters frame the windows, while a fern adds a touch of greenery at the entrance.

Chalet in Conway

Lost Compass Cabin - Close to hiking and shops

4.99 out of 5 average rating, 209 reviews

A carriage house features a light-colored exterior, framed by blooming pink flowering trees. The spacious two-car garage is visible, with large windows on the upper level offering natural light. The surrounding greenery complements the serene setting under a clear blue sky.

Flat in Chatham

Charming Carriage House in the White Mountains

4.87 out of 5 average rating, 110 reviews

Yurt in Brownfield

Allie Mae Yurt nestled in the woods

4.97 out of 5 average rating, 124 reviews

A covered farmers porch is shown with a gently sloping roof, adorned with string lights. The sun sets in the background, illuminating the yard's greenery and highlighting the surrounding trees, creating a serene ambiance perfect for outdoor relaxation.

Flat in Baldwin

The Misty Mountain Hideout

4.92 out of 5 average rating, 115 reviews

A welcoming living area features warm wood flooring and natural light from multiple windows. Comfortable seating includes a sofa and chairs arranged around a central table. A ceiling fan provides gentle airflow, while double French doors lead to an outdoor space.

Guest suite in Standish

Steep Falls Escape, river & falls just steps away

Tiny home in North Conway

The exterior of the tiny house is shown, featuring a wooden facade with three small windows and a front door. Two white chairs are placed on the manicured lawn in front, surrounded by greenery and a stone border.

4.85 out of 5 average rating, 333 reviews

North Conway village tiny house, sleeps 1-4

Family-friendly home rentals with a pool

4.87 out of 5 average rating, 330 reviews

Attitash Studio | 5min to Storyland| Pools

A spacious bed is adorned with a geometric patterned throw pillow. A kitchenette is visible in the background, featuring a coffee maker and microwave. An additional table is present, complementing the neutral color scheme of the room.

4.85 out of 5 average rating, 110 reviews

AttitashResort! 1-flr, studio, secure check-in

Townhouse in North Conway

The open kitchen features modern stainless steel appliances, including a refrigerator and stove. A spacious island with Quartz countertops provides seating for four, complemented by white bar stools. The dining area is visible, showcasing a dining table set for six, with natural light flowing in from nearby windows.

4.96 out of 5 average rating, 355 reviews

Family friendly + Mountain Views @amountainplace

A spacious studio layout is visible, featuring a comfortable bed with a decorative white coverlet. In the background, an inviting kitchen area is equipped with modern appliances. A dining table with four chairs is set near the window, and soft lighting creates a warm ambiance.

4.99 out of 5 average rating, 165 reviews

KimBills’ on the Saco

A cozy living area is highlighted by warm yellow walls and wooden beams. A sectional couch faces a TV, while a table with four chairs is positioned nearby. Bright light enters through a large window, and decorative items add character to the space.

4.93 out of 5 average rating, 100 reviews

Cozy Condo at The Seasons- 2 Bedrooms

4.9 out of 5 average rating, 234 reviews

A spacious bed is positioned in the center of the room, adorned with a light brown quilt and two decorative pillows. Nightstands with lamps are placed on either side, and a framed artwork hangs above the bed, adding a touch of color to the neutral walls.

Flat in North Conway

NoCo Village King/kitchenette

4.93 out of 5 average rating, 279 reviews

A comfortable seating area is furnished with a dark sofa adorned with decorative pillows, positioned near a wall-mounted television. A light wooden dresser stands opposite the sofa, providing storage. Natural light enters through a window, enhanced by light curtains.

Apartment in Lincoln

Condo w/hot tub, pool, sauna, arcade & gym