Family-friendly holiday rentals in Fryeburg

4.98 out of 5 average rating, 328 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

Fireplace • <10 Min to Mt • Walk to Town

Welcome to Barn on Pleasant 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 winter walking distance highland lake, shops, and restaurants. Just minutes from Pleasant Mt for hiking, skiing, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

4.91 out of 5 average rating, 388 reviews

The living area features wooden walls and a cozy sofa accented with colorful pillows. A lighted table sits beside a small lamp. The kitchen is visible in the background, showcasing modern fixtures and glassware.

Cabin in Conway

N. Conway…Cozy Cabin, Centrally Located

Our newly renovated cabin is family friendly (childproofed), stylish, and cozy with lovely wooden accents throughout! It is newly furnished and has brand new mattresses! This cabin is wonderfully located just off of Westside Rd. a mere skip away from Echo Lake, Cathedral Ledge, Diana's Baths etc...It is a 5 - 8 minute drive to North Conway Village and Cranmore Ski Resort; and a 5 - 8 minute drive from Settler's Green Outlets, grocery stores etc...with numerous other popular destinations nearby.

4.93 out of 5 average rating, 273 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. North 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

4.94 out of 5 average rating, 123 reviews

Cabin in Fryeburg

White Mountain Dream Cabin | 4 Acres + Hot Tub

Welcome to our Dream Cabin! Nestled on 4 acres, this cozy retreat boasts 1.5 baths, a master bedroom with a king bed, plus a loft with a queen + trundle bed. Enjoy the warmth of our Vermont Castings gas fireplace, unwind in the brand new hot tub, or gather around the firepit. With AC throughout, radiant heat floors, and a whole house generator, comfort is ensured. Indulge in high-quality linens, 50-inch TV with YouTube TV, or work at the loft desk. Don't be surprised by frequent deer visits!

4.92 out of 5 average rating, 136 reviews

A serene view of a calm river surrounded by lush greenery. Gentle slopes lead to sandy banks, while trees provide a natural border on either side. The water reflects the blue sky above, creating a peaceful ambiance ideal for outdoor relaxation.

Apartment in Conway

Cozy Family Retreat with Saco River Access

An ideal setting to enjoy Mt. Washington Valley's many year round outdoor activities or rest, relax and enjoy the peace. This cozy, comfortable condo has everything you and your guests might need to enjoy themselves. An upstairs, end unit with lots of natural light, and front and back decks. The inground pool is open in summer as are the tennis, shuffleboard and basketball courts. The common fields behind the condo are ideal for snowshoeing in the winter or walking in warm weather.

4.92 out of 5 average rating, 105 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!

4.98 out of 5 average rating, 265 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!

Winter is here! We already have lots of snow and more on the way! Ski areas are open! Cmon up for a fun winter weekend! 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!

4.99 out of 5 average rating, 280 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.

4.96 out of 5 average rating, 198 reviews

A bright living area features a wood-burning stove and large windows allowing natural light. Two modern armchairs surround a natural wood coffee table, placed atop a cowhide rug. A decorative basket and firewood are visible on one side, enhancing the warm ambiance.

Chalet in Conway

HAPPY TREES: swanky chalet near Conway Lake & Saco

Happy Trees is a vintage chalet that has been thoughtfully renovated and styled. Our place is bright, airy, and open. It's the perfect home base for whatever you may want to do whether it's skiing, swimming, hiking, or simply relaxing and lounging around. Our place is a short walk to Conway Lake and a short drive from the Saco River. Conveniently located minutes from North Conway village. Follow us on IG (@happytrees_cabin) for additional content & information.

4.97 out of 5 average rating, 400 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, 135 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.

4.87 out of 5 average rating, 490 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

4.86 out of 5 average rating, 112 reviews

A spacious living area is depicted with multiple seating options, including leather armchairs and sofas, arranged around an area rug featuring a nature design. Large windows allow natural light to fill the room, while a small bookshelf and decorative items add character to the space.

Home in Conway

N. Conway home w/hot tub. Sleeps up to 12

4.96 out of 5 average rating, 109 reviews

A sauna and hot tub area displays warm wooden finishes, enhanced by ambient lighting. A glass door leads into the sauna while the circular hot tub, nestled in the corner, invites relaxation. Natural plants are placed thoughtfully around the seating area with comfortable chairs and a small table.

Home in North Conway

Steps to Town | Sauna, Hot Tub, Game Room

4.85 out of 5 average rating, 114 reviews

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

4.91 out of 5 average rating, 170 reviews

A private hot tub is situated under a covered area, surrounded by a gravel patio. The fenced backyard features a small grassy area with white patio chairs and an umbrella. Wooden posts support the roof, providing a space for relaxation.

Home in North Conway

Downtown North Conway fire pit, hot tub & Lvl 2 EV

4.96 out of 5 average rating, 193 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 mtn views, hot tub, fireplace

Place to stay in Shapleigh

A charming red schoolhouse, dating back to 1866, is surrounded by tall trees and a well-kept grassy area. The structure features white trim, large entrance doors, and a bell tower, evoking a sense of history and nostalgia.

5 out of 5 average rating, 109 reviews

Romantic New England Historic Schoolhouse c1866

4.99 out of 5 average rating, 122 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

The exterior of the condo features a mix of muted green siding and gable roofs, set against a backdrop of vibrant autumn foliage. Native shrubs and rocks are visible in the landscaped area, enhancing the natural surroundings.

4.83 out of 5 average rating, 306 reviews

Peaceful Condo Near Storyland & Attitash Skiing

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 594 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

4.96 out of 5 average rating, 112 reviews

The interior space showcases a cabin-style design with wooden beams and warm-toned floors. A cozy seating area with an earthy-toned quilt is visible, along with a kitchen bar area and seating stools. Decorative elements, including artwork and books, add character to the space.

Flat in North Conway

Bear's Den North Conway Village

4.99 out of 5 average rating, 212 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

4.99 out of 5 average rating, 194 reviews

A charming chalet is surrounded by a winter landscape, featuring a wooden exterior and large glass windows. The deck offers outdoor seating options, and a fire pit is visible in the snowy yard. Leafless trees create a serene, rustic atmosphere.

Cabin in Stoneham

Mad Moose Lodge• Secluded Cabin w/ Mountain View’s

4.97 out of 5 average rating, 593 reviews

A dining area features a small round table and two wooden chairs, positioned by large arched windows. Natural light floods the space, illuminating plants on the table. A vintage ski-themed poster decorates the wall, complementing the serene wooded views outside.

Flat in Jackson

Studio, pet friendly, river views, Jackson NH

4.93 out of 5 average rating, 181 reviews

A yurt is set among trees within a gravel area. A fire pit surrounded by four chairs is positioned in the foreground. An outdoor grill is located next to a covered wood storage space. Steps lead up to the yurt, which features a wooden deck and a canopy.

Yurt in Brownfield

Rufus III Yurt on the river

4.92 out of 5 average rating, 116 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

4.96 out of 5 average rating, 257 reviews

The cabin is nestled in a snowy landscape, featuring a sloped roof and large front windows. A wooden deck runs along the front, surrounded by tall, snow-covered trees. The ground is blanketed in thick snow, creating a serene winter atmosphere.

Flat in Conway/Albany

Dog friendly, lower level apartment off the "Kanc"

Family-friendly home rentals with a pool

A dining area features a wooden table set for meals, accompanied by light-colored chairs. In the background, a spacious living room is visible with large windows showcasing mountain views. A cozy seating arrangement is positioned near a fireplace, creating a comfortable gathering space.

4.99 out of 5 average rating, 109 reviews

Remodeled Condo - Ski & Santa’s Village - Pool

4.91 out of 5 average rating, 105 reviews

The living area features a stone fireplace with a television mounted above. A red sectional sofa and ottoman are complemented by a wooden dining table with industrial-style benches. Natural light fills the space through multiple windows, enhancing the cozy atmosphere.

Apartment in Conway

Ski Condo on Cranmore Mountain-Pool and Hot tub!

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, 365 reviews

Family friendly + Mountain Views @amountainplace

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, 239 reviews

Bartlett Condo; Great Views, Resort Access

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, 168 reviews

KimBills’ on the Saco

4.97 out of 5 average rating, 223 reviews

The living room features a cozy arrangement with a dark sofa and loveseat adorned with decorative throw pillows. A round coffee table is positioned centrally, with natural light filtering through the window adorned with blinds. A piece of aviation-themed wall art adds character to the space.

Townhouse in Bartlett

3 Bears Glen, Near Attitash, Wildcat & Black Mtn.

4.89 out of 5 average rating, 334 reviews

The A-frame cabin features a striking green metal roof and large triangular windows. A spacious deck, supported by wooden beams, provides outdoor seating. Surrounding greenery complements the cabin's rustic charm, while a picnic table is situated in the yard, offering a serene spot for meals.

Home in Harrison

Privacy, River, Pond, A frame Hot Tub EPIC Views,