Family-friendly holiday rentals in Fryeburg

A spacious kitchen features white cabinetry with modern hardware and a large island with a wooden countertop. Black appliances, including a refrigerator and stove, complement the granite countertops. A window above the sink allows natural light to enter, enhancing the functionality of the space.

4.91 out of 5 average rating, 353 reviews

Lake Region Comfort, Close to Everything!

Come enjoy the Highland Lake area known for its clear water, boating and fishing! Just a few miles away from Shawnee Peak which offers both day/night skiing. Also a few miles away is downtown Bridgton where there is the Magic Lantern movie theater and the drive-in theatre. Downtown also offers shopping and many options for superb dining. This single-family residence will provide you with 3 bedrooms, a newly renovated kitchen, sliders to deck, bathroom, living room with large panel tv and WiFi.

4.94 out of 5 average rating, 288 reviews

A well-lit chalet is visible in the background, showcasing its large windows. In the foreground, a stone fire pit surrounded by five adirondack chairs is highlighted, with glowing embers and flames creating a warm ambiance against the night sky.

Cabin in Fryeburg

Avail.5/29*Hot Tub*Lake Access+Beach*A/C*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

4.95 out of 5 average rating, 131 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!

4.98 out of 5 average rating, 358 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 Highland Beach

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 summer 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.

Superhost

An aerial view of a cozy cabin nestled within a lush green landscape. A winding path leads to the cabin, surrounded by trees and natural vegetation. A stream flows gently in the foreground, complementing the tranquil atmosphere of the outdoor setting.

Cabin in Fryeburg

4.87 out of 5 average rating, 151 reviews

Lake+Beach, Hot Tub, Firepit, Dog+EV OK, N Conway

Your next getaway is calling! ✨ Hot Tub (year-round) 💦 Brook in Front Yard 🔥 Fire Pit +👩‍🍳 Gas Grill 🐶 Pet + ⚡️EV Friendly ⭐️ Wood Stove/Radiant Heat (Fall/Winter) & Portable A/Cs (Summer) ☀️ Walk to Lower Kimball Lake w/Beach 🛶 Canoe & Paddleboard (seasonal) ✔️ Peaceful & Wooded surroundings ✔️ Convenient to N. Conway/Saco River & More! The Hidden Moose offers 4-season fun: Relax🔸Swim🔸Beach🔸Hike🔸Stargaze🔸Winter Activities Book today or ♥ us to easily find us next time!

4.99 out of 5 average rating, 131 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

Elevated 4-Season home - Mtn Views +A/C + Firepit

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.

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.

4.92 out of 5 average rating, 138 reviews

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.

4.93 out of 5 average rating, 108 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, 278 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

A little slice of heaven!

Spring has finally sprung! Cmon up for a weekend getaway! Daffodils are popping and the fields are green! 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, 288 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.

A living room showcases a cozy seating area with two black sofas facing a television. A coffee table is centrally placed, adorned with a candle and a snack. A brick fireplace adds warmth, while natural light filters through the dual windows, dressed with light curtains.

4.96 out of 5 average rating, 125 reviews

Cozy, clean, 2nd floor condo in Conway, NH!

The condo is a quiet family space in a great location: we are located 10 minutes to the Settlers Green outlets/ shopping, close to skiing, hiking , Saco River, Conway Lake and much more. Easy access to all the amenities Conway has to offer. Two portable AC units were installed in living room and dining room only . You will receive the code for the lock box on the front door in the morning of your arrival. ***Quiet time is heavily enforced 10:00pm - 8:00am***

4.87 out of 5 average rating, 502 reviews

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.

Guesthouse in Brownfield

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

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.

4.92 out of 5 average rating, 116 reviews

Cranmore Mountain Condo | Pool, Hot Tub | Sleeps 6

4.98 out of 5 average rating, 129 reviews

Family & Friends Retreat*Hot Tub*Game Room*King Be

4.95 out of 5 average rating, 105 reviews

A hot tub is surrounded by wooden beams and an overhanging roof, providing shelter while enjoying views of the mountains. An outdoor TV is mounted nearby, with scenic landscapes visible in the background. Bubbles can be seen rising in the crystal-clear water.

Townhouse in Conway

North Conway Sunsets Mountain Views with Hot Tub

5 out of 5 average rating, 179 reviews

Chalet in Intervale

Family-friendly w/ mountain views & hot tub!

Apartment in North Conway

4.9 out of 5 average rating, 130 reviews

Main Street for 6!

4.92 out of 5 average rating, 153 reviews

An aerial view captures a log cabin surrounded by lush green trees, showcasing its isolated position on three private acres. The cabin features a blue-green roof, with a driveway leading to parked vehicles nearby, emphasizing a serene and wooded environment.

Cabin in Bridgton

Private cabin with lake access, hot tub & firepit!

4.95 out of 5 average rating, 254 reviews

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!

A large wooden house with multiple windows is positioned among tall trees. The sun is setting in the background, casting a warm glow on the deck and surrounding lawn, which features natural landscaping and a few large rocks.

4.98 out of 5 average rating, 142 reviews

Bridgton Getaway

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 140 reviews

Home in Conway

Family Retreat: Beach, Big Yard, Dogs Welcome

4.9 out of 5 average rating, 572 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

Secluded Mountain View Cabin • Private Sauna

4.95 out of 5 average rating, 133 reviews

Chalet in Conway

Lost Compass Cabin•White Mountain Getaway

4.99 out of 5 average rating, 216 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.

Apartment in Chatham

Charming Carriage House in the White Mountains

4.98 out of 5 average rating, 637 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

4.94 out of 5 average rating, 187 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

4.89 out of 5 average rating, 276 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

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.

4.86 out of 5 average rating, 348 reviews

North Conway village tiny house, sleeps 1-4

Family-friendly home rentals with a pool

4.83 out of 5 average rating, 127 reviews

A game room is provided, featuring two vintage arcade machines prominently displayed against light-colored walls. A colorful rug with a playful design brightens the floor space, while a small table and chair are positioned nearby, offering additional seating options.

Townhouse in Bartlett

Spacious Vaca! N-Conway, Storyland, Hiking, Saco

4.86 out of 5 average rating, 123 reviews

A spacious living area features warm wood paneling and a cozy wooden fireplace. Comfortable seating is arranged around a coffee table, and large glass doors allow natural light to fill the room, leading to the scenic outdoors. A ladder provides access to the loft area.

Chalet in Bridgton

Charming Chalet 3 min to SKIING & PVT beach access

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, 381 reviews

Family friendly + Mountain Views @amountainplace

4.87 out of 5 average rating, 174 reviews

Condo in Bartlett

Spacious Condo-Attitash Ski-Storyland-Saco & More!

4.97 out of 5 average rating, 226 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, Across St. from Story Land, AC, pool

4.96 out of 5 average rating, 162 reviews

A private pool area features a colorful inflatable parrot floating in clear water. Surrounding the pool are several lounge chairs arranged for relaxation. Lush trees provide shade, and a fence ensures privacy for the space, which is brightly illuminated by natural sunlight.

Home in North Deering

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

5 out of 5 average rating, 105 reviews

Condo in North Conway

Spectacular Mountain Views, at Eagle Ridge !

The open layout features a dining area with a rustic table and comfortable seating for six. A cozy sectional sofa is positioned near a door leading to the outdoor patio. Soft lighting and decorative elements create a welcoming and homey environment.