Vacation rentals in Sugarloaf

4.93 out of 5 average rating, 280 reviews

A charming tiny house is nestled amongst greenery, featuring a sloped roof and white exterior. A wooden fence provides privacy while a welcoming front porch offers seating. Natural stone pathways lead to the entrance, inviting guests into a serene outdoor setting.

Tiny home in Tamworth

Tiny House - *5 star Cleanliness - Outdoor Shower!

Tiny House living at it's best! Private outdoor yard space for grilling & chilling! A full bathroom inside & an outdoor shower with hot water! The perfect place to relax after a hike! A place for a comfortable and relaxing getaway, with lakes, rivers & mountains at your doorstep! Only 1 hour to the Atlantic coast! Just 2 hours north of Boston. Under 4 hours to the Canadian Border just 30 minutes to North Conway. The famous Tamworth Farmer's Market is within walking distance (Saturday mornings).

4.98 out of 5 average rating, 528 reviews

The exterior of a wooden over-garage studio is shown, featuring a steeply pitched roof and large windows that allow for natural light. A long, paved driveway leads to the entrance, framed by greenery and stone landscaping on either side.

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.

4.9 out of 5 average rating, 103 reviews

The landscape is dominated by rolling hills covered in vibrant autumn foliage, featuring varying shades of green, orange, and yellow. A broad expanse of open fields is nestled among the trees, with a distant structure visible. The horizon showcases a gentle undulation of mountains under a clear blue sky.

Apartment in Brownfield

Stone Mountain Guest House 2nd Floor Apt.

This historic Second Empire-style house, built in 1877, has been beautifully modernized while retaining its classic charm. Located in the foothills of the White Mountains, it is surrounded by the natural beauty of the Burnt Meadow Mountains. The second-floor apartment offers all the comforts and amenities you need for a relaxing stay. Located just a few miles from the Stone Mountain Arts Center and only one mile from the AMC hiking trail, making it the perfect home base for outdoor adventures.

4.87 out of 5 average rating, 385 reviews

A serene lake is depicted, reflecting the lush landscape of trees adorned in autumn colors. The water's surface is calm, creating a mirror-like effect, while a distant hill adds depth to the scene under a clear blue sky.

Apartment in Porter

The Carriage House Apartment

A unique and inviting second floor apartment. Located in what was originally a carriage repair shop. Renovated into living space, the apartment offers a comfortable living room with high ceilings and exposed beams. A well equipped kitchen area, bedroom with two double beds and full bathroom. Our beautiful area offers a variety of activities including a scenic town beach a short walk down the road, hiking trails for all level, antique shops, great restaurants, seasonal fairs, and orchards.

4.82 out of 5 average rating, 451 reviews

A compact corner sink is mounted on the wall, featuring a chrome faucet and two dispensers of soap. The wall displays a light cream color, and the floor is covered with gray tiles. An electrical outlet is visible nearby.

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!

5 out of 5 average rating, 112 reviews

The modern guesthouse is shown against a twilight sky, featuring a sleek exterior in muted grey tones. Snow blankets the ground around the structure, while the entrance displays wide glass doors and a spacious balcony above. Lush greenery is visible in the background.

Guesthouse in Hiram

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

4.99 out of 5 average rating, 234 reviews

A well-lit bathroom features white wood paneling and a charming sink area with a decorative blue countertop. Natural light filters through a window adorned with a light curtain. Soft towels hang on a rail, complemented by a small shelf with toiletries and a tissue box.

Guest suite in Fryeburg

Welcome to Chickadee Cottage!

It’s springtime in the mountains! We still have snow to play in and days are sunnier and warmer! Lots to do! New restaurants to try! Spend some time browsing in town! 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, Roku and WiFi. Complimentary coffees, teas and cold drinks. Keurig, microwave and mini fridge at your disposal. Great for couples, families, girls weekends!

4.99 out of 5 average rating, 250 reviews

A gentle green landscape is viewed from two white Adirondack chairs positioned on the grass. A wooden fence runs through the scene, surrounded by trees that provide ample foliage. The sky is clear and bright, enhancing the tranquil setting.

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.

4.87 out of 5 average rating, 447 reviews

The interior features a vaulted wooden ceiling with exposed beams, enhancing the spaciousness. A large window allows natural light to brighten the room, showcasing a king bed and a fully equipped kitchen with modern appliances, including a stove and microwave.

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.

5 out of 5 average rating, 104 reviews

A modern cabin with a black exterior is surrounded by a serene winter landscape, featuring snow-covered trees and a blanket of snow on the ground. A wooden deck extends from the cabin, blending with the natural surroundings in this peaceful winter setting.

Home in Bridgton

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

5 out of 5 average rating, 326 reviews

A charming farmhouse is depicted under a serene winter sky, with a dusting of snow covering the roof and surrounding landscape. A colorful staircase leads to the entrance, illuminated by soft orange light, while trees in the foreground frame the setting sun in the background.

Guest suite in Conway

CloverCroft - "Far from the madding crowd."

CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

4.99 out of 5 average rating, 192 reviews

A gravel courtyard is surrounded by lush greenery, featuring flower beds along the wooden fence. A small table and chairs are positioned on one side, inviting relaxation amid the tranquil garden setting. Nearby, elements of nature are visible, creating an inviting outdoor space.

Tiny home in Brownfield

Rustic, artsy, tiny home on a beautiful homestead

A result of passion , creativity and a reverence for nature The Feathered Nest was built. Guests can come to completely unplug from the stress of day to day , and sink into the tranquility of the artsy tiny home, the beautiful gardens and the surrounding forest. Although 100ft from the main house there is a courtyard that is all yours to relax and watch the woodland birds I am happy to show you around or give you your privacy..

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Popular amenities for Sugarloaf vacation rentals

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Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Sugarloaf

5 out of 5 average rating, 39 reviews

A tranquil outdoor area showcases a pathway of stone pavers leading to a garden filled with blooming flowers. In the background, a rooster is seen roaming freely on the lush green grass, with a fence and open fields visible beyond.

Guesthouse in Wakefield

Peaceful Spring Retreat: Private Horse Farm

ChristopherRating, 5 stars1 week ago

Michelle and Justin were friendly, responsive, and very welcoming. The space was clean with terrific views of the animals. There is a great general store down the road with friendly owners and fresh goods. thank you so much for the stay.

5 out of 5 average rating, 69 reviews

A covered porch features two wicker chairs and a small table. The wood surface extends outward, leading to scenic views of distant mountains and open landscapes. Warm sunlight enhances the inviting atmosphere of this outdoor space.

Cottage in Cornish

The Lil'house - A Mountain Top Modern Cottage

MatthewRating, 5 stars7 months ago

Dan and Jane have a beautiful home. They were extremely kind and I can’t thank them enough for allowing me and the kids to meet their horses. It is a wonderful property on a serene landscape. The pictures don’t do it justice. We will certainly be back.

4.91 out of 5 average rating, 66 reviews

Two wooden chairs are positioned beside a circular firepit made of stone, surrounded by a gravel area. Lush greenery and trees frame the scene, with a view of the river visible in the background. The sky is clear, suggesting a sunny day.

Home in Parsonsfield

River home between NH mountains & Portland ME

LisaRating, 5 stars1 week ago

We were in town for a wedding nearby, had a last minute change and needed an additional lodging space. Jen was very accommodating and made everything super easy. Place was perfect for our needs

5 out of 5 average rating, 26 reviews

A well-appointed bathroom features dual sinks with natural wood cabinetry, accented by matching towels. A rustic theme is enhanced by wooden wall panels and decorative elements, with two mirrors above the sinks reflecting the warm lighting and creating an inviting space.

Guesthouse in Brownfield

Mountainview Escape, Western Foothills of Maine.

TimurRating, 5 stars7 months ago

The place is amazing. We really enjoyed our trip to White Mountains. We went there to watch Fall foliage. Mark’s place is cozy and he is a really great host. Very helpful and proactive. We will definitely consider to visit this place again next year. Thanks Mark!

5 out of 5 average rating, 15 reviews

An outdoor fire pit area is surrounded by six dark wooden Adirondack chairs. A gravel base provides a natural setting, while tall trees create a private and serene atmosphere in the backyard. Sunlight filters through the leaves, enhancing the peaceful ambiance.

Cabin in Freedom

3 bdrm + game room - Lake, Ski, Hike, Shop!

BobbieRating, 5 stars3 months ago

From the start, Ashley was helpful and kind. The house was immaculate and decorated tres chic, and she left a few treats to welcome us. Honestly, the place looked brand new! And it was so comfortable- the warm wood stove, the gourmet coffee ninja, the soft bedding and cotton sheets, the honeycomb wall shelves and little gold bumblebee towel holder….all the little touches were so special. Will definitely stay there again!

4.86 out of 5 average rating, 95 reviews

A rustic wooden table is adorned with a vintage lantern emitting warm light, alongside a green pennant displaying 'BASE CAMP.' Two pinecones are positioned next to a red decorative plate, while two wooden paddles lean against the wall beside a window framed in natural wood.

Home in Freedom

Cozy camp for swimming, water sports and more!

BeckyRating, 5 stars3 weeks ago

The Pancake House was the perfect getaway! Peaceful, relaxing, comfortable, and charming! The house is better than the photos can show, and offered plenty of space for fun and relaxation. We enjoy evenings by the fire after enjoying the sunset on the lake!

4.98 out of 5 average rating, 47 reviews

A small waterfall cascades over smooth stones, surrounded by lush greenery and scattered leaves on the forest floor. The gentle flow of water is visible, adding a serene touch to the natural landscape, framed by upright trees and shrubs.

Yurt in Hiram

Mt. Cutler Yurts Chickadee Yurt

DawnRating, 5 stars3 weeks ago

This was our second visit to Brian’s yurt and we will definitely be back. The space is very well-appointed and is perfect for a quick “camping” getaway without having to set up the tent, cots, etc. We had a couple of wet, chilly nights (in May!), but the gas stove kept us toasty warm. Brian had firewood available for when the rain finally stopped and recommended a good, local fishing spot. Thanks for the hospitality!