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Sugarloaf Mountain vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Top-rated vacation rentals in Sugarloaf Mountain

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Apartment in Kingfield
On The River
On the River, airbnb is located in the heart of downtown Kingfield right off the snowmobile trail. Sleeps 6 people. Has a spacious eat-in kitchen with a vie looking out to the Carrabassett River. Steps away from galleries, gift shops, restaurants, bank, Stanley Museum. 20-minute drive up to Sugarloaf mountain ski resort and the breathtaking views of 4000ft peaks of the western mountains of Maine. In summer, fly fishing and swimming right out the back . In winter, there are many snow sports.
Jun 24 – Jul 1
$108 per night
Guest favorite
Guest suite in Carrabassett Valley
Sugarloaf Mountain Serene Studio
Large Studio unit with full bath , less than 5 miles from Sugarloaf Mountain Resort and Carrabassett Mountain Biking Trails. Comfortable and cozy on the first floor of our home, separate from our space. Perfect for two or a couple with one child. 1 Queen ,1 twin. It is equipped with a mini kitchenette including sink, small fridge, microwave/convection , ,toaster oven , electric tea kettle .No Stove. No Vent . No burners allowed. WIFI ROKU TV . Packnplay available.
Apr 17 – 24
$109 per night
Guest favorite
Train in Carrabassett Valley
On Sugarloaf Mt. Restored Caboose
On mountain w shuttle service to the driveway! This Maine Central Caboose (approx 100 yrs old) is beautifully restored , warm - sunny & cozy. Full bed in master bedroom addition -single bunk and couch. Full kitchen w 4 burners -oven- half fridge and large sink with pots and pans. The original bathroom has a mexican tiled shower with a brass sink. Down comforters wood floors & deck Cupola with 4 seats to enjoy apres ski- Cozy :)
Mar 20 – 27
$265 per night

Popular amenities for Sugarloaf Mountain vacation rentals

Sugarloaf Mountain house rentals

Guest favorite
Home in Kingfield
Mahoney Manor
Jun 5 – 12
$198 per night
Guest favorite
Home in Jackson
Luxury Solar House, BIG Views - NO EVENTS PLEASE
Sep 18 – 25
$396 per night
Guest favorite
Home in Strong
Renovated 3B 2B home in quiet Maine town of Strong
Aug 22 – 29
$136 per night
Guest favorite
Home in Lisbon, Maine
Unplug at a Beachy Bolthole with Classic New England Style
Oct 21 – 28
$57 per night
Guest favorite
Home in Oxford
The Modern Lakehouse
Oct 13 – 20
$500 per night
Home in New Portland
The Riverfront Retreat - 27 minutes to Sugarloaf!
Feb 15 – 22
$212 per night
Guest favorite
Home in Canton
Private Lake House, Fire Pit & Sunset Views
May 6 – 13
$364 per night
Guest favorite
Home in Phillips
Captivating views from this Western Mountain home.
Jan 8 – 15
$186 per night
Guest favorite
Home in Edgecomb, Maine
Cozy Lodge Meets Mid Century Hideaway
May 31 – Jun 7
$213 per night
Guest favorite
Home in Hartland
Lakefront, Kayak, GameRoom, Fish, Beach, Fire Pit
May 26 – Jun 2
$441 per night
Home in Bartlett
Saco River A-Frame Close to Attitash
Sep 3 – 10
$250 per night
Guest favorite
Home in Appleton, Maine
The Barn
Aug 13 – 20
$124 per night

Sugarloaf Mountain cabin rentals

Guest favorite
Cabin in Eustis
Brivera in the Mountains-Mtn, Ski & Lake Escape
Aug 3 – 10
$209 per night
Guest favorite
Cabin in Phillips
Stream-side mountain retreat
Oct 30 – Nov 6
$158 per night
Guest favorite
Cabin in Notre-Dame-des-Bois, Canada
The Cabane de l 'Ours CITQ #306687
Oct 8 – 15
$66 per night
Cabin in Coplin, Maine
Cozy Cabin close to Sugarloaf Mountain
Jul 3 – 10
$228 per night
Guest favorite
Cabin in Lovell
Secluded, cozy cabin nestled in the Maine woods
Sep 3 – 10
$99 per night
Guest favorite
Cabin in Rangeley , Maine
The Terraces #5 Private Lakefront Cabin
Jun 27 – Jul 4
$118 per night
Guest favorite
Cabin in Eustis
Cozy Camp -Perfect to Enjoy All Your Activities
Jan 30 – Feb 6
$203 per night
Guest favorite
Cabin in Hanover
Cabin retreat just steps from adventure
Nov 12 – 19
$211 per night
Guest favorite
Cabin in Andover
Mountain Time Cabin
Jan 12 – 19
$136 per night
Guest favorite
Cabin in West Paris
Cozy log cabin! Hottub w/mtn views + pet friendly!
Jul 5 – 12
$199 per night
Cabin in Jackson, New Hampshire
Cabin, Views, Hot Tub, Wooded, River, Fire Place
Nov 10 – 17
$285 per night
Guest favorite
Cabin in Strong
Lakefront Stunning Home, just 30 min to Sugarloaf!
Dec 14 – 21
$399 per night

Other great vacation rentals in Sugarloaf Mountain

Guest favorite
Treehouse in Woodstock
Treehouse With Hot Tub Close to Sunday River!
May 29 – Jun 5
$344 per night
Guest favorite
Apartment in Eustis, Maine
Western mountain Retreat, Minutes to Sugarloaf
Jan 26 – Feb 2
$129 per night
Guest favorite
Chalet in Carrabassett Valley, Maine
Hot tub! Outdoor paradise! PAC-MAN!
Sep 5 – 12
$285 per night
Guest favorite
Treehouse in Norway
Crooked Reflections, Riverside Retreat - Hot Tub
May 30 – Jun 6
$544 per night
Guest favorite
Yurt in Woodstock
Cozy Private Luxury Yurt Mt View/HOT TUB / Wi-Fi
Jan 23 – 30
$250 per night
Guest favorite
Condo in Carrabassett Valley
Ski In/Ski Out Sugarloaf Sugartree 2 Deluxe Studio
Apr 20 – 27
$161 per night
Guest favorite
Condo in Carrabassett Valley
Truly ski in/ski out. Studio near the Super Quad .
Jun 23 – 30
$200 per night
Guest favorite
Condo in Carrabassett Valley
First Tracks at Sugarloaf
Jul 14 – 21
$157 per night
Condo in Carrabassett Valley
Ski InSki Out Clean Centrally Located Studio Condo
Jul 7 – 14
$129 per night
Guest favorite
Apartment in Kingfield
Village Top Floor With Riverview
Nov 3 – 10
$108 per night
Guest favorite
Cottage in Farmington
The cottage at Marble Farm.
Jul 16 – 23
$94 per night
Guest favorite
Vacation home in Carrabassett Valley
The Loaf View - 3 Bed Apt - 10 min from Sugarloaf
Nov 1 – 8
$154 per night

Your guide to Sugarloaf Mountain

All About Sugarloaf Mountain

Nestled in Western Maine’s Carrabassett Valley, Sugarloaf Mountain is a skiing and snowboarding destination with more than 600 acres of developed trails ranging from beginner slopes to certified double black diamond routes. The rugged, snow-capped mountain is the third-tallest point in Maine, and from the summit, you can admire a 360-degree view of the sprawling oaks that cover the state’s western mountains.

Although skiing and snowboarding are the most popular activities here, you can also experience the Maine wilderness at a slower pace. Snowshoe and hiking trails will take you through miles of aromatic fir trees. Along the way, you may just come across some of the wildlife native to the area, such as white-tailed deer, red fox, moose, or wild turkey.

The best time to stay in a vacation rental in Sugarloaf Mountain

The most popular time to travel to Sugarloaf is between winter and early spring, when you can explore numerous outdoor activities or hit one of the festivals hosted in town. During the holiday season in December, there’s a tree-lighting festival featuring live music and a fireworks display. Music lovers visit the mountain in February, when artists from all over the Northeast perform in the Fire on the Mountain Festival, dedicated to one of the US’s finest jam bands.

The temperate summer months offer a climate perfect for biking, horseback riding, and hiking. There are plenty of hiking options for all skill levels here, from a gentle stroll on the West Mountain Falls Trail to a more intensive overnight trip on the Appalachian Trail. Thrill seekers can take a zipline over the canopy for an adrenaline-filled, bird’s-eye view of the mountainside.

Birders will want to visit the mountain during spring or fall to spot migratory songbirds, including warblers and cuckoos, which fill the forest with their calls and songs.

Top things to do in Sugarloaf Mountain

Maine Ski and Snowboard Museum

Located in the nearby town of Kingfield, this museum tells the story of Maine’s connection to winter sports. Learn about the history of Nordic and alpine skiing through exhibits that showcase artifacts, photographs, and works of art. Vintage skis, jerseys from Maine’s top athletes, and amusing magazine ads from decades ago showcase the design side of these sports as well.

Stanley Museum

The Stanley Museum in Kingfield is dedicated to the Stanley twins, who invented the first steam-powered car, known as the “Stanley Steamer.” Operating out of a former schoolhouse, this historic museum commemorates the family through photography, art, and well-preserved steam automobiles. There are also exhibits that showcase the work of another notable Stanley, the twins’ sister, whose photographs documented early-20th-century rural American life.

Sugarloaf Outdoor Center

The largest Nordic center in Maine, the Sugarloaf Outdoor Center is a year-round hub for Sugarloaf Mountain activities. In the winter, the outdoor center boasts a professional-sized ice-skating rink and offers opportunities to rent snowshoes and cross-country skis. In the summer, the center is the gateway to nearly 80 miles of mountain biking trails.

Destinations to explore