House vacation rentals in Sugarloaf Mountain

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Top-rated house rentals in Sugarloaf Mountain

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Top guest favorite
A telescope is positioned beside large windows, offering a clear view of a sunset over a snowy landscape. The scene is framed by evergreen trees, with a peaceful lake reflecting the warm colors of the setting sun.
Home in Rangeley
4.98 out of 5 average rating, 126 reviews

The GETAWAY, Rangeley

Our GETAWAY-perfect place for relaxing and fun! It’s private but 1/2 mile to IGA and approx 1 mi to beautiful downtown Rangeley with great restaurants, bowling, arcade, darts and shuffleboard. Ltd access to snowmobile trails directly from the house. ATV is no longer allowed from our home. Trails can be accessed from IGA (park across the st., or Depot Rd (includes trailer parking) 3/4 mile from our home. Hiking and incredible scenery! Walking distance to Pickford Pub and mins o Mtn Star Estate.

Top guest favorite
Home in Carrabassett Valley
5 out of 5 average rating, 21 reviews

New Listing! The Loaf Lodge-Ski. Ride. Repeat.

Make memories and stay steps from adventure at this brand-new mountain getaway on Sugarloaf’s access road! Hop on the free shuttle to the slopes, just 2 minutes away. Also within 2-4 minutes enjoy trails, the Outdoor Center, the Antigravity Center, groceries, the library, and restaurants. After a day skiing, riding, or hiking unwind in this new build with an open-concept living room and kitchen. Bedroom 1-queen bed. Bedroom 2-twin over full bunk with twin trundle. 1 bath. Relax and enjoy!

Top guest favorite
The open-concept living area showcases natural wood walls and a ceiling, with large windows allowing ample light. A soft sofa and a daybed are arranged around a round coffee table on a striped area rug. A staircase leads to the upper level, visible in the background.
Home in Farmington
4.96 out of 5 average rating, 299 reviews

Carriage House

Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

Top guest favorite
An open living space reveals a kitchen with a wooden island and white cabinetry, connected to a dining area featuring a wooden table and chairs. Steps lead to a cozy sitting area with a sectional sofa, surrounded by large windows allowing natural light.
Home in Eustis
5 out of 5 average rating, 120 reviews

Sweet home nestled in quiet spot; Walk to dining.

Situated at the end of a dead end street, Rockstar Quarry House is a place where you can relax and unwind with Deer regularly grazing right in the backyard. Walk to Fotter's grocery, Backstrap Grill, both just a stone's throw away. Here, in the center of Stratton, in the western mountains of Maine, an 8 mile drive to Sugarloaf and 27 miles to Saddleback. Whether you're here to ski, cycle, swim, snowmobile, hike or anything else you can think of, this region will provide the opportunity.

Superhost
Home in Kingfield
5 out of 5 average rating, 3 reviews

Mountain Escape | Views • Firepit • Near Sugarloaf

Perched high on Ira Mountain, this home features breathtaking panoramic views from nearly every room. Whether you’re sipping coffee at sunrise or watching the sun dip behind the peaks from the expansive deck, the scenery will be a highlight of your stay. With two beautifully appointed bedrooms, each offering comfortable beds and peaceful surroundings to ensure a restful night’s sleep. With three full bathrooms, there’s plenty of space for families or groups to spread out and enjoy privacy.

Top guest favorite
A spacious outdoor area showcases Mahoney Manor's exterior, featuring a sloped roof and large porch. Paved pathways lead to seating arrangements, surrounded by greenery. The natural landscape forms a serene backdrop, highlighting the connection between the home and its wooded surroundings.
Home in Kingfield
4.98 out of 5 average rating, 159 reviews

Mahoney Manor

My father executed his vision and built Mahoney Manor from the ground up. What started as a "camp" eventually became his full-time home before his untimely death in 2018. Nestled in the woods at the base of Ira Mountain just minutes from Sugarloaf and along the Carrabassett River, Emmett created a sanctuary. He spent the last years of his life "developing" two empty lots into a Zen-like nature trail system with hand made bridges and benches perfect for 4-season walking or snowshoeing.

Top guest favorite
A serene scene features a person fishing by the river, surrounded by lush greenery and mountain views in the distance. The interior showcases wooden beams and a spacious kitchen with stainless steel appliances, complemented by bar stools along a large island.
Home in Eustis
5 out of 5 average rating, 93 reviews

New Cabin. Mountain, River & Dam Views, Kayaks.

Newer home! See the beautiful leaves changing colors. Use the 2 Kayaks. Sugarloaf 20 mins away for Skiing biking & hiking or hop on the ATV & Snowmobile Trail right from the dooryard. Jacuzzi jetted tub, fireplace, D/W, pans, etc. High Speed wifi/internet - login to your streaming devices on the Smart TV (3TV’s). Window views of the historic Dam, River & Mountains. The Dead River just steps away to float, fish, & take in the cascading sounds of the Dam. Trails End Restaurant steps away!

Top guest favorite
A wooden dock extends into calm, reflective waters surrounded by a serene landscape. Potted flowers in vibrant colors add a touch of greenery, while the sky above features soft clouds and blue tones, enhancing the tranquil lakeside atmosphere.
Home in Eustis
4.98 out of 5 average rating, 59 reviews

Flagstaff Lakeside Cabin Retreat

This newly renovated house is located in a private community on Flagstaff Lake surrounded by beautiful mature red pine trees with your own private spot on the lake complete with a dock & swim ladder! Amenities include a fire pit, picnic table, large deck, & propane grill. Kayaks & paddle-boards are available for an extra fee. You are close to endless hiking & biking trails, 10 mi to Sugarloaf & 25 mi to Rangeley. This is the perfect spot to relax & launch your outdoor adventures from!

Top guest favorite
A serene riverbank is framed by lush green trees and foliage. Clear water reflects the surrounding nature, with smooth stones scattered along the shore. Gentle ripples indicate flowing water, creating a tranquil atmosphere for outdoor activities.
Home in Carrabassett Valley
4.93 out of 5 average rating, 129 reviews

4 Bed 1 Bath on River: Skiing & Mountain bike!

Quiet get away for the family on the river. Hear the sound of the flowing water right outside the windows. 4 Bedroom, 1 Bath, mudroom, radiant floor heat and propane gas stove, full kitchen, with deck and grill. Only a mile from Sugarloaf mountain and the Outdoor center and 24 miles from Flagstaff Lake. Activities include: cross country skiing, skate skiing, downhill skiing, skating and mountain biking, hiking, fishing and golfing.

Guest favorite
The inviting living area features a stone fireplace with a mirror above it, surrounded by plants and wooden beams overhead. A wooden staircase leads to the upper level, while a dining area with several chairs is visible in the background, enhancing the warm and cozy ambiance.
Home in New Portland
4.86 out of 5 average rating, 171 reviews

The Riverfront Retreat - 27 minutes to Sugarloaf!

This vibrant farmhouse is surrounded by 800 ft. of Lemon Stream. Walk to the historic wire bridge! It is about 27 minutes to Sugarloaf and 8 minutes to Kingfield; located directly off Rt. 27 in route to Carrabassett Valley. You can hit the slopes then come home to a cozy, gas fireplace. There's a firepit by the stream to enjoy the stars in warmth. The home is full of color and organic decor. FAST STARLINK WIFI!

Top guest favorite
A charming two-story ski house is nestled in a snowy wooded area, featuring large skylights on the upper floor. A spacious deck extends from the front, while two parked vehicles are partially covered in snow. Trees with autumn leaves frame the home.
Home in Carrabassett Valley
4.96 out of 5 average rating, 108 reviews

Sugarloaf Home with amazing views

Sugarloaf Ski House, 10 minutes to baselodge, shuttle on call, awesome views, near crosscountry trails, restaurants, Outdoor Center. In summer months, 10 minutes to Sugarloaf Golf Course. Easy access to bike/ hiking trails, waterways, fishing. You can ski in and out from your vehicle from the ends of Lots E and F when the Bucksaw Quad is running. There's a ticket Kiosk at the base of the lift.

Top guest favorite
The exterior of the home showcases a modern two-story design, surrounded by vibrant autumn foliage. A cozy seating area with adirondack chairs is positioned near a stone fire pit, offering an inviting space for outdoor gatherings. The upper deck features a covered area, perfect for enjoying the natural scenery.
Home in Eustis
4.96 out of 5 average rating, 56 reviews

Four Season Eustis Retreat/Direct Trail Access

Travel to our newly built, modernized custom home located in the heart of Eustis, Maine. This oasis of a home will provide all the comfort and amenities you'll need to enjoy a relaxing getaway with family and loved ones. Enjoy this spacious 4 bedroom/2.5 bath home away from home nestled in the woods of Western Maine, where you may come and enjoy all four seasons of activities!

Popular amenities for Sugarloaf Mountain house rentals