House vacation rentals in Sugarloaf Mountain

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Top-rated house rentals in Sugarloaf Mountain

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Top guest favorite

Home in Stratton

4.97 out of 5 average rating, 112 reviews

Sugarloaf and Flagstaff Lake Area Vacation Rental

Nestled in a quiet private neighborhood, yet close to area restaurants & amenities, this is the perfect house for the outdoor enthusiast. The open floor plan, comfortable & clean space, & entertainment system are ideal for relaxing after a full day. Kayaks are available for use on Flagstaff lake. Close to hiking & biking trails, 7 mi to Sugarloaf Mountain , 1.5 mi to public boat launch. You will have a fire-pit, outdoor dining area, deck, propane Weber grill, & covered porch. Stratton/Eustis, ME

Guest favorite

The exterior of a modern condo is showcased against a mountainous backdrop, featuring a deck and surrounded by trees. Snow-capped slopes are visible in the distance, while the structure is set amidst a natural landscape, providing a serene atmosphere.

Home in Carrabassett Valley

5 out of 5 average rating, 16 reviews

Mountainside - Ski In/Out Condo

You'll be close to everything in this modern condo. Top of Mountainside Road - walk 1 min to the trail & ski down to Whiffletree lift. Easy to stop for lunch or quick warm up. Après - stroll down to the Village for food & fun! 3 bedrooms (2 queen beds & 4 bunks) Open Kitchen, living & dining room w/ fireplace. Large mudroom for all your gear. Deck overlooking Bigelow Range. Last 6+ years 4.9 star reviews & managed by rental agent. Now Book direct with owner, a Sugarloafer since 1977!

Top guest favorite

A spacious living area features a sectional leather couch adorned with decorative pillows, complemented by an ottoman and wooden flooring. Natural light filters through large windows covered with dark shades, enhancing the room's cozy ambiance. A television and wooden shelving unit are visible in the background.

Home in Rumford

4.91 out of 5 average rating, 190 reviews

Charming Home Getaway near Sunday River & Hikes

Our place is a great getaway for couples, solo adventurers, business travelers, families (with kids), and big groups. The house is fully equipped dishes, silverware, pots and pans. We are located right in the historical town of Rumford. Hannaford Grocery - 5 minutes away Walmart - 10 minutes away Black mountain ME - 9 minutes away Sunday River - 25 minutes away Mount Abram - 30 minutes away Sugarloaf Mountain - one hour and 20 minutes away And many more mountain resorts around the area.

Guest favorite

A hot tub is set on a wooden deck, surrounded by a snowy landscape. Trees frame the background, and distant views of the lake are visible. Soft smoke rises from the water's surface, indicating warmth, while a firepit nearby adds to the tranquil ambiance.

Home in Wilton

4.97 out of 5 average rating, 78 reviews

The Haven Lakehouse on Wilson Lake

Beautiful Lake House located on Wilson Lake. A perfect spot to take in the gorgeous lake view with a large sandy beach area. The lake is great for swimming, boating, kayaking, and other water activities. Enjoy the 7 person hot tub that overlooks the lake. Large backyard to enjoy lawn games, BBQing, and relaxing by the outdoor firepit. The house has a cozy modern feel, making a perfect summer vacation or winter ice fishing trip on the lake. Located within an hour of Sugarloaf & Sunday River.

Guest favorite

The exterior of a multi-level home is showcased against a backdrop of vibrant autumn foliage. The structure features a combination of wood and metal siding, with large windows reflecting natural light. A gravel driveway leads to the entrance, surrounded by trees displaying fall colors.

Home in Carrabassett Valley

4.92 out of 5 average rating, 37 reviews

A Perfect Home For Family Summer Vacations!

This expansive and family-oriented home is situated on Sugarloaf, offering 5 bedrooms, 4.5 bathrooms, two spacious living areas, and a generously sized kitchen and dining space. Located on the Winter shuttle route and within close proximity to hiking/biking trails, the Carrabassett River and golf course! Enjoy the gas fireplace after a day on the slopes or a game of ping pong with the family! Nestled in the mountains, this exquisite home presents an ideal setting for your upcoming vacation.

Superhost

A welcoming outdoor patio area features two red chairs and a black grill, surrounded by neatly arranged gravel and stone pathways. Lush green grass and young plantings provide a natural setting. The entrance to the home is framed by a covered porch and decorative detail.

Home in Skowhegan

4.8 out of 5 average rating, 15 reviews

Cozy, Comfortable, welcoming With private suite

Keep it simple at this peaceful and centrally located place. This rental property is in walking distance of the historic area of downtown Skowhegan yet secluded enough to enjoy privacy while on your vacation. Local groceries stores, well-known eateries, and small business shops are just minutes away. Close location to lakes, fairgrounds (active depending on time of stay), movie theaters (Drive-in & Spotlight Cinemas), and more. You need quiet time, enjoy the private suite you’ll love it .

Guest favorite

A two-story house showcases a charming design with a gray exterior and red front doors. Green trees frame the property, providing a natural backdrop. The inviting driveway leads to the entrance, with windows allowing for ample natural light.

Home in Oakland

4.95 out of 5 average rating, 129 reviews

The Modern Maine Retreat

Stay at our Maine Getaway. Our fully renovated 1940s New Englander is sure to bring you peaceful vibes and luxury. Come play Pickleball with just a quick walk over to the courts, driving not necessary!Close to downtown Waterville, Colby College, Thomas College, UMaine Farmington. 2 min from Messalonskee Lake boat launch where you can boat, kayak, canoe, & ice fish. Proximity to ski mountains, Titcomb, Black Mountain, Sugar Loaf & Sunday River. Please note BBQ is only accessible May-October.

Guest favorite

A modern, two-story home is set against a backdrop of trees, featuring large windows that invite natural light. A spacious deck extends out, with multiple wooden chairs arranged in the foreground to create a welcoming outdoor seating area.

Home in Oakland

5 out of 5 average rating, 24 reviews

Peaceful 5 bedroom 4.5 bath waterfront house

This newly built (2021) Colonial has over 75 ft of shore frontage adjacent to the hosts 6 bedroom Cape Cod style house. Centrally located minutes from Intersate 95 and Colby College , Thomas college, and other Belgrade lakes destinations. Bar Harbor and Acadia National Park are only a couple hour drive through scenic countryside. In the winter you can ice fish, cross country ski, snowmobile, or enjoy the quite of the lake. Sugarloaf and Sunday River ski resorts are a 60 minute drive.

Top guest favorite

A cozy living area showcases a comfortable checkered sofa and a wooden coffee table, while a dining space features a large table surrounded by six wooden chairs. Natural light floods through multiple windows, with patterned curtains enhancing the inviting ambiance.

Home in Hanover

4.99 out of 5 average rating, 319 reviews

Cozy modern home with Maine themed charm

Entire house, recently renovated, 8 minutes to Sunday River. Come relax or enjoy a day of Spring hiking in the beautiful western Maine mountains. Centrally located to all area attractions. Hiking, golfing, biking, swimming, skiing and exploring to name a few! Close to Grafton Notch where you can enjoy great hiking and beautiful views. One hour from Storyland and Santa's Village. Conveniently located to Bethel restaurants, gem museum and shopping. Directly on Rte 2 , easy access.

Superhost

The exterior of a charming lakefront cottage is presented, surrounded by trees and natural stone paths. The cottage features a distinctive wooden facade and a sloped roof, with a welcoming front porch. A gravel area and boulders are visible in the foreground, enhancing the natural setting.

Home in Rangeley

5 out of 5 average rating, 22 reviews

Pine Rock Point Cottage - At Haines Landing

Uniquely situated charming lakefront cottage set on a ledge of rock outcroppings adjacent to Haines Landing Marina. Fabulous views of Mooselookmeguntic lake and the surrounding mountains. A highly desirable location, ideal for enjoying the Rangeley Lakes Region and all that it has to offer. A sandy beach, kayaks, fire pit, BBQ grill, and outdoor seating complement the outdoors. We are now accepting one well behaved dog to enjoy your stay with. Internet provided.

Top guest favorite

A scenic lakeside view captures the sunset reflecting on the water, outlining the dock and several boats nearby. The grassy area leads to the water's edge, with trees providing natural framing to the picturesque setting of the Lake House.

Home in Oakland

4.89 out of 5 average rating, 95 reviews

Lake-House on water, East Lake, Near Waterville

Welcome to the Lake House! 5 bedrooms. Access to a mooring. Full bathroom and kitchen with accessories. Bedrooms have locked doors & Wi-Fi. The house has a Deck and Docks, 8 foot by 10 foot floating Island, BBQ Grill. Lakeside Bon Fire Pit. Full bath, 30 feet from Lake! 2 entrances, 3 Kayaks, Fishing/Swimming. Nice neighbors including Camp Manitou, Matoaka and Somerset. Near Public Boat Landing & country store. I reside nearby, and will help with any issues.

Superhost

The exterior of a custom cabin is framed by tall trees, showcasing a blend of natural wood and metal roofing. A green lawn leads to a fire pit surrounded by large rocks, while glimpses of the lake are visible in the background.

Home in Oquossoc

5 out of 5 average rating, 4 reviews

Tree House - Mooselookmeguntic Lake

Spend summer by the lake! Mooselookmeguntic is one of Maine's premier lakes. There is a public boat launch at Haines Landing and this camp has a great dock - so feel free to bring your boat. Situated in a quiet cove looking at Toothaker Island and south facing, this custom cabin offers it all! Two tiered decks, platform by the water, open floor plan, wood stove, 3 bedrooms (sleeps 5) and minutes to Oquossoc and Rangeley. WEEKLY RENTALS ONLY