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Holiday rentals in Flagstaff Lake

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Top-rated holiday rentals in Flagstaff Lake

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

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Top guest favourite
Chalet in Kingfield
4.98 out of 5 average rating, 164 reviews

Pristine, Peaceful Kingfield Chalet

Just a short 15-20 minute drive from Sugarloaf and 3 minutes from historic downtown Kingfield, this chalet provides a peaceful, private respite after a busy day on the mountain. Our 2BR, 1BA eco-friendly chalet is tucked back from the road, with distant neighbors and fast WiFi. You can be surrounded by nature but only minutes from lovely restaurants, local shops, grocery store, gas station and tons of trails, rivers & lakes for snowshoeing, XC, snowmobiling, hiking, huts, MTB, kayaking & more.

Top guest favourite
A cozy corner of the cabin features a stone fireplace surrounded by a wooden floor. A comfortable couch with patterned upholstery sits nearby, and a round area rug adds warmth. Natural light filters through large windows, highlighting the surrounding greenery.
Cabin in Hanover
4.99 out of 5 average rating, 524 reviews

Cabin retreat just steps from adventure

Nestled on 80 acres in the woods alongside a stream, this cabin is the perfect retreat. Whether you are looking for a romantic getaway, a family vacation, or a gathering of your closest friends-this cabin is ideal. It is located on a private road and close to Howard Pond, Androscoggin River, and Sunday River skiing. No matter the season, opportunities await, whether you decide to stay close or venture out. There are plenty of trails nearby to explore, canoe rentals, skiing and so much more.

Top guest favourite
Cabin in Kingfield
5 out of 5 average rating, 102 reviews

The Maine Frame // A Private Getaway

Enjoy your own personal A-Frame cabin tucked away in the mountains of the Carrabassett Valley. The Maine Frame is a private getaway with easy access to Sugarloaf Ski Resort, numerous hiking trails, unique local eateries, and multiple lakes and rivers for kayaking in Maine’s Western Mountains & Lakes Region. The cabin features high-speed internet for streaming movies on rainy nights, quick access to Kingfield for food and supplies, and a large wooden deck for lounging and entertaining at home.

Guest favourite
Home in Le Granit Regional County Municipality
4.98 out of 5 average rating, 134 reviews

The Rifugio Rental Cottage Hot tub/mountain view

Le rifugio est l’endroit idéal pour se réfugier. Un havre de paix en pleine nature entouré de montagnes à perte de vue. Le Rifugio vous offre la liberté de faire un lien authentique avec la nature et de profiter de temps de qualité seul ou à plusieurs. Dès que vous franchissez la porte, vous êtes accueillis dans une atmosphère chaleureuse et confortable. De grandes fenêtres offrent une vue magnifique sur les montagnes environnantes et au loin nous pouvons apercevoir la pointe du Lac Mégantic

Top guest favourite
The entrance features a wooden porch with a welcome mat at the front door. A rustic wooden canopy provides shelter, while the exterior showcases natural wood shingles complemented by a dark door. Sunlight illuminates the clear blue sky above.
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.

Top guest favourite
Cabin in Kingfield
4.99 out of 5 average rating, 134 reviews

Cozy Cabin with Modern Amenities. Pet Friendly!

Kick back and relax in this beautifully renovated home with amenities you didn't know you were missing. Despite its small stature, every square inch is utilized, boasting 4 beds and 1.5 bathrooms, including a huge shower with multiple shower heads and hurricane force water pressure. Located on a quiet street just minutes from the Kingfield village, steps from the snowmobile trail system, and 20 minutes from Sugarloaf. Designed with dogs in mind, complete with a fenced in backyard.

Top guest favourite
A wooden dining table is positioned next to large windows, offering views of the serene lake. Natural light fills the space, and a few cozy seating options are visible outside. A deck with chairs invites relaxation by the water's edge.
Cabin in West Forks
4.98 out of 5 average rating, 111 reviews

Serenity Now Cabin on Lake Moxie!

Would you like to escape the distractions, stress and noise of your daily life? Do you love the idea of "roughing it" but want a cozy bed to sleep in at night? Do you long to go "off the grid," but still want to have light when it gets dark, heat for those chilly Maine nights, and hot coffee in the morning? If so, you are ready for Serenity Now, our comfy cabin -an extreme "glamping" experience- No cellphone service, no WiFi, and no landline means no one will disturb your peace.

Top guest favourite
A serene view of a pond surrounded by tall trees, reflecting the sky and nearby mountains. Soft lighting can be seen strung between the trees, adding a gentle ambiance to the natural setting. Large rocks and greenery are visible in the foreground.
Cabin in New Vineyard
4.93 out of 5 average rating, 147 reviews

Mill Pond Waterfront Cabin On The Way To Sugarloaf

***Please Message me to ask about possible discounts and length of stay minimums.*** Year round waterfront Cabin Located on a private road off Rte. 27 & on the way to Sugarloaf. Only 15 minutes to Farmington, about 30 to Carrabassett Valley & Sugarloaf area and about an hr. to the Rangeley and Saddleback Mtn. area. The cabin is situated on 2+ acres with tall trees and plenty of wildlife. Come relax on the covered porch overlooking the pond or around the fire pit

Top guest favourite
A hot tub surrounded by a wooden structure offers a relaxing retreat. Two hanging chairs are visible nearby, creating a cozy seating area. In the background, a modern chalet with a gravel pathway leads to the entry, framed by lush greenery.
Chalet in Woburn
4.99 out of 5 average rating, 105 reviews

Chalet le Cervidé – Woburn Citq: 318160

Small modern and warm cottage isolated on a dead end street in Woburn (15 minutes from Lac Mégantic and 35 minutes from Mont Mégantic). Built in 2023, this cottage is perfect for creating beautiful memories as a couple or family. In the heart of the starry sky reserve, relax in complete privacy. You can enjoy beautiful sunrises in the quiet of nature. We look forward to welcoming you to Chalet Le Cervidé. Registration No. 318160: expires 04/17/2026

Top guest favourite
Cabin in Phillips
4.94 out of 5 average rating, 203 reviews

Stream-side mountain retreat

This attractively renovated camp in the High Peaks region of western Maine is the perfect place to get away and unplug. Surrounded by conservation land, the camp is airy and bright, with views opening onto woods and stream, and is well screened. Solar panels provide water and electricity. There's limited satellite internet service for emailing and texting, and sometimes phone through wifi, depending on your service provider.

Top guest favourite
A serene winter landscape showcases a frozen lake blanketed in snow, with distant mountains rising against a clear blue sky. Evergreen trees line the shore, adding a touch of greenery to the white expanse.
Cabin in Eustis
4.99 out of 5 average rating, 110 reviews

Flagstaff Oasis Endless Sunsets, Sauna May 2026!

Flagstaff Oasis is your winter retreat just 10 minutes from Sugarloaf! Ski all day, then come back and warm up by the fireplace. Enjoy direct snowmobile trail access with plenty of parking for sleds and trailers. After the adventure, gather at the firepit or relax in the cozy cabin with all-new appliances and a fully stocked kitchen. Peaceful, private, and set on Flagstaff Lake—perfect for skiing, sledding, and winter fun!

Guest favourite
Cabin in Notre-Dame-des-Bois
4.98 out of 5 average rating, 290 reviews

Summits Refuge, panoramic view and sauna

Cabane hors-réseau en altitude avec une vue panoramique exceptionnelle sur les Appalaches. Situé à l'orée du bois sur une terre de 100 acres, vous vivrez des levers et couchers de soleil inoubliables. Un poêle à bois, un lit queen confo, un sauna, une vue, la paix ! Si vous recherchez une pause nature en mode de vie minimaliste pour vous reconnecter au moment présent et vous inspirer, ne cherchez pas plus loin !

Popular amenities for Flagstaff Lake holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Flagstaff Lake