
Family-friendly holiday rentals in Flagstaff Lake
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Top-rated family-friendly rentals in Flagstaff Lake
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Off-Grid Escape. Wood Fired Hot Tub. 4 Kayaks
Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- excellent swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

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.

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.

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

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.

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.

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.

MONT CHALET in the 1st Dark Sky Reserve 🌠
Mont Chalet is located in Estrie in the small village of La Patrie. About fifteen minutes from Mont-Mégantic National Park. This cottage WITHOUT electricity, offers you the desired comfort by being totally independent. Wood heating, refrigerator, stove and hot water are functional with propane gas and lights thanks to 12 volt batteries. Skiing, snowshoeing and walking are possible on this 270-acre land. One visit and you'll be charmed. Come and admire the starry sky 🌟

Welcome to our Shackteau! Close to loaf + trail!
Unique ski chalet five minutes from Sugarloaf access road, with snowshoe / XC ski trail from the property that connects to valley trail system. Cozy, all-wood interior with funky bunk bed tower, homey propane stove, and den with bar and large TV. Equally well-suited for families, friends, and responsible mountain enthusiasts! We love our shackteau and know you will, too! We received negative feedback on our last cleaner so we have a new AWESOME cleaner :)

LuxuryTreehouse w/ Hot Tub Near Sunday River
Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.

Camp Bai Yuka/Little Camp (Log Cabin on Webb Lake)
Enjoy your stay on the banks of Webb Lake in our 2019 hand-crafted log cabin. This cabin is 35 ft from the high water mark and has views of the lake from all three bedrooms. This rental has access to a private beach ( 200 ft) and is in a secluded cove on the lake. For travelers unfamiliar with Weld, Maine, Weld is nested in the heart of the western mountains of Maine. Hiking Tumbledown and Mt Blue are only the beginning of the recreational opportunities.

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.
Popular amenities for Flagstaff Lake family-friendly rentals
Family-friendly home rentals with a hot tub

Stella Bois ronds & spa – Domaine des Appalaches

Beautiful cottage in the forest.

Hillside Hideaway - Great Location & Hot Tub

Tumbledown Tiny Home w/ Hot Tub

Moosehead Lake, Trail Access, Hot Tub, Beach, ACs!

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf

The chalet has a Smiley and Spa

L'Audettois, in the forest.
Family- and pet-friendly home rentals

Lakefront Stunning Home, just 35 min to Sugarloaf!

Private Cabin next to Narrow Gauge Trails & River

Forest Bathing: Off-Grid Tiny Home, Pond w/ Kayak

Nordic House | Glamping Cabin w Private Hot Tub

Lake House: Private Dock, Sauna, Pets and Kayaks

Mill Pond Waterfront Cabin On The Way To Sugarloaf

Million Dollar View Moosehead lake, Sloper lane

Former Hydro Station
Family-friendly home rentals with a pool

Large Home with Great View next to horse farm

A+ View Relax Hike & Fish * w/SpaTub/Sauna

Cozy Riverside Cottage

Escapade/Spa/Piscine Chalet

Spacious White Mountain renovated 2 bedroom, Apt 3

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

Slope Side | Ground floor | Hot Tub, Pool, Sauna

Mountain Biking, Hiking & Golf/Sugarloaf condo A/C
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- Cabin rentals Flagstaff Lake
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- Pet-friendly rentals Flagstaff Lake
- Rentals with a patio Flagstaff Lake
- Family-friendly rentals Maine
- Family-friendly rentals United States





