
Family-friendly vacation rentals in Flagstaff Lake
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Top-rated family-friendly rentals in Flagstaff Lake
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Lakefront Home w/ Dock | Porter Lake | Sugarloaf!
Lakefront paradise on Porter Lake with a private dock, swim float, spacious yard, hammock, deck, patio, grill, fast WiFi, smart TVs, and all the comforts of home. Enjoy direct access to Maine’s ATV and snowmobile trail network right from the property, plus excellent fishing, boating, kayaking, swimming, & ice fishing. Just 20 minutes from Farmington and 35 minutes from Sugarloaf Resort and the Bigelow Mountains. Experience Maine lake living at its finest in every season with stunning lake views
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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.
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Your Pet Friendly, Maine Escape, on Haley Pond!
Park the car and walk to all things Main Street, Rangeley has to offer. Serenity out back with direct access to Haley Pond, and every convenience out front…a walk across the street to Rangeley Lake and a 15 minute drive - door to chair lift at Saddleback! Explore hiking, biking, fishing, hunting, snowmobiling - you name it - everything is at your fingertips. We are true Mainers and look forward to welcoming you to our cute little cabin - your home away from home - the way life should be!
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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.
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Evergreen Lodge-Rangeley Cabin, 3 bedroom & Loft
The perfect Home Base. Minutes to Saddleback, 1.5 mi to downtown with beach and boat ramp. Secluded in a very quiet, family freindly association neighborhood Direct ITS snowmobile access, NO ATV access. The home is very private, yet close to all Rangeley amenities. The Home boasts 3 bedrooms, two full bathrooms, fully equipped kitchen, memory foam mattresses throughout, Smart TV's in all bedrooms, hi speed wifi & plenty of parking for trucks & trailers. Any questions just ask.
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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.
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The Rifugio Rental Cottage Hot tub/mountain view
The rifugio is the perfect place to take refuge. A peaceful oasis in the heart of nature, surrounded by mountains as far as the eye can see. The Rifugio gives you the freedom to connect authentically with nature and to enjoy quality time, whether alone or with others. The minute you walk through the door, you are welcomed into a warm and cozy atmosphere. Large windows offer magnificent views of the surrounding mountains, and in the distance, we can see the tip of Lake Mégantic
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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 :)
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River House in West Forks trail access ITS 86 & 87
The River House is located in downtown West Forks near Berry's Store. Close to whitewater rafting, hiking trails, & fishing. Big backyard great for lawn games, fire pit for nightly campfires. Plenty of room for ATV trailer parking and a huge backyard right on the Dead River. Intersection of ITS 86 and 87 across the street, easy trail access. Six restaurants within five miles, also accessible by trails. All new bedding, mattresses, appliances, and furniture.
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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.
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Brivera in the Mountains-20 min to Sugarloaf!
Brivera in the Mountains is a classic 4‑bedroom, 3‑bath log cabin tucked into the woods—perfect for unplugging, adventuring, or simply relaxing. Four seasons of activities at your doorstep: skiing, snowmobiling, hunting, fishing, biking, hiking, boating, dining out, stargazing, or sleeping in—You can make your getaway as peaceful or adventurous as you like. Just 20 minutes to Sugarloaf, 45 minutes to Saddleback, and only minutes from ITS trail access.
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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.
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Popular amenities for Flagstaff Lake family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Cabin with Modern Amenities. Pet Friendly!
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Moosehead Lake, Trail Access, Hot Tub, Beach, ACs!
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Le Malamut CITQ # 305452
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Hot tub! PAC-MAN Outdoor fun! End of summer!
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Hillside Hideaway - Great Location & Hot Tub
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First Tracks at Sugarloaf
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Cozy Camp/Hot Tub/Ski Mountains/Lakes/Trail Access
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Chalet le Cervidé – Woburn Citq: 318160
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Family- and pet-friendly home rentals

Farm house, River, Island, animals & private Chef.
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Stream-side mountain retreat
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Trailside Cabin
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La Cabane de l'Ours CITQ #306687
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Million Dollar View Moosehead lake, Sloper lane
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The Riverfront Retreat - 27 minutes to Sugarloaf!
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The GETAWAY, Rangeley
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Rustic Lakeside Cabin Near Sugarloaf Mountain!
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Family-friendly home rentals with a pool

A+ View Relax Hike & Fish * w/SpaTub/Sauna
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Your very own log cabin! Moosehead Cottage Resort
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Riverway Cottage
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Cozy Chalet, 10-Min Drive to Sugarloaf, Sleeps 9
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Ski-in-ski-out-sugarloaf-condo
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Sugarloaf Ski-In/Ski-Out Condo w/ Pool
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On Mountain Sugarloaf Condo
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Post & Beam, Ski-in/Ski-Out Birchwood Penthouse
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