
Family-friendly holiday 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.

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)

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

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.

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.

Good For The Soul Gorgeous Views! No pet fee
Nestled in the Western Mountains of Maine, you found your good for the soul place. Here lies a three bedroom ;1 bath ,screened in porch , Looking out over majestic mountains close enough to explore or not . Enjoy your little piece of Serenity 1 1/2 miles up a country dirt road, all the area has to offer for the outdoors enthusiast. Bring Snowshoes,Cross country Skies and explore OUR GROOMED TRAILS., Hike, snowmobile and leave right from the front door. 130 acres to explore on our property!

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 🌟

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

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 :)

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

Stella Bois ronds & spa – Domaine des Appalaches

Hot Tub | Game Room | Dog-Friendly | Sleeps 14

Chalet de l'Ours & spa CITQ 303216

Hillside Hideaway - Great Location & Hot Tub

SkyView Treehouse | Lakefront • Private Hot Tub

Tumbledown Tiny Home w/ Hot Tub

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

Chalet Le Sofia, near Mont Mégantic
Family- and pet-friendly home rentals

EcoCabin, for 1-4, 90 mi view

Cozy Riverside Cottage

Lucky Duck Lodge

Beautiful home on Wyman Lake

The Loaf View - 3 Bed Apt - 10 min from Sugarloaf

Valhalla | Waterfront Retreat on Mooselookmeguntic

Trailside Cabin

The Riverfront Retreat - 27 minutes to Sugarloaf!
Family-friendly home rentals with a pool

Large Home with Great View next to horse farm

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

Escapade/Spa/Piscine Chalet

Spacious White Mountain renovated 2 bedroom, Apt 3

Sale! Mins to Sunday River • Hot Tub + 4K Theater

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

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

Sunday River Resort Condos @Cascades (Ski-on/off)
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