House vacation rentals in Flagstaff Lake

The GETAWAY, Rangeley

Our GETAWAY-perfect place for relaxing and fun! It’s private but 1/2 mile to IGA and approx 1 mi to beautiful downtown Rangeley with great restaurants, bowling, arcade, darts and shuffleboard. Ltd access to snowmobile trails directly from the house. ATV is no longer allowed from our home. Trails can be accessed from IGA (park across the st., or Depot Rd (includes trailer parking) 3/4 mile from our home. Hiking and incredible scenery! Walking distance to Pickford Pub and mins o Mtn Star Estate.

Location · Value · Cleanliness

Farm house, River, Island, animals & private Chef.

MARCH-APRIL DAILY. Medicine Hill is a 136 acre farm on the Sandy River complete with a swimming hole and an entire island to explore. We grow vegetables, herbs & flowers. Our animals include sheep, chickens & rabbits. You will have full access to all areas of the farm! Spend time fishing or relaxing on the river. Or literally just sitting on the porch unwinding and taking it all in. 4 private bedrooms have stunning views surrounded by trees or fields. And if the Chef is available..EAT!!!

Family · Location · Bathroom

Carriage House

Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

Family · Location · Amenities

Sugarloaf and Flagstaff Lake Area Vacation Rental

Nestled among the trees in a quiet, private neighborhood, yet close to area restaurants & amenities - this is the perfect house for the outdoor enthusiast! The open floor plan & entertainment system are ideal for relaxing after a full day outside. Outdoor dining area, grill, firepit, deck, & covered porch. Close proximity to hiking, biking, swimming, & more! 7 miles to Sugarloaf, 1.5 miles to Flagstaff Lake. An amazing spot to launch your adventures from & a guest favorite for many years!

Family · Value · Layout

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.

Location · Family · Wifi

Mahoney Manor

My father executed his vision and built Mahoney Manor from the ground up. What started as a "camp" eventually became his full-time home before his untimely death in 2018. Nestled in the woods at the base of Ira Mountain just minutes from Sugarloaf and along the Carrabassett River, Emmett created a sanctuary. He spent the last years of his life "developing" two empty lots into a Zen-like nature trail system with hand made bridges and benches perfect for 4-season walking or snowshoeing.

Family · Value · TV

Lakefront Cabin/Ski Mountains/Snowmobile/Fish/Hike

Cozy rustic cabin on a private road overlooking Flagstaff Lake, water access and mountain views and stunning sunsets. launch your kayak or canoe right from property. ITS 89 is at the beginning of the driveway, snowmobile from the property. Huge lawn with fire pit and plenty of firewood and outside seating. Plenty of parking. A short distance down the road is Myers Lodge. A popular beach spot. 15-20 minutes to Sugarloaf Mountain Ski resort and Bigelow Mountains/Hiking Trails

Family · Value · View

Black Bear Camp Flagstaff Lake

Enjoy a memorable visit when you stay in this cozy cabin that was part of the Original Black Bear Camps in Eustis. Home sits on 6 acres of private land and direct waterfront access to beautiful Flagstaff lake. Walk down to the water and enjoy. Less than 20 minutes to Sugarloaf Mountain and hiking on the Appalachian Trail and Bigelow mountain range. Just a short ride to Rangeley Lakes and Saddleback Ski area. There is access to snowmobiling trails across the street

Location · Family · Walkability

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.

Family · Location · Cleanliness

Flagstaff Lakeside Cabin Retreat

This newly renovated house is located in a private community on Flagstaff Lake, surrounded by beautiful mature red pine trees, with your own private spot on the lake complete with a dock & swim ladder! Amenities include a fire pit, picnic tables, large deck, & propane grill. You are close to endless hiking & biking trails, 10 mi to Sugarloaf & 25 mi to Rangeley. This is the perfect spot to relax & launch your outdoor adventures from!

Family · Location · Sleep quality

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.

Value · Location · Accuracy

The Riverfront Retreat - 27 minutes to Sugarloaf!

This vibrant farmhouse is surrounded by 800 ft. of Lemon Stream. Walk to the historic wire bridge! It is about 27 minutes to Sugarloaf and 8 minutes to Kingfield; located directly off Rt. 27 in route to Carrabassett Valley. You can hit the slopes then come home to a cozy, gas fireplace. There's a firepit by the stream to enjoy the stars in warmth. The home is full of color and organic decor. FAST STARLINK WIFI!

Location · Value · Wifi