
House vacation rentals in Flagstaff Lake
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Top-rated house rentals in Flagstaff Lake
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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.

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 cozy house for the outdoor enthusiast! The open floor plan & entertainment system are ideal for relaxing after a full day outside. Located near hiking & biking trails, 7 mi to Sugarloaf, 1.5 mi to Flagstaff Lake, 20 min to Rangeley. Outdoor dining area, grill, firepit, deck, & covered porch. The perfect spot to launch your adventures from! A guest favorite for many years!

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.

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.

Mountain Escape | Views • Firepit • Near Sugarloaf
Perched high on Ira Mountain, this home features breathtaking panoramic views from nearly every room. Whether you’re sipping coffee at sunrise or watching the sun dip behind the peaks from the expansive deck, the scenery will be a highlight of your stay. With two beautifully appointed bedrooms, each offering comfortable beds and peaceful surroundings to ensure a restful night’s sleep. With three full bathrooms, there’s plenty of space for families or groups to spread out and enjoy privacy.

New Cabin. Mountain, River & Dam Views, Kayaks.
Newer home! See the beautiful leaves changing colors. Use the 2 Kayaks. Sugarloaf 20 mins away for Skiing biking & hiking or hop on the ATV & Snowmobile Trail right from the dooryard. Jacuzzi jetted tub, fireplace, D/W, pans, etc. High Speed wifi/internet - login to your streaming devices on the Smart TV (3TV’s). Window views of the historic Dam, River & Mountains. The Dead River just steps away to float, fish, & take in the cascading sounds of the Dam. Trails End Restaurant steps away!

Bigelow Alpine Lodge
This historic building was built in 1892 and has kept a lot of its original charm but now has been transformed into a gorgeous newly renovated 3 bedroom, 2.5 bath spacious home. The backyard overlooking the north branch of the Dead River leads you directly to Flagstaff Lake for ample outdoor recreation. Walking distance to our local grocery store, restaurants and shops. Spacious dining/living room, open kitchen with full amenities to make this the perfect getaway for your group!

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

Hurry Back.
Cozy log cabin located on a mountain side, with 60 acres access to hiking/snowshoe trails. Appalachian trail only minutes away. 16 miles south of Rangeley, home of Saddleback Mt. Relax, take it easy at this unique and tranquil getaway. Mountain views. Snuggle up to the wood stove or enjoy the outdoor fire pit. Relax in the hot tub under the stars. Winter guests will need a 4 wheel drive, vehicle to climb steep driveway. One of two Airbnb’s on property but plenty of privacy.

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

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!

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 house rentals
House rentals with a pool

Riverway Cottage

SUGARLOAF, TRAILSIDE, 4-BDRM, & AC

*New to Market* 410 Snowflower

Home away from home

Private ski chalet on shuttle route! AC throughout

The Calixte Retreat, Maine.

Cape House in Farmington w/ Shared Outdoor Pool!
Weekly house rentals

Redington Red House

White Chalet on the Hill

The Blue House-Near Sugarloaf

Wyman Ridge Retreat

Flagstaff Lake Cabin

Rangeley Lake House, lake access, Saddleback 15min

Mt Abram Mountain View Retreat

The White Bank
Private house rentals

Cozy Hilltop Camp

Home just minutes away from Sugarloaf!

10-acre Cabin Escape

The Cozy Cottage

Little Gosford/with on-site trails

Cedar Retreat

Spacious in town location

Spillover Inn at Stratton Brook
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