
House vacation rentals in Flagstaff Lake
Find and book unique houses on Airbnb
Top-rated house rentals in Flagstaff Lake
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.
FamilyLocationWifi

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!!!
ValueFamilyDecor

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.
ValueLocationAccuracy

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!
FamilyLocationAmenities

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.
LocationValueCheckout

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!
FamilyLocationWalkability

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.
ValueLocationGetting around

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
FamilyLocationHiking

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.
ValueLocationWifi

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!
FamilyLocationWifi

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.
FamilyValueCheckout

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!
FamilyLocationBackyard
Popular amenities for Flagstaff Lake house rentals
House rentals with a pool

Riverway Cottage
FamilyLocationCleanliness

SUGARLOAF, TRAILSIDE, 4-BDRM, & AC
FamilyValueSleep quality

*New to Market* 410 Snowflower
LocationValueBathroom

Home away from home
LocationValueIndoor spaces

Private ski chalet on shuttle route! AC throughout
LocationValueCheckout

Cape House in Farmington w/ Shared Outdoor Pool!
LocationValueComfort

The Calixte Retreat, Maine.
LocationAccessComfort
Weekly house rentals

Lakefront Cabin/Ski Mountains/Snowmobile/Fish/Hike
FamilyValueBathroom

Mountain Escape | Views • Firepit • Near Sugarloaf
FamilyLocationKitchen

Flagstaff Lake Cabin
LocationFamilySkiing

White Chalet on the Hill
LocationFamilyAccuracy

Rangeley Lake House, lake access, Saddleback 15min
FamilyLocationCheckout

The Blue House-Near Sugarloaf
LocationFamilyHiking

The River House
LocationFamilyHot tub

Brimwater
LocationFamilyNearby
Private house rentals

Fun all season home on West Mountain.
LocationFamilySleep quality

Bigelow Alpine Lodge
FamilyLocationIndoor spaces

Spillover Inn at Stratton Brook
LocationFamilyCondition

Enjoy a gorgeous sunset steps away from Great Pond
LocationValueLayout

Quiet Camp with Great Access
LocationFamilyAmenities

The White Bank
ValueLocationDecor

Private, Modern 4 Bedroom Lakefront Escape
FamilyLocationSleep quality

Saddleback access rd, direct snowmobile/atv access
ValueFamilyHiking
Destinations to explore
- Montreal Vacation rentals
- Boston Vacation rentals
- Quebec City Vacation rentals
- Portland Vacation rentals
- Mont-Tremblant Vacation rentals
- Newport Vacation rentals
- Providence Vacation rentals
- Salem Vacation rentals
- Bar Harbor Vacation rentals
- York County Vacation rentals
- Cambridge Vacation rentals
- New Haven Vacation rentals





