House vacation rentals in Flagstaff Lake

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Top-rated house rentals in Flagstaff Lake

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Guest favorite

Home in Rangeley

4.97 out of 5 average rating, 113 reviews

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.

Top guest favorite

Home in Eustis

5 out of 5 average rating, 45 reviews

Flagstaff Lakeside Cabin Retreat

This newly renovated house is located in a private community on Flagstaff Lake surrounded by beautiful mature red pine trees. You will have your own private spot on the lake with a dock & swimming ladder. Amenities include a fire pit, picnic table, large deck, & propane grill. Kayaks & paddle-boards are available for an extra fee. You are close to hiking & biking trails, 10 miles from Sugarloaf & 25 miles from Rangeley. This is the perfect spot to relax & launch your outdoor adventures from!

Guest favorite

Home in Starks

4.92 out of 5 average rating, 124 reviews

Heavenly 4bd farmhouse in Maine.

Medicine Hill is a 125 acre farm on the Sandy river complete with an old fashioned swimming hole and an entire island to explore. We grow a wide variety of 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 taking it all in. 4 bedrooms have incredible views and are surrounded by trees or fields. And if the Chef is available..eat!

Guest favorite

Home in Farmington

4.97 out of 5 average rating, 230 reviews

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.

Top guest favorite

Home in Eustis

5 out of 5 average rating, 71 reviews

New Cabin. Mountain, River & Dam Views, Kayaks.

Newer home! 2 Kayaks to use. 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). Gaze out your window to view the historic Dam, River & Mountains. The Dead River just steps away to float, fish, & watch the eagles while you take in the cascading sounds of the Dam. Trails End Restaurant just steps away!

Top guest favorite

Home in Kingfield

4.98 out of 5 average rating, 149 reviews

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.

Top guest favorite

Home in Stratton

4.97 out of 5 average rating, 115 reviews

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. Close to hiking & biking trails, 7 mi to Sugarloaf Mountain, 1.5 mi to Flagstaff Lake boat launch, 20 min drive to Rangeley. Outdoor dining area, firepit , deck, & covered porch. It’s the perfect spot to launch your outdoor adventures from!

Guest favorite

Home in Beaver Cove

4.92 out of 5 average rating, 113 reviews

Moosehead Lake, Snowmobile Trails, Hot Tub

Unwind, recharge and reconnect at our beautiful house on Moosehead Lake. A short path takes you down to the lake and a pebble stone beach to swim, use our 4 kayaks, soak in our 4 season outdoor hot tub, or just relax with a good book. Access both the snowmobile and ATV trails from the driveway! Plenty of parking for trailers for all of your powersport toys. The Beaver Cove Marina is a short drive away and provides convenient access to launch your boat for the day.

Top guest favorite

Home in West Forks

4.98 out of 5 average rating, 121 reviews

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.

Guest favorite

Home in Carrabassett Valley

4.92 out of 5 average rating, 112 reviews

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.

Superhost

Home in New Portland

4.85 out of 5 average rating, 144 reviews

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!

Superhost

Home in Eustis

4.82 out of 5 average rating, 116 reviews

Cozy, quiet & private near Sugarloaf

This relaxing spot in the western Maine mountains is perfect for nature lovers throughout the seasons. Close to Sugarloaf, Bigelow Preserve, Flagstaff Lake and the Appalachian trail. Fishing, swimming, hiking, skiing, boating, Sugarloaf’s outdoor adventure center and 138 miles of ATV trails are all available close by. Restaurants, bars and local stores are walkable. Check out our guidebook!