
Holiday rentals with outdoor seating in Flagstaff Lake
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Top-rated Holiday Houses with Outdoor Seating in Flagstaff Lake
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Mountain Time Cabin,Spectacular Views! Secluded!
Looking for a mountain cabin getaway? You have found it here at Mountain Time Cabin! This cabin is new and absolutely beautiful! Located in the Western Mountains of Maine - a true paradise for the outdoor enthusiast. Bring your Snowshoes,Skies,Snowmobiles, or hike right from the front door with a 130 acres of trails to explore. Enjoy the spectacular views of the mountains and the cascading brook all from sitting in the recliners with the warmth of the pellet stove Has AC and pool table.SECLUDED!

Lakefront Stunning Home, only 35 min to Sugarloaf!
Lakefront Paradise! Fully stocked home on Porter Lake, WiFi, Smart TVs, deck & patio, outdoor furniture, grill, hammock, spacious yard & private dock, swim float, only 20 minutes from the college town of Farmington's restaurants, bars, shops, and more! Sugarloaf Ski Resort and the Bigalows are just 35 min away. Direct access to Maine's best network of ATV & snowmobile trails or ice fishing (winter) out the front door! All the comforts of home, Experience Maine's lake lifestyle at its finest!

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.

Evergreen Lodge-Rangeley Cabin, 3 bedroom & Loft
The perfect Home Base. Minutes to Saddleback, 1.5 mi to downtown with beach and boat ramp. Secluded in a very quiet, family freindly association neighborhood surrounded by spruce trees and wildlife. Direct ITS snowmobile access, NO ATV access. Spoil yourself in total comfort while exploring western Maine mountains. The home is very private, yet close to all Rangeley amenities. Fully stocked kitchen and everything you'll need for a great dinner. Any questions just ask. This is Rangeley !

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.

The Dead River Ranch-16 miles from Sugarloaf
A rustic, cozy lower level apartment that offers open space for a couples retreat. Steps away from Pumpkin Pond to the North Branch of Dead River. Enjoy boating on near-by Flagstaff Lake, fishing, hunting, ATV/snowmobile riding for miles on end! Short walk to Trails End Steak House and Tavern. Skiing or golfing at Sugarloaf Mountain is less then 25 minutes away! Come enjoy provided coffee in the Great Northern outdoors, and when available fresh chicken eggs when our hens are laying!

Sugarloaf and Flagstaff Lake Area Vacation Rental
Nestled among the trees in a quiet, private neighborhood great for walking, 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. Close to hiking & biking trails, 7 mi to Sugarloaf, 1.5 mi to Flagstaff Lake, 20 min drive to Rangeley. Outdoor dining area, grill, firepit, deck, & covered porch. The perfect spot to launch your outdoor adventures from!

Brivera in the Mountains-20 min to Sugarloaf!
Brivera in the Mountains is a classic 4‑bedroom, 3‑bath log cabin tucked into the woods—perfect for unplugging, adventuring, or simply relaxing. Four seasons of activities at your doorstep: skiing, snowmobiling, hunting, fishing, biking, hiking, boating, dining out, stargazing, or sleeping in—You can make your getaway as peaceful or adventurous as you like. Just 20 minutes to Sugarloaf, 45 minutes to Saddleback, and only minutes from ITS trail access.

Chalet le Cervidé – Woburn Citq: 318160
Small modern and warm cottage isolated on a dead end street in Woburn (15 minutes from Lac Mégantic and 35 minutes from Mont Mégantic). Built in 2023, this cottage is perfect for creating beautiful memories as a couple or family. In the heart of the starry sky reserve, relax in complete privacy. You can enjoy beautiful sunrises in the quiet of nature. We look forward to welcoming you to Chalet Le Cervidé. Registration No. 318160: expires 04/17/2026

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.

Cozy Camp/Hot Tub/Ski Mountains/Lakes/Trail Access
Cozy camp located in the heart of the Western Maine Mountains. Enjoy relaxing in the hot tub after a long day of skiing, snowmobiling or whatever sport your into. Snowmobile and ATV right from the cabin. Short drive to Sugarloaf Mountain/Bigelow Mountains Hiking Trails/Local Restaurants/Kayaks available on request 2 days before arrival. Outdoor firepit & lawn furniture. Outdoor patio table. Corn hole & other outside games.

Flagstaff Oasis Endless Sunsets, Sauna May 2026!
Flagstaff Oasis is your winter retreat just 10 minutes from Sugarloaf! Ski all day, then come back and warm up by the fireplace. Enjoy direct snowmobile trail access with plenty of parking for sleds and trailers. After the adventure, gather at the firepit or relax in the cozy cabin with all-new appliances and a fully stocked kitchen. Peaceful, private, and set on Flagstaff Lake—perfect for skiing, sledding, and winter fun!
Popular amenities for Flagstaff Lake outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Farmington and UMF! Walk to town! Moose Hangout!

Brimwater

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

Mountain Escape | Views • Firepit • Near Sugarloaf

Mahoney Manor

White Chalet on the Hill

Flagstaff Lakeside Cabin Retreat

Farm house, River, Island, animals & private Chef.
Apartment rentals with outdoor seating

Cozy garden retreat in the Western Maine foothills

Near Flagstaff, ATV Trails & The Mtns Bike Park!

Sweet Retreat: 2 BDR Home Mins to Colby

La Célestine by the lake

Hikers Get-Away (1 BR near AT - w/views)

Pinecone - Apartment in Downtown Greenville

Le cabrera apartments rental in Madison

Ô Loft du p'tit Grenier Spa Piopolis, Lake Mégantic
Condo rentals with outdoor seating

Private escape located in the mountains of Maine

Majestic Moosehead Lake make your stay memorable

Family Condo 5 min to Sugarloaf

Home away from home cozy new Apartment in Oakland

2 Rangeley Lake unit 2 Condo Dock, Kayaks and more

Ski In/Ski Out Sugarloaf Sugartree 2 Deluxe Studio

Truly ski in/ski out. Studio near the Super Quad .

Cozy Condo Pet Friendly/Pool Access/Trails Nearby
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- House rentals Flagstaff Lake
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- Rentals with outdoor seating Maine
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