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Holiday rentals with outdoor seating in Flagstaff Lake

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Flagstaff Lake

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Top guest favourite
The modern A-Frame cabin is nestled among vibrant trees, featuring large glass windows that illuminate the interior with a warm glow. A welcoming deck extends from the entrance, inviting guests to enjoy the surrounding forest ambiance.
Cabin in Chesterville
4.99 out of 5 average rating, 181 reviews

Off-Grid Escape. Wood Fired Hot Tub. 4 Kayaks

Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- excellent swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Top guest favourite
The log cabin, set against a clear blue sky, features a peaked roof and large windows that reflect the natural surroundings. A front porch with a railing extends from the cabin, surrounded by patches of snow and green trees, enhancing its secluded ambiance.
Cabin in Andover
5 out of 5 average rating, 189 reviews

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!

Guest favourite
A cozy cabin nestled in greenery displays a warm wooden exterior. Light filters through surrounding trees, creating a serene environment. A spacious deck is visible, providing an outdoor space for relaxation. The cabin's inviting structure harmonizes with the natural landscape.
Cabin in New Portland
4.94 out of 5 average rating, 188 reviews

Cozy cabin with Hot Tub on Lemon Stream

Relax at this unique, conveniently situated 2 bedroom cabin located on Route 27 between Farmington (15 miles) and Kingfield (7 miles). For winter skiing and summer activities as well, Sugarloaf is just 30 minutes away. The cabin is just off the main road to minimize weather issues. Lemon Stream runs through the property and you can go fishing and explore the 3 acre woodland. Nicely furnished with new appliances, a new hot tub, and all the amenities, this little cabin is the perfect getaway!

Top guest favourite
A comfortable seating area is illuminated by natural light from a large window, offering a view of the water. A cozy throw is draped over the couch, and a decorative coffee table holds various magazines. A dog rests peacefully on the couch.
Cabin in Rangeley
4.98 out of 5 average rating, 125 reviews

Your Pet Friendly, Maine Escape, on Haley Pond!

Park the car and walk to all things Main Street, Rangeley has to offer. Serenity out back with direct access to Haley Pond, and every convenience out front…a walk across the street to Rangeley Lake and a 15 minute drive - door to chair lift at Saddleback! Explore hiking, biking, fishing, hunting, snowmobiling - you name it - everything is at your fingertips. We are true Mainers and look forward to welcoming you to our cute little cabin - your home away from home - the way life should be!

Top guest favourite
A restored red caboose is surrounded by freshly fallen snow, softly illuminated by warm indoor lighting. Snow-covered trees frame the scene, creating a cozy yet secluded atmosphere. The structure showcases its original features, contrasting with the winter landscape.
Train in Carrabassett Valley
4.95 out of 5 average rating, 188 reviews

Train Caboose on Mountain

Sugarloaf Village 1 - on mt ,w free shuttle. featured in "Maine Homes by Downeast" mag "Love Train". This beautifully restored caboose w/3 separate sleeping areas - a master bedroom w full bed - single comfortable bunk and a convertible couch. Fully equipped w many ammenities- Flat Screen tv w chromebox- tiled shower -great bedding/linens- full stove & microwave.-fridge- pots pans & cooking supplies -keurig & trad coffe pot-great deck & 1 1/4 yard w pines . U-Tube video JohannaFowler-x5w

Top guest favourite
An open living space reveals a kitchen with a wooden island and white cabinetry, connected to a dining area featuring a wooden table and chairs. Steps lead to a cozy sitting area with a sectional sofa, surrounded by large windows allowing natural light.
Home in Eustis
5 out of 5 average rating, 115 reviews

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.

Top guest favourite
A modern cottage stands amidst a snowy landscape, featuring a sloped roof and large front windows. Two chairs are arranged on the wooden porch, inviting relaxation in the serene outdoor setting surrounded by tall trees.
Cottage in Farmington
4.98 out of 5 average rating, 216 reviews

The cottage at Marble Farm.

This beautiful private cottage is the perfect place to unwind after a long day of adventure! New, bright and comfortable, this secluded cottage is conveniently located just 40 minutes from Sugarloaf, 50 minutes from Saddleback and 10 minutes to downtown Farmington. Feel free to walk, fat bike or x-country ski on nearly 4 miles of groomed private trails located just outside your front door! Contains a full kitchen for meal prep, as well as high speed internet, and climate control.

Top guest favourite
A rustic lower-level apartment is nestled among pine trees, surrounded by a blanket of snow. The red exterior is complemented by a spacious deck adorned with lights. The inviting entrance is flanked by outdoor decorations, highlighting the property’s charm in its natural setting.
Flat in Eustis
4.99 out of 5 average rating, 112 reviews

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!

Guest favourite
The exterior of the house features a combination of dark metal and stone, complemented by large windows that provide views of the surrounding landscape. The entrance includes a wooden door, and a small stone pathway leads up to it, framed by fresh snow.
Tiny home in Le Granit Regional County Municipality
4.98 out of 5 average rating, 121 reviews

The Rifugio Rental Cottage Hot tub/mountain view

The rifugio is the perfect place to take refuge. A peaceful oasis surrounded by nature and mountains as far as the eye can see. The Rifugio offers you the freedom to make an authentic connection with nature and enjoy quality time alone or with others. As soon as you walk through the door, you are greeted in a warm and comfortable atmosphere. Large windows offer magnificent views of the surrounding mountains and in the distance we can see the tip of Lac Mégantic.

Top guest favourite
A tranquil view of a lake at sunset, showcasing vibrant hues of orange and pink reflecting off the water. Silhouetted trees line the horizon, providing a serene backdrop to the colorful sky.
Cabin in Eustis
4.99 out of 5 average rating, 106 reviews

Flagstaff Oasis

Flagstaff Oasis is your winter retreat just 10 minutes from Sugarloaf! Ski all day, then warm up in the large heated mudroom built for skis and gear. 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!

Guest favourite
A hot tub is seen in the foreground, bubbling with illuminated water. In the background, a darkened outdoor space features a structured seating area with white Adirondack chairs and a fire pit softly glowing, surrounded by greenery and garden lanterns.
Cabin in Eustis
4.86 out of 5 average rating, 206 reviews

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.

Guest favourite
An outdoor seating area features a circular stone fire pit surrounded by a blue rug. A wicker couch with blue cushions provides comfortable seating, accompanied by a wicker coffee table. French doors lead into the cabin, complementing the rustic wooden exterior.
Cabin in Carrabassett Valley
4.91 out of 5 average rating, 296 reviews

Private Cabin next to Narrow Gauge Trails & River

Historic Ski camp built in 1957! Located a mile from Sugarloaf access road. View of Sugarloaf! Private trail to the Narrow Gauge Parking lot & Trail system. Biking and Hiking right out the door! Only a 4 minute drive to Super Quad and on the Shuttle route. Located within a mile from Anti~Gravity Center, Outdoor Center, Hugs restaurant, Carrabassett Public Library, Mountain Side Grocery Store & Gas station.

Popular amenities for outdoor seating rentals in Flagstaff Lake