Vacation rentals in Tumbledown Mountain

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Top-rated vacation rentals in Tumbledown Mountain

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Top guest favorite
Cabin in Chesterville
5.0 out of 5 average rating, 208 reviews

Off-Grid Cabin with 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- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Top guest favorite
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
5.0 out of 5 average rating, 201 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!

Top guest favorite
A bright sitting area features large windows offering scenic views of Porter Lake and surrounding mountains. Wooden walls create a cozy atmosphere. A comfortable couch sits adjacent to a flat-screen TV. Nearby, a bookshelf displays a variety of books, enhancing the inviting space.
Cabin in Strong
4.92 out of 5 average rating, 175 reviews

Lakefront Home w/ Dock | Porter Lake | Sugarloaf!

Lakefront paradise on Porter Lake with a private dock, swim float, spacious yard, hammock, deck, patio, grill, fast WiFi, smart TVs, and all the comforts of home. Enjoy direct access to Maine’s ATV and snowmobile trail network right from the property, plus excellent fishing, boating, kayaking, swimming, & ice fishing. Just 20 minutes from Farmington and 35 minutes from Sugarloaf Resort and the Bigelow Mountains. Experience Maine lake living at its finest in every season with stunning lake views

Top guest favorite
The exterior of the white chalet features a modern design, with large windows framing the entrance. Two Adirondack chairs are positioned on a gravel driveway, surrounded by natural stone landscaping and trees that provide a serene backdrop.
Home in Rangeley
4.97 out of 5 average rating, 77 reviews

White Chalet on the Hill

Welcome to the White Chalet in Rangeley! Have fun with the whole family at this stylish place! With Great views of Saddleback, a great location directly between Oquossoc and Rangeley Villages, and all the amenities of a modern well-equipped home, you'll love your stay here! The Home boasts 3 bedrooms, a private office/sleeping room, two full bathrooms, fully equipped kitchen, memory foam mattresses throughout, Smart TV's in all bedrooms, hi speed wifi & plenty of parking for trucks & trailers

Top guest favorite
The exterior of the cabin is illuminated at dusk, highlighting the wooden structure and large windows. A hot tub is visible on the deck, surrounded by trees, inviting a serene and relaxing atmosphere. Warm light glows from inside, suggesting a cozy interior.
Cabin in Kingfield
4.95 out of 5 average rating, 170 reviews

Apres Ski Haus - Private Oasis

This cabin is anything but ordinary! Nestled on an open bluff in the woods of Kingfield, Maine this architectural wonder is a perfect getaway for a couple or group. It's a warm and cozy space to come back and unwind after a long day of hitting the slopes or any four season activity. The open concept living room and newly remodeled kitchen have modern amenities like an espresso machine, Smart TV, and comfortable furnishings that will make you feel at home. Only 20 minutes to Sugarloaf Mountain!

Top guest favorite
A cozy cabin exterior is featured, showcasing a spacious wooden deck with two chairs positioned for relaxation. Large windows reflect natural light, and the surrounding landscape includes trees and neighboring structures, offering a glimpse of the peaceful setting.
Cabin in Rangeley
4.97 out of 5 average rating, 68 reviews

Rangeley Lakefront Cabin

Experience the magic of Maine lake life in our cozy waterfront cabin on Rangeley Lake. Prime location for year-round adventure: direct snowmobile trail access, 12 miles to Saddleback Mountain, 1.5 miles to downtown Rangeley's shops and restaurants, and quick walk to Loon Lodge Inn. Gorgeous views, amazing sunsets, and perfect place to watch family and friends enjoy summer days on the water or gather around the fire pit under the stars. Great for swimming, boating, kayaking and paddle boarding.

Top guest favorite
The open-concept living area showcases natural wood walls and a ceiling, with large windows allowing ample light. A soft sofa and a daybed are arranged around a round coffee table on a striped area rug. A staircase leads to the upper level, visible in the background.
Home in Farmington
4.97 out of 5 average rating, 326 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
A bright living area features large windows that provide expansive views of the lake and mountains. Comfortable seating includes a spacious sofa with decorative pillows and two armchairs. A wooden coffee table stands at the center, while natural light enhances the calm atmosphere of the space.
Home in Roxbury
5.0 out of 5 average rating, 12 reviews

Luxury Roxbury Pond Lakefront

Book your summer escape today! Swimming, paddling, and sunny days on the water await. We also have plenty of space for your guests. Northwind Lodge offers four seasons of luxury comfort on the banks of Roxbury Pond. Enjoy sweeping lake and mountain views from every angle in stylish, relaxed surroundings. Cook in the full kitchen with brand‑new appliances while staying connected with family and friends in the open‑concept layout. Four bedrooms ensure everyone has room to unwind in comfort.

Top guest favorite
Cabin in Andover
4.97 out of 5 average rating, 87 reviews

Grump's Riverbend Retreat- hike, explore, unwind.

🍁Welcome to Grump's authentic log cabin!🍁 If you are looking to immerse yourself in a private and pristine natural paradise, Grump's is where you want to be! Grump's is located alongside the West Branch of the Ellis River in the heart of the Western Maine mountains. Over 6 forested acres, with 1/2 mile of fully private waterfront to explore. Come sit for a spell and "take a load off" on the large, screened-in porch overlooking the winding river below. Sleeps 4, pet friendly!

Top guest favorite
The exterior of a log cabin is showcased, featuring a large deck with wooden railings. A bank of large windows allows natural light inside, highlighting the cabin's open design. Stacks of firewood can be seen underneath the deck, ready for use.
Home in Phillips
4.95 out of 5 average rating, 102 reviews

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.

Top guest favorite
Treehouse in Woodstock
4.98 out of 5 average rating, 322 reviews

LuxuryTreehouse w/ Hot Tub Near Sunday River

Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.

Top guest favorite
A log cabin with a welcoming design features four prominent gabled windows on the upper level. The earthy tones of the wood blend harmoniously with the surrounding greenery. A wooden walkway leads from the lakeside, enhancing accessibility to the cabin's entrance.
Cabin in Weld
4.95 out of 5 average rating, 141 reviews

Camp Bai Yuka/Little Camp (Log Cabin on Webb Lake)

Enjoy your stay on the banks of Webb Lake in our 2019 hand-crafted log cabin. This cabin is 35 ft from the high water mark and has views of the lake from all three bedrooms. This rental has access to a private beach ( 200 ft) and is in a secluded cove on the lake. For travelers unfamiliar with Weld, Maine, Weld is nested in the heart of the western mountains of Maine. Hiking Tumbledown and Mt Blue are only the beginning of the recreational opportunities.

Popular amenities for Tumbledown Mountain vacation rentals