Vacation rentals in Tumbledown Mountain

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Top-rated vacation rentals in Tumbledown Mountain

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Top guest favorite
A private hot tub is situated outdoors, surrounded by greenery and offering views of the lake and mountains in the background. Two glasses of sparkling wine are placed on the tub's edge, reflecting the natural scenery under a clear blue sky.
Home in Woodstock
4.99 out of 5 average rating, 154 reviews

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf

Welcome to the Sunday River retreat in our luxury chalet with the best views in Maine. Our sanctuary can comfortably sleep 12 and boasts Lake Christopher panoramic views with Mt. Abram sights. Minutes from Sunday River Resort, a public boat launch and other area attractions. Private hot tub, fire pit, wood stove and deck await your arrival. Enjoy arcade games, Xbox, a movie theatre room, BBQ grill and speakeasy theme bar setup. Don't forget to take a picture in the gondola and to catch a sunset!

Top guest favorite
Cabin in Chesterville
5 out of 5 average rating, 204 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 out of 5 average rating, 199 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 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
4.97 out of 5 average rating, 156 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 favorite
A cozy cabin is nestled among snow-covered trees, showcasing a wooden exterior in warm tones. The entrance features a welcoming pathway lined with snow, while the nearby deck offers a glimpse into the winter landscape, creating a serene atmosphere in the snowy environment.
Cabin in Hanover
4.99 out of 5 average rating, 544 reviews

Cabin retreat just steps from adventure

Nestled on 80 acres in the woods alongside a stream, this cabin is the perfect retreat. Whether you are looking for a romantic getaway, a family vacation, or a gathering of your closest friends-this cabin is ideal. It is located on a private road and close to Howard Pond, Androscoggin River, and Sunday River skiing. No matter the season, opportunities await, whether you decide to stay close or venture out. There are plenty of trails nearby to explore, canoe rentals, skiing and so much more.

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, 323 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 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.

Guest favorite
A tranquil outdoor space features a wooden pergola with seating and a grill, situated beside a hot tub. The fenced backyard is surrounded by tall trees, and the charming house is accentuated by a beautiful sunset sky.
Cabin in Kingfield
4.99 out of 5 average rating, 138 reviews

Cozy Cabin with Modern Amenities. Pet Friendly!

Kick back and relax in this beautifully renovated home with amenities you didn't know you were missing. Despite its small stature, every square inch is utilized, boasting 4 beds and 1.5 bathrooms, including a huge shower with multiple shower heads and hurricane force water pressure. Located on a quiet street just minutes from the Kingfield village, steps from the snowmobile trail system, and 20 minutes from Sugarloaf. Designed with dogs in mind, complete with a fenced in backyard.

Top guest favorite
Home in Newry
5 out of 5 average rating, 55 reviews

Cozy Modern Mountain Cabin~

A unique mountain getaway for skiers, hikers, outdoor enthusiasts, and those who just want to relax next to a river in the woods 🌲 🏔 10 minutes from the ski slopes at Sunday River, steps from hiking trails all throughout the Mahoosuc Mountains, great for snow shoer’s, snowmobiles, ATV’s, & jumping into a swimming hole ~ It’s the perfect place for a couple, few friends, or family to enjoy the Western Mountains of Maine while having your own unique cabin to call home ~

Guest favorite
Treehouse in Woodstock
4.98 out of 5 average rating, 318 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.

Superhost
An open living area features large windows with expansive mountain views, allowing natural light to fill the space. Comfortable seating is arranged around a dark coffee table. A sliding door leads to an outdoor deck, enhancing the connection between indoor and outdoor environments.
Chalet in Rangeley
4.95 out of 5 average rating, 343 reviews

Saddleback Ski Lodge - Ski-in-Ski out Condo

Ski in, ski out beautiful townhouse at on the highest road on Saddleback Mountain Ski Resort. Sun filled, 55" and 40" HDTVs with directv, extra playroom w couch and Giant lovesac beanbag. Master bedroom with king bed, bunk room w double and trundle, upstairs queen. Nice deck w amazing lake views and beyond. Come in the spring/summer for hiking the AT, biking & access to Trophy rivers for native brook trout fly fishing or Fall for unbelievable fall colors.

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, 140 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