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Cottage holiday rentals in Tumbledown Mountain

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Top-rated cottage rentals in Tumbledown Mountain

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Top Guest favourite
A cozy sleeping area is highlighted by a spacious bed covered with a patterned quilt. Large windows frame a serene view of Wilson Lake, with trees lining the waterfront, inviting natural light into the room.
Cottage in Wilton
5 out of 5 average rating, 54 reviews

Lake House with hot tub, mancave, 3 bedroom-7 beds

With 100 feet of frontage on beautiful Wilson Lake in Wilton, Maine, you can enjoy a fire on the spacious deck, hop in the 6-person jacuzzi tub or snowmobile or ice fish. In downtown Wilton you can visit Chaos Coffee for breakfast, amazing Italian food at Cazalaio’s or The Square, cold beer at “lAmbition Brewery, all walking distance. This lovely 3-bedroom, 3 1/2 bath lakeside cottage has a game room with an 80-inch TV, pool table, 18-ft. shuffleboard and much more. Pets welcome. Parking +++

Guest favourite
A vibrant sunset paints the sky in shades of orange and pink, reflected on the calm lake surface. Silhouetted trees frame the image, with a wooden dock extending into the water, inviting relaxation and exploration.
Cottage in Embden
4.81 out of 5 average rating, 116 reviews

Gorgeous lakefront, sunsets, kayaks, fire pit

Enjoy breathtaking sunset views from this cozy, quiet waterfront home. Relax and play at our serene lake house, 40 feet from the water. Embden is the 3rd cleanest lake in Maine and our lot is wooded for nice privacy. Fire pit, lounge chairs and hammock at the water's edge. Kayak, paddleboard, swim, yard games, fish or relax! Great golf close by! In the winter warm up by the fire after playing outside (sugarloaf 35 mins) ski, snowmobile, ice fish for salmon! Our driveway accommodates trailers.

Guest favourite
A spacious outdoor setting features a fire pit surrounded by multiple wooden Adirondack chairs in varying colors. The cozy cottage is visible in the background, nestled among trees and greenery. A picnic table and a shed are also present, contributing to the inviting atmosphere.
Cottage in Bethel
4.89 out of 5 average rating, 105 reviews

Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit

A quick 2 min. drive to the awesome village of Bethel, recently voted best ski town in North America. The house is only 12 minutes to Sunday River. You and your family will feel right at home in this cozy, private cottage with it's own pond. Also, a short drive to Woodstock, Mt. Abram, and more Western Maine adventures! Come stay, relax in the fenced in yard and enjoy the stars around the fire pit. Fast wifi, RokuTV, BBQ grill , foosball and more! Dogs allowed but please let us know :)

Top Guest favourite
A private cottage is surrounded by lush greenery, nestled among trees. The entrance features a wooden deck with two chairs and a small table, inviting relaxation. A well-maintained stone path leads to the cottage, enhancing the private and secluded ambiance.
Cottage in Farmington
4.98 out of 5 average rating, 221 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.

Guest favourite
An aerial view showcases the lakefront cottage nestled among trees and a manicured lawn. A wooden dock extends into the calm water, providing access for activities. The spacious deck of the cottage is visible, offering a welcoming outdoor area for relaxation.
Cottage in Manchester
4.91 out of 5 average rating, 22 reviews

Cobbossee Lake Cottage – 3 Bedroom, 2 Bath

Welcome to your perfect Maine getaway! This charming lakefront cottage on beautiful Cobbosseecontee Lake offers the peace and relaxation you’re looking for, with all the comforts of home. Nestled among tall trees and lush green lawn, this three-bedroom, two-bath retreat is ideal for families, couples, or friends looking to unwind in nature. Whether you’re fishing, kayaking, swimming, or just taking in the tranquil surroundings, this is the lakeside vacation you’ve been dreaming of.

Top Guest favourite
A selection of watercraft is lined along the shore, including a vibrant orange kayak, a red kayak, a canoe, a paddle boat, and a small rowboat. The serene lake reflects the surrounding trees, creating a peaceful atmosphere.
Cottage in Oxford
4.95 out of 5 average rating, 169 reviews

Thompson Lake, No Cleaning Fee Pine Point Cottage,

A refurbish 1967 knotty pine."Cottage a short walk to lake and has lake rights. Located 400 feet from lake access." For swimming, FREE docking for your boat to fish, water ski or just cruise in Thompson lake. 14 miles one of Maines cleanest lakes. 6 Bicycles, 2- kayaks, 2-16 ft canoes, a 14 ft rowboat, and a paddle boat, fishing gear, firewood available for guest at no charge for fire pit. Propane and charcoal barbeques available at cottage. THERE IS NO WIFI.

Top Guest favourite
An outdoor soaking tub with a white finish is positioned near the water's edge, surrounded by a gravel area. String lights hang overhead, providing soft illumination. A serene view of the lake is visible, framed by lush trees, as evening twilight casts a calming atmosphere.
Cottage in Sidney
4.92 out of 5 average rating, 155 reviews

Waterfront Cottage

The Waterfront Cottage sits directly on the shores of Snow Pond, 15 minutes from Colby College and downtown Waterville and 1/2 mile from the Snow Pond Center for the Arts. Enjoy the BEST sunset views from the private dock and listen to the waves and loons at night. The private front deck is the perfect spot for a sunset cocktail after a day of swimming and kayaking from the sandy beach. You also have a private outdoor hot soaking tub and water view barrel sauna. Paradise!

Guest favourite
An aerial view captures the cozy cottage surrounded by dense forest and open grassy areas. The large yard features a firepit, with seating arranged nearby. Dodge Pond is visible in the background, framed by the greenery of the trees.
Cottage in Rangeley
4.85 out of 5 average rating, 82 reviews

Tamarack: 3-Bdrm - Private Frontage on Dodge Pond

Tamarack is a cozy, rustic, all-season, fully furnished housekeeping cottage offering quiet, seclusion, and access to the shore of Dodge Pond with a private dock (accessible during warmer months). It is owned by the Wilhelm Reich Museum and was once the home of Wilhelm Reich, MD. Located midway between Rangeley and Oquossoc, the cottage provides easy access to dining and shopping in both towns, all of the Rangeley Lakes, Saddleback Ski area, snowmobile trails and more.

Top Guest favourite
Tall trees frame a serene pond, with calm waters reflecting the surrounding greenery. The landscape features gentle hills in the background, adding depth to the natural setting. Soft sunlight filters through the leaves, creating a peaceful ambiance by the water's edge.
Cottage in Waterford
4.99 out of 5 average rating, 169 reviews

Tall Pines Hideaway

Classic Maine cottage on Papoose Pond, nestled among the trees. Enjoy the peace and quiet of this small pond, whether reading a book, or paddling a kayak, canoe or paddleboard. All the equipment is waiting for you. Lots to explore in the area as well, being close to Bethel and Sunday River, Fryeburg, North Conway and the White Mountains. Enjoy the glow of the fire pit at night, or gather inside for games or a movie.

Guest favourite
A rustic cabin is nestled among lush greenery, featuring a sloped roof and a front porch with a welcoming entrance. The exterior showcases large windows that allow natural light to fill the space. A separate structure is seen in the background, likely a garage.
Cottage in Oquossoc
4.83 out of 5 average rating, 111 reviews

Rangeley Maine Bald Mountain Retreat

Escape to a beautiful rustic getaway where you are surrounded by natural beauty, local charm, and the great outdoors! Our sweet cabin is just a walk to the nearest public boat dock and the fine dining and drinks offered by the Bald Mountain Camps Resort. Kick back in the hammock, go for a hike, canoe around the lake, or grab a drink across the street or in town for the ultimate relaxing experience!

Guest favourite
A green cottage nestled among lush trees, with a simple rectangular design. Screens cover the windows, allowing for natural light to enter. A wooded path leads up to the entrance, flanked by earthy tones of surrounding foliage and fallen logs.
Cottage in Adamstown Township
4.97 out of 5 average rating, 31 reviews

Charming Camp on quiet Richardson Pond

CHARMING COTTAGE on beautiful Richardson Pond. Enjoy the privacy of having 3.5 acres and private water frontage all to yourself. Amazing fly fishing, hunting, outdoor activities await. Relax and enjoy this beautiful cozy cabin with full amenities! Full bath and 2 bedrooms in an open concept layout allows for roominess and space. Included with rental a canoe and kayak.

Guest favourite
An outdoor deck features a dining table surrounded by four chairs and a large umbrella. Soft lighting illuminates the space, complemented by a cozy seating area near the edge of the deck. A well-maintained lawn extends beyond the deck.
Cottage in Belgrade
4.92 out of 5 average rating, 156 reviews

Lake Great Pond| Dog Friendly | Boat Launch

Welcome to Driftwood Cottage, nestled in a quiet lakeside community on Lake Great Pond. Perfect for families and pets, this home comfortably sleeps 8 and offers water access, a private boat slip, kayaks, and two fire pits. Enjoy lake views from the expansive deck in a peaceful lakeside community. Your ultimate Maine getaway awaits!

Popular amenities for Tumbledown Mountain cottage rentals