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Cottage vacation rentals in Tumbledown Mountain

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Top-rated cottage rentals in Tumbledown Mountain

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Top guest favorite
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, 47 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 favorite
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, 113 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 favorite
A charming cottage is nestled among lush green trees, featuring a spacious deck with outdoor seating. A wooden walkway leads to the entrance, with a decorative clock mounted on the exterior. Sunlight filters through the leaves, creating a serene atmosphere.
Cottage in Livermore
4.94 out of 5 average rating, 62 reviews

Loons Rest- Maine Quintessential Cottage

Our private cottage nestled in the woods w/ 200ft+ of waterfront on 4 acres will surely give you the relaxing vacation you long for. Totally renovated, with two bedrooms upstairs. 2 docks & a swim platform. Kayaks, outdoor fire pit, walking trails, ATV trails, fishing and more! The cottage comes completely stocked with towels, bedding, cookware, family games and a PS4. There is a deck overlooking the water as well as a yogo platform that can double as a tent platform. Experience Maine!

Guest favorite
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
4.87 out of 5 average rating, 94 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 favorite
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, 199 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 favorite
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
5 out of 5 average rating, 13 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 favorite
The exterior of a two-story cottage is shown, featuring a welcoming front porch adorned with hanging flower baskets. Colorful flower beds line the base of the house, complementing the light-colored siding and green lawn that surrounds the property.
Cottage in Rumford
4.96 out of 5 average rating, 73 reviews

Welcome to Corner Cottage

“Corner Cottage” is located in Rumford Corner. You will feel right at home in this cozy space. In a beautiful neighborhood, you can visit “Jades Homegrown “ right next door to buy farm fresh eggs, bacon, and Angus beef. We are also conveniently located along the Androscogin River with multiple boat landings for canoeing and kayaking. With many surrounding hiking trails, you can enjoy the beautiful mountains, waterfalls and lakes for swimming. Come enjoy summer in Maine.

Guest favorite
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
4.86 out of 5 average rating, 76 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.

Guest favorite
The exterior of the cottage features a welcoming wooden deck with a railing, surrounded by trees. Light filters through the leaves, casting shadows on the ground. The building showcases a simple yet functional design with multiple windows reflecting the serene woodland setting.
Cottage in Norway
4.92 out of 5 average rating, 143 reviews

Cottage with Whirlpool tub - McLeod

The town of Norway has recently been recognized in the top 3 coolest small Towns in Maine you may never have heard of. Hillside Cottages offers that special something that every vacation needs. If you’re looking for a friendly vacation destination which offers a truly relaxing getaway, then look no further. Close to the shores of Norway Lake in the Lakes and Highlands of Western Maine, Hillside Cottages are waiting for you.

Guest favorite
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 favorite
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, 145 reviews

Near Golfcourse | Dog Friendly | Lake Great Pond

Welcome to Driftwood Cottage, a cozy lakeside retreat where you'll feel right at home from the moment you arrive. Nestled in a quiet lakeside community, our cottage is a haven for families, boaters, and even your furry friends. You'll love the private boat access just a two-minute walk away, perfect for a day of fishing, cruising, or simply relaxing by the water.

Guest favorite
A tranquil lakeside view showcases the calm waters of Great Pond, framed by lush trees. A private dock extends into the lake, and a grassy yard features seating options, including a picnic table. A yellow inflatable float is visible on the water in the distance.
Cottage in Belgrade
4.97 out of 5 average rating, 122 reviews

Lakefront Home, Sandy Beach, Belgrade Lakes

The Pinkhams Cove Lakeside Cottage on Great Pond (Golden Pond, Belgrade Lakes) is bright and welcoming inside. A beautiful interior and an inviting outdoor space with a private sandy beach makes this the perfect place for family and friends to make Maine memories. This location is wonderful to enjoy all of Maine’s seasons.

Popular amenities for Tumbledown Mountain cottage rentals