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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, 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 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, 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 favourite
A serene lake scene is captured during sunset, displaying vibrant orange and pink hues across the sky. Calm waters reflect the colors, while a few docks extend into the lake. Two blue chairs sit on the grassy shoreline, with a kayak resting nearby.
Cottage in Errol
4.91 out of 5 average rating, 76 reviews

Cozy cottage in the Great North Woods of NH

Our cozy 2 bed 1 bath cottage in the Great North Woods is the perfect retreat for those seeking comfort and outdoor adventures. During warmer months, guests can enjoy swimming, fishing, kayaking, boating, in beautiful Akers Pond. As well as amazing ATV trails within 5 minutes, hiking trails and scenic views. In the winter, the area offers snowmobiling with direct access to trails, snowshoeing, skiing, and ice fishing on the pond. Rainbow trout, smallmouth bass, perch, bluegill, and other fish.

Guest favourite
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 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
4.87 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 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, 205 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 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.

Top guest favourite
A view captures part of the exterior of Skyline Cottage, showcasing its pink siding and sloped roofline. Snow covers the ground nearby, with a glimpse of distant mountains under a blue sky, emphasizing the serene landscape surrounding the property.
Cottage in Paris
5 out of 5 average rating, 19 reviews

Skyline Cottage

Escape to Skyline Cottage, newly built in 2024. Come Experience Breathtaking Mountain Views of Mount Washington & the Presidential Range, with Stunning Sunrises & Sunsets. This tranquil retreat, perched on the side of Streaked Mountain, offers the perfect getaway for nature lovers and adventure seekers alike. Direct access to club-maintained snowmobile trails, sorry no ATV’s. Enjoy hiking and exploring Maine, with the Streaked Mountain Trailhead just 1 mile away.

Top guest favourite
A warmly designed living area features wooden walls and ceiling, enhancing a cozy atmosphere. A large window provides a panoramic view of the water, and a comfortable sofa is placed nearby. A circular coffee table and a unique lounge chair offer additional seating options. A ceiling fan adds to the comfort.
Cottage in West Gardiner
4.98 out of 5 average rating, 63 reviews

Waterfront cottage with spectacular sunset views!

Unwind and take in the sunset daily from this fantastic waterfront home featuring a panoramic view of the tranquil Horseshoe Pond. Fish from the dock, or take out a paddleboard or kayak (4 paddleboards and 3 kayaks included) and explore down Cobbosseecontee Stream (really a river, and it's 4 miles to Pleasant Pond in Richmond). Located just 6 minutes to I95/I295, 20 minutes to Augusta, 30 minutes to Lewiston/Auburn, and 50 minutes to downtown Portland. Relax here!

Top guest favourite
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 15 minutes from three ski resorts, Sunday River, Black Mountain, and Mt. Abram. Enjoy snowmobiling and cross country skiing right out your back door with miles of trails. Come experience winter in Maine!😊

Guest favourite
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, 144 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 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!

Popular amenities for cottage rentals in Tumbledown Mountain