Holiday rentals in Roxbury

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Top-rated holiday rentals in Roxbury

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cabin in Chesterville
5.0 out of 5 average rating, 209 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 favourite
The exterior of a two-story farmhouse is displayed, featuring a white facade and a green metal roof. A spacious porch with white railings is adorned with flower pots. A red barn is visible in the background, adding to the rural charm of the property.
Flat in Andover
4.99 out of 5 average rating, 121 reviews

Main Street Farmhouse: Your basecamp for adventure

Welcome to 76 East, a renovated 100 year old farmhouse located in the heart of nature's playground. Snowmobile, ATV, hiking (AT=8 miles) and horse trails are within minutes of the house. Skiing at Black Mountain, Sunday River, and Mt. Abram is within a short drive. Fishing, hunting, biking, boating, swimming and more are available within our town. Our cozy rural town will provide you with a quiet "get away from it all" atmosphere. This guesthouse suits all of your needs for a comfortable stay.

Top guest favourite
The spacious kitchen features wooden cabinetry and ample counter space. A central food prep island is surrounded by four wooden chairs. Basic cookware and utensils are visible, along with modern appliances, including a refrigerator and microwave, set against a patterned backsplash.
Home in Rumford
4.98 out of 5 average rating, 190 reviews

Your Maine Base Camp

You have full access to this spacious house. Enjoy the large kitchen with a food prep island, ample counter space, basic cookware utensils and ingredients for cooking and baking. The dining room table comfortably seats eight. Relax in the living room with a TV monitor for streaming your preferred services, comfy furniture, and a pellet stove. One bedroom is on the ground floor and two upstairs. Living room is 4 steps down from other ground floor areas. There are no TV monitors in bedrooms.

Top guest favourite
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, 548 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 favourite
A peaceful cabin is surrounded by a snow-covered landscape under a clear blue sky. Snow blankets the ground, while a balcony extends from the cabin, nestled against the backdrop of mountains. The scene reflects a serene winter setting, perfect for outdoor activities.
Cabin in Andover
4.98 out of 5 average rating, 326 reviews

Good For The Soul Gorgeous Views! No pet fee

Nestled in the Western Mountains of Maine, you found your good for the soul place. Here lies a three bedroom ;1 bath ,screened in porch , Looking out over majestic mountains close enough to explore or not . Enjoy your little piece of Serenity 1 1/2 miles up a country dirt road, all the area has to offer for the outdoors enthusiast. Bring Snowshoes,Cross country Skies and explore OUR GROOMED TRAILS., Hike, snowmobile and leave right from the front door. 130 acres to explore on our property!

Top guest favourite
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 favourite
A cozy cabin with a striking red exterior is set against a backdrop of lush green trees. A spacious front yard features a gravel drive, comfortable outdoor seating, and a welcoming porch. A nearby garage is visible, enhancing the cabin's rustic charm.
Cabin in Andover
4.98 out of 5 average rating, 182 reviews

Recreation Haven Devils Den Great remote working

This cozy cabin is located in Andover, Maine • Trailside access for atving &snowmobiling. • 6 miles to public boat launch Richardson lake • 3 miles to Appalachian trail head • Fastest wifi for remote working • Quaint & decorated for all seasonal festivities • Located within 25min drive to Black Mountain or Sunday River for downhill skiing fun • A 20 min drive to 3 waterfalls on the maine loop map. A cozy and warm environment for getting away in nature. Come and relax and enjoy nature!

Top guest favourite
The exterior of a rustic cabin is shown, highlighting textured wood siding and a welcoming entryway. Surrounding foliage transitions into autumn colors, with distant mountain views under a softly lit sky. Pathway leading to the cabin is made of natural wood, complementing the serene landscape.
Home in Andover
4.98 out of 5 average rating, 41 reviews

Modern Forest Retreat w/ Sauna & Private Trails

Welcome to Out of The Way retreat on 300 private acres in the foothills of Western Maine! Offering stunning 10-mile valley views, in addition to: - A custom authentic Finnish sauna - Miles of private trails (hiking/skiing/snowshoeing) - Solar panels, instant-on generator & high speed internet - Entertainment center with smart TV - Outdoor BBQ Grill - Fully furnished kitchen & laundry - Live edge basement walls - Minutes to Whitecap Mountain, short drive to Sunday River! - No ATVs

Top guest favourite
A spacious open-concept living area is highlighted by warm wood paneling and vaulted ceilings. Large windows allow natural light to fill the space. A rustic dining table made of reclaimed wood is positioned alongside a cozy seating area featuring multiple sofas and decorative lighting.
Cabin in Andover
4.99 out of 5 average rating, 102 reviews

Modern Mountain Chalet! Hike, Swim & Treasure Hunt

Welcome to Stony Brook Chalet, a modern chalet nestled in the foothills of the White Mountains in beautifully rugged Western Maine. Disconnect from the hustle and bustle of daily life and enjoy a serene, private getaway. Located on almost 3 acres of land surrounded by trees, complete with a private hiking trail, Stony Brook Chalet offers seclusion with close proximity to several stunning hikes, lakes, and ski resorts. *Up to 2 dogs are welcome in accordance with house rules*

Top guest favourite
An open-concept living area features a spacious sectional sofa, a coffee table, and a large smart TV mounted on the wall. High ceilings with wooden beams enhance the room, while large windows allow natural light to fill the space, creating a welcoming atmosphere.
Home in Rumford
4.98 out of 5 average rating, 113 reviews

River Valley Sunset Retreat Bethel & Newry Skiing

Your adventure begins at River Valley Sunset Retreat. Nestled on 8.75 private acres in Rumford with stunning mountain and sunset views, this spacious rental is your gateway to Western Maine's best. A skier's dream, it's approximately 20 minutes from Sunday River, Black Mountain, and other premier resorts. Step directly onto the property to cast a line into the adjacent Androscoggin River. Discover the ultimate four-season escape tailored for families and outdoor enthusiasts.

Top guest favourite
Treehouse in Woodstock
4.98 out of 5 average rating, 323 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 favourite
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 Roxbury holiday rentals