Holiday rentals in Upton

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Top-rated holiday rentals in Upton

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Superhost
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
5.0 out of 5 average rating, 201 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 favourite
Cabin in Andover
4.98 out of 5 average rating, 159 reviews

Bearbrook: River, hikes, nature, adventure, relax

Take it easy at this unique and tranquil getaway. Bearbrook Cabin, nestled on the side of a mountain, offers modern amenities in a rustic natural setting. Watch the brook run down the mountain while sipping coffee on the deck. Listen to the birds and river while working remotely in the sun room. Conveniently located to 4-season recreation: hiking, hunting, fishing, swimming, boating, skiing, snowmobiling, ATVing and more. 30 min from Rumford, Bethel, Sunday River, Black Mountain, and Mt. Abram!

Top guest favourite
The exterior of the white chalet features a modern design, with large windows framing the entrance. Two Adirondack chairs are positioned on a gravel driveway, surrounded by natural stone landscaping and trees that provide a serene backdrop.
Home in Rangeley
4.97 out of 5 average rating, 77 reviews

White Chalet on the Hill

Welcome to the White Chalet in Rangeley! Have fun with the whole family at this stylish place! With Great views of Saddleback, a great location directly between Oquossoc and Rangeley Villages, and all the amenities of a modern well-equipped home, you'll love your stay here! The Home boasts 3 bedrooms, a private office/sleeping room, two full bathrooms, fully equipped kitchen, memory foam mattresses throughout, Smart TV's in all bedrooms, hi speed wifi & plenty of parking for trucks & trailers

Top guest favourite
The game room features vibrant murals depicting video game characters and arcade themes. A ping pong table occupies the center, surrounded by a cozy leather couch and a large TV. The space is brightened by natural light from overhead fixtures, enhancing the lively atmosphere.
Cabin in Newry
4.95 out of 5 average rating, 155 reviews

Mountain View Chalet with Hot Tub and Game Room

✔ Spacious 4 Bedrooms, Trundle Bed, 4 Bathrooms – Sleeps Up to 12 ✔ Ultimate Game Room with Ping Pong, Basketball, Pac-Man, NBA Jam & More – Climate-Controlled for Year-Round Fun! ✔ Relax in the String-Lit Hot Tub w/ Scenic Views of Sunday River ✔ Fire Pit w/ Mountain Views ✔ Large Dining Deck w/ Gas Grill ✔ Gas Fireplace ✔ Full-House Generator ✔ Air Conditioning ✔ Dog-Friendly (w/ fee) ✔ High Chair, Pack ‘n Play, and All Linens, Towels & Soaps Provided ✔ 10 Minutes to Sunday River

Superhost
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.

Guest favourite
A charming cabin sits prominently in a lush green landscape, surrounded by dense trees. The structure features a sloped roof and a welcoming front porch, while the natural, wooded surroundings create a serene and private retreat.
Home in Errol
5.0 out of 5 average rating, 12 reviews

Errol Hill Escape

Forget your worries in this spacious and serene space. The perfect getaway for outdoor enthusiasts and anyone looking for a peaceful getaway in the beautiful North Country. 2.5 miles to ATV trails and downtown Errol home of the famous LL Cote. 2 miles to the Androscoggin River and Northern Waters Outfitters. 5 miles to stunning Lake Umbaggog state park. Explore our 11 acres of woods and be on the lookout for an abundance of wildlife. Relax on the expansive decks and enjoy Mountain View’s.

Top guest favourite
Cabin in Upton
4.97 out of 5 average rating, 73 reviews

Elk Lodge- Upton

Recently updated and added a second bathroom and 4-6 person barrel sauna. Located minutes from Grafton Notch State Park and immediate access to snowmobile trails. Umbagog Lake boat launch located 3.7 miles away. Across property of Umbagog National Wildlife refuge. Only 37 minutes to Sunday River Ski Resort. Elk Lodge is a log cabin with the perfect surroundings of nature. Enjoy your morning coffee on the porch, catching glimpses of the wildlife. Excellent area for outdoor recreation.

Top guest favourite
The spacious deck offers a clear view of the lake, featuring a private dock with boats. Lush greenery borders the waterfront, and distant mountains are visible under a bright sky, providing a serene outdoor setting.
Home in Errol
5.0 out of 5 average rating, 41 reviews

L' Akers Cottage

Enjoy this Cozy Lake house with a private dock and swimming area. Relax on the large over sized deck while observing the wildlife on the lake. Right next to the property is a public boat launch where you can launch your boat and have it tied to the cottages private dock for easy access. Also available with property is a peddle boat and kyak for your use. ATV trail access is 1/2 mile up the road. In the wintertime, you can snowmobile right from the property to the main trail system.

Top guest favourite
Home in Rangeley Plantation
4.96 out of 5 average rating, 24 reviews

Valhalla | Waterfront Retreat on Mooselookmeguntic

Welcome to Valhalla — your private lakefront retreat on the south shore of beautiful Mooselookmeguntic Lake. Set on 4 secluded waterfront acres, Valhalla is the perfect place to unplug, reconnect, and experience classic Maine lake life. Spend your days boating, swimming, kayaking, fishing, and gathering around the firepit under the stars. Whether you’re planning a summer lake week or a snowy winter escape, Valhalla offers an unforgettable Western Maine getaway for families and groups.

Top guest favourite
Home in Newry
5.0 out of 5 average rating, 57 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 ~

Top guest favourite
Treehouse in Woodstock
4.98 out of 5 average rating, 322 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 Upton holiday rentals