Vacation rentals in Upton

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Top-rated vacation rentals in Upton

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Guest favorite

Cabin in Andover

4.98 out of 5 average rating, 163 reviews

Recreation Haven Devils Den Great remote working

This cozy cabin is located in Andover, Maine with trail side access to ATV and snowmobiling, start riding right from the door yard! This location is hiker & explorer friendly, located 30 minutes to Sunday River and 20 min to Black Mountain Ski Mt. Rumford. Cabin is 6 miles from the public boat launch on Richardson Lake. We decorate for the holidays!!! The cabin is a short walk to Devil's Den cave & 4 miles to a Applachian trail crossing. 20min ride to Step Falls in Newry. Peace in abundance

Top guest favorite

A wooden sign displaying the message 'enjoy the simple things' is mounted above a decorative fish sculpture. The fish is painted in shades of blue and green, and the background features natural wood siding in a warm tone.

Cabin in Upton

5 out of 5 average rating, 52 reviews

Mountain View Cabin Lake Umbagog /Grafton notch

Stunning Mountain View Cabin has everything you need for your stay in the Western Mountains of Maine. This solar powered off-grid cabin is nestled on a private wooded lot with amazing mountain views. Located in beautiful Upton Maine, with close proximity to Lake Umbagog, Grafton Notch State Park, the AT trail and the NH border. Whether you like to fish, boat, hunt, hike or sight-see, this cabin will not disappoint. NOTE: Wi-Fi is not recommend for work from home use as it satellite w/limits

Top guest favorite

A wooden cabin is nestled among lush green trees, with a stream flowing nearby. The natural surroundings include moss-covered rocks and a forested area, creating a serene atmosphere. The sunlight filters through the leaves, enhancing the vibrant greenery.

Cabin in Hanover

4.99 out of 5 average rating, 449 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 favorite

A spacious cabin is visible beneath a light snowfall, with snow-covered ground leading to the entrance. The cabin features a large deck with railings on the upper level, and expansive windows that reflect the surrounding winter landscape of distant, misty mountains.

Cabin in Andover

4.98 out of 5 average rating, 293 reviews

Good For The Soul Gorgeous Views!

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 favorite

A serene mountain view is presented, featuring rolling peaks partially shrouded in morning mist. Lush greenery in the foreground is accented by hints of autumn colors, creating a tranquil backdrop against the clear blue sky.

Apartment in Newry

4.96 out of 5 average rating, 113 reviews

Hikers Get-Away (1 BR near AT - w/views)

This newer House has a private 1-BR above-the-garage with a private back-entrance with a Living-room, Full Kitchen with a 2-person island, Large Bath with double-wide shower and a large BR w/ views of Sunday River as well as Mahoosuc Notch. Perfect for a two-person get-away, in the Western Mountains of ME. Great for Winter Sports at Sunday River, or Mt. Abrams, outdoor activities or quick-access to downtown Bethel. Accommodates Up to 2-Guests on our 9+ Acre lot. A/4WD required in Winter

Top guest favorite

Cabin in Milan

4.98 out of 5 average rating, 47 reviews

ATV in season, fish, hike all from the cabin.

Enjoy the feel of glamping while having all that you need from a full kitchen, bathroom, shower, washing machine and drier, Wi-Fi, TV and more! The one bedroom consists of 2 bunk beds- 3 twin beds and 1 bottom double bed. Enjoy your morning coffee or grilling your favorite meal on the front farmers porch. Play cards on the fold up table. In season, you can ride your ATV to trails right from the cabin! Bring your canoe, kayaks, or fishing gear to enjoy the beautiful river or lakes near by

Guest favorite

Home in Rumford

4.96 out of 5 average rating, 328 reviews

Red Rose sleeps 7. Huge kitchen. Near Sunday River

The Red Rose is a cozy 2 BR house ! With Futon +high-quality queen air mattress, sleeps 7. 10% discount if 7 day stay Electronic keypad entry 4 security cameras outside Carport Fully stocked kitchen, Island A guest measured Hi-speed internet at 120MB/s down 160 channels @ Living Room, + two WiFi TVs (no cable) Near hospital, mill Newer washer, dryer, stainless dishwasher, Pack 'N' Play, baby gate Window A/C in LR & both BRs. Swim, boat, hike, ski, (ice)fish, snowmobile No pets

Guest favorite

A fire pit, surrounded by a ring of large stones, is set among lush greenery. Two wooden chairs, positioned nearby, provide seating for relaxation. The natural wooded setting offers a serene and private space ideal for gatherings or enjoying nature.

Home in Newry

4.9 out of 5 average rating, 124 reviews

Cozy Cabin with Mountain Views

Tucked off a dead end road, featuring sneaky mountains views, is the perfect year round getaway house for your next vacation! Whether you plan on visiting the area to hike, ski, snowmobile, or chase waterfalls the Bethel/Newry area has something to offer everyone year round! This 2-bedroom, 1-bath cabin is the perfect northern getaway for groups up to 8. The house features the best of cabin aesthetics with modern touches - the perfect blend of rustic and cozy charm!

Top guest favorite

The treehouse rises above the forest floor, supported by large boulders and surrounded by lush greenery. A spacious deck extends from the entrance, featuring a hot tub and a staircase leading to the entrance. Warm wood tones blend harmoniously with nature.

Treehouse in Woodstock

4.98 out of 5 average rating, 248 reviews

Treehouse With Hot Tub Close to Sunday River!

This authentic, luxury treehouse was designed by B'Fer Roth, DIY Network TV host of The Treehouse Guys and built by the Treehouse Guys. Nestled in the woods on a quiet, private rd with no neighbors in sight, the treehouse is just 15 minutes to Sunday River Ski Resort, 5 minutes to Mt. Abram and 10 minutes to downtown Bethel. The treehouse is abutted by 626 acres of Bucks Ledge Community Forest (7 miles of hiking/snowshoeing trails accessible from the treehouse).

Top guest favorite

A mobile home is set within a grassy area, featuring a large wooden deck at the entrance. The exterior displays light-colored siding with dark red shutters framing the windows, surrounded by tall trees providing natural shade.

Home in Andover

4.98 out of 5 average rating, 125 reviews

Cozy comfortable mobile home on private farm.

My place is close to the great outdoors! Hiking, biking, horseback riding, swimming and all water sports. We are an easy drive to three wonderful ski areas.. You’ll love my place because of the coziness, the location, the views and all the outdoor activities in the western mountains of Maine.. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). In season you can enjoy fresh vegetables from our gardens.

Top guest favorite

The camp is nestled among tall trees, set slightly elevated above a clear stream. Large boulders and lush greenery surround the water's edge, offering a serene natural setting. The building features a wooden exterior with a sloped roof, harmonizing with the surrounding landscape.

Cabin in Phillips

4.94 out of 5 average rating, 189 reviews

Stream-side mountain retreat

This attractively renovated camp in the High Peaks region of western Maine is the perfect place to get away and unplug. Surrounded by conservation land, the camp is airy and bright, with views opening onto woods and stream, and is well screened. Solar panels provide water and electricity. There's limited satellite internet service for emailing and texting, and sometimes phone through wifi, depending on your service provider.

Guest favorite

Cabin in Upton

4.97 out of 5 average rating, 60 reviews

Elk Lodge- Upton

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.