Vacation rentals in Upton

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Top-rated vacation rentals in Upton

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Top guest favorite

A red cabin with tan trim is showcased under a clear blue sky, displaying authentic rustic charm. An American flag is positioned prominently by the front entrance. Gravel and grass surround the cabin, providing natural landscaping to the tranquil setting.

Cabin in Andover

4.98 out of 5 average rating, 166 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

Guest favorite

A rustic cabin with a wooden exterior is seen surrounded by vibrant autumn foliage. Two blue camping chairs are positioned outside near a fire pit. Large windows and a glass door provide ample natural light to the interior.

Cabin in Guildhall

4.95 out of 5 average rating, 205 reviews

Cabin at Hidden Falls Farm

HIKE RIGHT OUT YOUR FRONT DOOR UP TO YOUR OWN PRIVATE LOOKOUT! Experience your own private views of Mt Washington and all the White Mountains on 200 acres of private land! This cabin is located on the Hidden Falls Farm in the beautiful Northeast Kingdom of Vermont. Enjoy the peace and quiet of the surrounding woods while still being close to all the local amenities. Shaw's grocery store, Polish Princess Bakery and Copper Pig Brewery are only a short 10 minutes away in Lancaster, New Hampshire.

Top guest favorite

A rustic kitchen is equipped with wooden cabinetry and essential appliances, including a refrigerator and a gas stove. A dining table with four chairs is positioned nearby. Natural light enters through a nearby window, illuminating a cozy area rug placed under the table.

Cabin in Upton

5 out of 5 average rating, 54 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

Guest favorite

A spacious paved area is shown, featuring four gray Adirondack chairs arranged around a circular fire pit. Lush greenery and plants line the perimeter, providing a natural backdrop to the cozy outdoor space. The log cabin exterior and roof are visible in the background.

Cabin in Andover

4.97 out of 5 average rating, 103 reviews

Bearbrook: Cozy mountain escape

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 favorite

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, 464 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 rustic cabin is set against a backdrop of rolling mountains and blue skies. The structure features a green metal roof and large windows, which allow for ample natural light. A small deck is visible, providing a welcoming entrance, and a stone fire pit is situated nearby.

Cabin in Andover

4.98 out of 5 average rating, 298 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

4.97 out of 5 average rating, 117 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

An aerial view of a charming red cabin nestled beside a calm lake, surrounded by lush greenery and tall trees. The property features a small dock extending into the water, with a grassy area leading to the cabin, enhancing the natural setting.

Cabin in Pittsburg

4.94 out of 5 average rating, 174 reviews

Back Lake Waterfront - ATV/Snowmobile Trail Access

The location of this charming and private cabin is perfect for your Pittsburg getaway. Located on a short dead end road you will immediately absorb the peaceful atmosphere and beautiful lake front scenery with just under 100' of frontage. This cabin has both ATV and snowmobile access without the need to trailer from the property. The boat launch is conveniently located 1/8 of a mile away and the local beach is a short paddle across the lake using the provided canoe and kayaks.

Top guest favorite

The treehouse exterior is softly illuminated by string lights, casting a warm glow among the surrounding trees at dusk. A wooden hot tub is visible on the deck, with a set of steps leading up to the main entrance nestled among boulders.

Treehouse in Woodstock

4.98 out of 5 average rating, 259 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).

Guest favorite

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

4.94 out of 5 average rating, 121 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.

Guest favorite

A comfortable living area is highlighted by a light-colored sofa adorned with 'ski' throw pillows. A wooden coffee table sits in front, with a magazine on top. A cozy armchair is positioned nearby, and natural light streams in through the window, revealing snowy outdoor scenery.

Guesthouse in Hanover

4.89 out of 5 average rating, 219 reviews

Sunny Studio Cabin Near Sunday River - Hike -Bike

Conveniently located on rte 2 it is 15 mins to Sunday River, Mt. Abram, and the village of Bethel. An easy drive to explore the White Mountains and Grafton Notch. The property was originally part of a potato field, offering wide open space and seasonal view of the Androscoggin River. Bald eagles have been observed on the river and flying above the field. Just past the main house, the guest cabin makes a sunny comfy home base to discover western Maine.

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, 194 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.