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, 161 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, 51 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 serene riverside scene is depicted, showcasing a calm waterway bordered by lush greenery. A vibrant green lawn is present, complemented by ferns, while a solitary chair is positioned nearby, inviting relaxation amidst nature.

Apartment in Gorham

4.98 out of 5 average rating, 205 reviews

White Mountains Riverfront Studio

Our quaint town, 8 miles north of Mt. Washington, is a prime location for everything outdoors: year round HIKING, (1.7 miles to AT) & BIKING trails, 100s of groomed ATV/snowmobile trails, swim, fish, canoe, kayak and tube the pristine rivers, waterfalls & emerald pools and SKI THE SKI RESORTS within 10-30 miles. The small town of Gorham caters to tourists: a dozen great restaurants, antique & gift shops, railroad museum, opera house & town common all within easy walking distance of the studio.

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, 445 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

Home in Hanover

4.99 out of 5 average rating, 323 reviews

Cozy modern home with Maine themed charm

Entire house, recently renovated, 8 minutes to Sunday River. Come experience summer in the beautiful western Maine mountains. Enjoy swimming and kayaking. Centrally located to all area attractions. Hiking, golfing, biking, swimming, skiing and exploring to name a few! Close to Grafton Notch where you can enjoy great hiking and beautiful views. One hour from Storyland and Santa's Village. Conveniently located to Bethel restaurants, Gem museum and shopping. Directly on Rte 2 , easy access.

Top guest favorite

An aerial view showcases a rustic cabin surrounded by dense green forests, with rolling mountains visible in the distance. The cabin features a triangular roof and is set on a cleared area of land, creating a serene and isolated atmosphere.

Cabin in Andover

4.98 out of 5 average rating, 291 reviews

Good For The Soul Gorgeous Views! No Pet Fees

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 view of the lake is framed by a wooden window. Two Adirondack chairs are positioned on a deck, providing a perfect spot to enjoy the tranquil scenery. Binoculars sit on the ledge, inviting exploration of the natural surroundings.

Cabin in Pittsburg

4.93 out of 5 average rating, 164 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.

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

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, 124 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.

Guest favorite

A serene view of the Androscoggin River is captured, framed by lush greenery along the bank. Gentle ripples move across the water, reflecting the sky. Overhanging trees provide a natural canopy, while the bank's grass and wild plants create an inviting, tranquil atmosphere.

Guesthouse in Hanover

4.9 out of 5 average rating, 213 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 exterior of the home is showcased, featuring a green metal roof and dark wood siding. A decorative weather vane sits atop the roof, while window boxes filled with colorful flowers enhance the front façade. A welcoming porch with white railing is visible beside the entrance.

Guest suite in Gorham

4.97 out of 5 average rating, 422 reviews

Cozy comfort close to White Mountain attractions!

A warm and welcoming home away from home! Located in a quiet residential neighborhood in Gorham NH, in the heart of the White Mountains with all of its attractions. Hiking, ATVing, sight seeing, skiing, fishing, kayaking, all right here! This cozy suite is within walking distance to the town center which has a beautiful park and good eating and drinking. There is plenty of parking and ATV's are welcome. Sleeps 4 with a full sized bed and sleeper sofa!

Guest favorite

The cabin, constructed with wooden shingles, is nestled among tall trees. A simple wooden gate leads to the entrance, while a screened-in porch extends along one side. The natural greenery surrounds the property, adding to a serene outdoor environment.

Cabin in Milan

4.91 out of 5 average rating, 232 reviews

Camp Ursus rustic and peaceful

One room cabin with all the necessities. At initial entrance, you are in the screened in porch. This offers your firewood close to carry, many cozy chairs to lounge, and a get away from the summer bugs. Camp door is locked with a coded lock. Upon entry of camp you will be met with a welcoming home like feel. The only thing you will need are drinking water and sleeping bags. Bunks are fitted with clean linens. Come! Come enjoy camp living!