Vacation rentals in Upton

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Top-rated vacation rentals in Upton

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Top guest favorite
Cabin in Andover
4.98 out of 5 average rating, 153 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 favorite
A private hot tub is surrounded by trees displaying vibrant autumn leaves, with a gentle stream flowing nearby. A fire pit sits beside the hot tub, offering a cozy gathering space. The cabin's exterior features wooden siding and large windows that invite natural light.
Tiny home in Norway
4.94 out of 5 average rating, 256 reviews

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Guest favorite
A rustic living area features wood-paneled walls and high ceilings. A gray sofa is positioned in front of a small coffee table, with bookshelves displaying various items nearby. Large windows offer views of the surrounding nature, creating a connection to the outdoors.
Cabin in Clarksville
4.95 out of 5 average rating, 322 reviews

Peaceful Cabin in the Heart of North Country

Our beautiful cabin sits in Clarksville on 6 private acres, close to major ATV and snowmobile trails, as well as the Hurlburt Nature Conservancy Area. We are minutes from Lake Francis and the Connecticut Lakes in NH's northernmost town, Pittsburg. While by no means primitive, our cabin is simple and rustic, and...in the woods. You may be visited by rabbits and coyote, or even a moose or deer grazing early in the morning. You may have the occasional cobweb, fly, swollen door, or sticky evening.

Guest favorite
A serene lake scene is captured during sunset, displaying vibrant orange and pink hues across the sky. Calm waters reflect the colors, while a few docks extend into the lake. Two blue chairs sit on the grassy shoreline, with a kayak resting nearby.
Cottage in Errol
4.91 out of 5 average rating, 79 reviews

Cozy cottage in the Great North Woods of NH

Our cozy 2 bed 1 bath cottage in the Great North Woods is the perfect retreat for those seeking comfort and outdoor adventures. During warmer months, guests can enjoy swimming, fishing, kayaking, boating, in beautiful Akers Pond. As well as amazing ATV trails within 5 minutes, hiking trails and scenic views. In the winter, the area offers snowmobiling with direct access to trails, snowshoeing, skiing, and ice fishing on the pond. Rainbow trout, smallmouth bass, perch, bluegill, and other fish.

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, 533 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 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, 322 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!

Guest favorite
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 out of 5 average rating, 10 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 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, 137 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

Guest favorite
A spacious living area features a comfortable couch positioned at the center, accentuated by decorative pillows and a soft throw. Light wood flooring extends throughout, while cabinets and appliances are visible in the kitchen area. Dark curtains frame the windows, providing a cozy feel.
Apartment in Berlin
4.8 out of 5 average rating, 330 reviews

Updated White Mountain Home

Our home is located in the heart of the White Mountains in Berlin, NH. From the front door, you can ride your snowmobile or ATV down the street and to the nearby trails. The property offers something for everyone with world class skiing, snowboarding, hiking, and ATV riding all within arms reach. This unit was just renovated with an updated kitchen, bathroom, and furnishings. Kick back and relax with super fast WiFi and YouTube TV (60+ channels including all the major sports channels)

Top guest favorite
The image captures a peaceful view of Mooselookmeguntic Lake through a cluster of trees. A wooden railing runs along a deck, providing a vantage point. Bright sunlight filters through the leaves, enhancing the natural beauty of the surrounding landscape.
Cabin in Rangeley
4.98 out of 5 average rating, 49 reviews

“Loon Song”on Mooselookmeguntic Lake

Charming Cabin with large deck, offering privacy and great views overlooking Mooselookmeguntic Lake. Stairs lead to rock and sand beach. Exposed log beams, cathedral ceilings, southern exposure, glass to the peak and a soapstone wood stove. Outdoor recreation at your doorstep with loon calls often dominating the otherwise quiet nights. Two person sit on kayak and an aluminum canoe with gear are available to use. Fast Fidium Wi-fi access & TV. Outdoor gas grill.

Top guest favorite
An open living area features wooden paneling and a vaulted ceiling, highlighting large windows which invite natural light. A comfortable couch is positioned next to a blue accent chair, with a lamp providing warm, ambient lighting. A kitchen island with a wooden countertop is visible in the foreground.
Cabin in Upton
4.97 out of 5 average rating, 72 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.

Guest favorite
A bright living area features large windows that provide expansive views of the lake and surrounding landscape. Wooden flooring and a rustic accent wall complement a television set placed on circular tables. A potted plant adds a touch of greenery near a cozy pet bed.
Home in Errol
4.96 out of 5 average rating, 54 reviews

Beautiful Lakeview home in Errol

Relax with the whole family at this peaceful place to stay. Bring a kayaks, canoes boats or four wheelers, this huge 3600 ft.² post and beam home overlooking pristine lake Umbagog surrounded by Lake Umbagog wild life refuge. This home can accommodate eight people comfortably. Bring the family and the pets and enjoy all the amenities, that this home has to offer, including a huge fire pit and outdoor gathering.

Popular amenities for Upton vacation rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Oxford County
  5. Upton