Holiday houses in Upton

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Top-rated holiday rentals in Upton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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
4.98 out of 5 average rating, 59 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 favourite
Cabin in Andover
4.98 out of 5 average rating, 149 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!

Guest favourite
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, 253 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 favourite
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, 321 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.

Top Guest favourite
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, 529 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
Home in Whitefield
4.88 out of 5 average rating, 41 reviews

Birch Mirror House at FarAway Pond

ÖÖD Birch House at FarAway Pond offers a spectacular view of FarAway pond and mountains beyond. Perched above the pond, the Birch House features mirrored glass walls for full immersion into nature's beauty. Unwind in the hot tub on your private deck, grill or sit by your fire, then wander to your private kayak dock for a peaceful paddle or swim. With 68 acres and miles of trails leading to a nearby state forest, this is the perfect getaway for unparalleled peace and adventure. Dogs welcomed!

Top Guest favourite
The exterior of a charming cabin features natural wood siding and a gradual ramp leading to the entrance. Lush greenery surrounds the cabin, while two neatly trimmed shrubs and colorful flowers enhance the landscape. A red shed is visible to the left of the cabin.
Home in Errol
4.95 out of 5 average rating, 20 reviews

Northwoods cabin on Little Akers Pond

Charming cabin on Little Akers Pond. Room for the whole family or group of friends. Peaceful retreat close to hiking, snowmobile, and ATV trails, and a short drive to Sunday River and Mount Washington. Quiet community on a dirt road between Little Akers and Akers Ponds. Little Akers is no motorized vessels allowed, with swimming, kayaking, canoeing, SUPs, etc. Room for several vehicles. Open concept living area. Comfortable bedrooms and finished (unfurnished) basement. Deck and screen porch.

Top Guest favourite
A welcoming entryway leads into a spacious living area accentuated by wood paneling and large windows. Comfortable seating, including plush sofas, is arranged around a wooden coffee table on a patterned rug. Soft lighting from table lamps creates a cozy ambiance throughout the room.
Home in Errol
5 out of 5 average rating, 83 reviews

Welcome to Kamp Kimberly!

Cape style home on the river with nearby trails for hiking, biking and riding. Covered deck with hot tub and gas fire pit overlooking the river. Excellent space for relaxing and melting away stress while having all the comforts of home including wifi, tv and air conditioning. Finished game room in the basement with shuffleboard, darts and TV. Local restaurants and shopping two miles away. ATV trails 1/2 mile away to take you from here to Colebrook, Pittsburgh and Rangeley ME. Sleeps up to 8.

Top Guest favourite
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!

Top Guest favourite
A quaint cabin is seen surrounded by lush greenery and open lawn. The front porch features a railing and is partially shaded by trees, providing a serene outdoor space. Clouds adorn the sky, creating a peaceful ambiance around the property.
Cabin in Milan
4.96 out of 5 average rating, 71 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

Top Guest favourite
Home in Newry
5 out of 5 average rating, 43 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
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, 70 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.

Popular amenities for Upton holiday rentals

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