Holiday rentals in Upton

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Top-rated holiday rentals in Upton

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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, 58 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
The log cabin, set against a clear blue sky, features a peaked roof and large windows that reflect the natural surroundings. A front porch with a railing extends from the cabin, surrounded by patches of snow and green trees, enhancing its secluded ambiance.
Cabin in Andover
5 out of 5 average rating, 192 reviews

Mountain Time Cabin,Spectacular Views! Secluded!

Looking for a mountain cabin getaway? You have found it here at Mountain Time Cabin! This cabin is new and absolutely beautiful! Located in the Western Mountains of Maine - a true paradise for the outdoor enthusiast. Bring your Snowshoes,Skies,Snowmobiles, or hike right from the front door with a 130 acres of trails to explore. Enjoy the spectacular views of the mountains and the cascading brook all from sitting in the recliners with the warmth of the pellet stove Has AC and pool table.SECLUDED!

Top guest favourite
Cabin in Andover
4.98 out of 5 average rating, 145 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 favourite
The exterior of the chalet showcases a striking design with a sloped roof and large windows. Soft lighting emanates from within, creating a warm glow against the dark wood finish. Surrounding greenery enhances the natural setting, while a deck with a patio umbrella is visible.
Cabin in Stoneham
4.99 out of 5 average rating, 209 reviews

Mad Moose Lodge• Secluded Cabin w/ Mountain View’s

Welcome to the Mad Moose Lodge! Year-round adventures begin at this 2-bed, 2.5-bath Stoneham chalet. This vacation rental provides incredible fall foliage views and easy access to mountains and lakes! Close by to cross-country skiing and snowshoeing in the winter and hiking, mountain biking, boating and swimming in the summer there are endless options of outdoor enjoyment. Enjoy stunning sunsets over the mountains from the comfort of the couch, or while enjoying a game of pool in the game room!

Guest favourite
Tiny home in Norway
4.94 out of 5 average rating, 248 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

Top guest favourite
An expansive aerial view showcases the serene landscape of Berlin Trails Farm, surrounded by vibrant autumn foliage. The farm complex is nestled among rolling hills, with fields and meadows stretching towards distant mountains, creating a peaceful natural setting.
Farm stay in Berlin
4.97 out of 5 average rating, 235 reviews

Berlin Trails Inn and Farm

Featuring cabin-style rooms on a farm with mountain views from the top of the world. We abut hiking, snowmobile, and ATV trails. With goats and chickens in the barn, wild berries in the fields, and all kinds of wildlife, the Berlin Trails Farm sits just up Cates Hill from the scenic Androscoggin - great for fishing, canoeing, and white water rafting. We are surrounded by hundreds of acres of meadows, wilderness, peaceful natural ambience. We stock our own eggs and local breakfast foods! WOW!

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, 520 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 favourite
A cozy cabin with a striking red exterior is set against a backdrop of lush green trees. A spacious front yard features a gravel drive, comfortable outdoor seating, and a welcoming porch. A nearby garage is visible, enhancing the cabin's rustic charm.
Cabin in Andover
4.98 out of 5 average rating, 174 reviews

Recreation Haven Devils Den Great remote working

This cozy cabin is located in Andover, Maine • Trailside access for atving &snowmobiling. • 6 miles to public boat launch Richardson lake • 3 miles to Appalachian trail head • Fastest wifi for remote working • Quaint & decorated for all seasonal festivities • Located within 25min drive to Black Mountain or Sunday River for downhill skiing fun • A 20 min drive to 3 waterfalls on the maine loop map. A cozy and warm environment for getting away in nature. Come and relax and enjoy nature!

Guest favourite
A glamping Geodome stands elevated against a twilight sky, illuminated by warm lights. A small fire burns in a metal pit near a seated figure. Surrounding trees add greenery to the serene outdoor setting, creating a calming atmosphere.
Dome in Buckfield
4.84 out of 5 average rating, 257 reviews

StreamSide Getaway- HOT TUB / AC/ Wi-Fi

The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!

Top guest favourite
The exterior of the home features a welcoming covered porch with white railings. A flag is displayed, and the house is bordered by lush greenery. A gravel area can be seen alongside, leading to a patio set behind the house.
Home in Berlin
4.97 out of 5 average rating, 104 reviews

Great location/King bed/Firepit/Jericho Rd Retreat

Calling all outdoor enthusiasts and adventure seekers! Explore the beautiful North Country of New Hampshire from our conveniently located, renovated home in Berlin. Located 1.5 miles from Jericho Mountain State Park, it's the perfect base camp for your adventure. ATV/UTV right from the house, or trailer your snowmobiles right down the road. After your day of fun, head back to relax and unwind, play some games, prepare a meal, or sit by the fire pit and simply soak in the atmosphere.

Top guest favourite
Home in Whitefield
4.97 out of 5 average rating, 272 reviews

Sunny Waterfront Cottage at FarAway Pond

Spring Skiing! Sugar and Snow 20%discount! March is maple sugar and BIG snow season at Bretton Woods (only 20 min. away). This bright, wood lined cottage has all you need for a peaceful getaway-Hot Tub in private pavilion, Japanese soaking tub, (small) Heat/AC, +fast wifi. Cook in the kitchen or grill in the beach side pavilion. With 68 acres + miles of trails to a nearby state forest, this is the perfect base for peak-season skiing and serene winter adventure. Dogs welcomed!

Top guest favourite
Treehouse in Woodstock
4.98 out of 5 average rating, 302 reviews

LuxuryTreehouse w/ Hot Tub Near Sunday River

Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.

Popular amenities for Upton holiday rentals

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