Holiday rentals in Upton

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Top-rated holiday rentals in Upton

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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, 189 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, 133 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 favourite
A comfortable seating area is illuminated by natural light from a large window, offering a view of the water. A cozy throw is draped over the couch, and a decorative coffee table holds various magazines. A dog rests peacefully on the couch.
Cabin in Rangeley
4.98 out of 5 average rating, 120 reviews

Your Pet Friendly, Maine Escape, on Haley Pond!

Park the car and walk to all things Main Street, Rangeley has to offer. Serenity out back with direct access to Haley Pond, and every convenience out front…a walk across the street to Rangeley Lake and a 15 minute drive - door to chair lift at Saddleback! Explore hiking, biking, fishing, hunting, snowmobiling - you name it - everything is at your fingertips. We are true Mainers and look forward to welcoming you to our cute little cabin - your home away from home - the way life should be!

Top guest favourite
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.
Flat in Newry
4.97 out of 5 average rating, 130 reviews

Skiers 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 favourite
A red cabin with tan trim is partially visible, surrounded by a snowy landscape. The front porch is adorned with holiday decorations, and large windows provide natural light. The roof is covered in snow, and a propane tank is located beside the entrance.
Cabin in Andover
4.98 out of 5 average rating, 172 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
The living room features a comfortable gray sofa, complemented by vibrant throw pillows. Natural light floods in through the large windows, offering views of the outdoors. A coffee table rests on a colorful rug, while a modern light fixture illuminates the space.
Flat in Berlin
4.84 out of 5 average rating, 203 reviews

Spacious White Mountain renovated 2 bedroom, Apt 3

Welcome to our spacious, renovated 2 bed residence with sofa beds sleeping six. This sunny unit features a full kitchen, full bath, dining rm, living rm. and porch with dramatic mountain views. Amenities include 3 LED smart TVs, high speed WIFI, laundry and parking. We are located in the majestic White Mountains, an acclaimed 4 seasons recreational area offering: hiking, kayaking, ATV, skiing/snowboarding, cross country skiing, and snowmobiling. ATV & Snowmobile from our door.

Top guest favourite
An eat-in kitchen features a round wooden table set for four, with mountain-themed decor on the walls. A stove and a wall clock are visible, alongside a cozy living area with leather sofas in the background. Natural light complements the warm tones of the space.
Flat in Berlin
4.9 out of 5 average rating, 200 reviews

Cozy Mountain View Apartment 15mi to Wildcat Mt!

Enjoy a cozy getaway in the heart of Berlin, New Hampshire! Get instant access to ATV & snowmobile trails right from the driveway. Less than 30 minutes to Presidential Range hiking and Wildcat Mountain skiing! This spacious 2nd-floor apartment features large bedrooms, an in-unit washer/dryer, and scenic views. Start your morning with coffee on the front porch, and end your day around the backyard fire pit. Perfect for families or friends, with two queen beds and plenty of space!

Top guest favourite
A two-story cabin is situated amidst lush greenery, featuring a well-maintained driveway leading to the front entrance. Flower pots are placed on the porch, adding a touch of color. Surrounding trees provide privacy and a natural setting.
Home in Newry
4.91 out of 5 average rating, 140 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 favourite
Treehouse in Woodstock
4.98 out of 5 average rating, 287 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).

Top guest favourite
A mobile home is set within a spacious, grassy area, surrounded by trees and mountains in the background. A white picket fence delineates the property, while a small garden with flower beds is visible. The setting offers a peaceful, rural atmosphere.
Home in Andover
4.98 out of 5 average rating, 142 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.

Top guest favourite
A two-story home is set against a backdrop of lush greenery, featuring a spacious driveway in the foreground. A private balcony is visible on the second floor, while the garage doors provide additional functionality. Natural light enhances the inviting exterior.
Flat in Bethel
4.98 out of 5 average rating, 259 reviews

Have you found YOUR Happy Space yet?

Come find YOUR Happy Space in My Happy Place! Set against Egypt Mountain with serene views, nature will nurture your soul as you reconnect with a simpler pace of life and rejuvenate in Your Happy Space. A two bedroom in-law apartment with private entrance, full kitchen, private balcony, queen bed in master full in second bedroom. Enjoy a campfire, stargazing, walk along the private road, fields, or hike the mountain. See "Your property" for booking information.

Top guest favourite
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, 486 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!

Popular amenities for Upton holiday rentals

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