Vacation rentals in Upton

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Top-rated vacation rentals in Upton

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Guest favorite
Two wooden chairs are positioned on a deck, facing a serene pond surrounded by vibrant autumn foliage. A small table rests between the chairs, and the expansive sky is filled with clouds, adding to the tranquil atmosphere of the natural setting.
Home in Harrison
4.89 out of 5 average rating, 349 reviews

Privacy, River, Pond, A frame Hot Tub EPIC Views,

14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

Top guest favorite
Cabin in Andover
4.98 out of 5 average rating, 148 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 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, 524 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, 320 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 spacious outdoor setting features a fire pit surrounded by multiple wooden Adirondack chairs in varying colors. The cozy cottage is visible in the background, nestled among trees and greenery. A picnic table and a shed are also present, contributing to the inviting atmosphere.
Cottage in Bethel
4.89 out of 5 average rating, 107 reviews

Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit

A quick 2 min. drive to the awesome village of Bethel, recently voted best ski town in North America. The house is only 12 minutes to Sunday River. You and your family will feel right at home in this cozy, private cottage with it's own pond. Also, a short drive to Woodstock, Mt. Abram, and more Western Maine adventures! Come stay, relax in the fenced in yard and enjoy the stars around the fire pit. Fast wifi, RokuTV, BBQ grill , foosball and more! Dogs allowed but please let us know :)

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, 136 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

Top guest favorite
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, 175 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 favorite
A panoramic view encompasses rolling green hills and distant mountains under a partly cloudy sky. Rocky outcroppings frame the foreground, while a series of chairs are positioned invitingly for enjoying the scenery. Lush trees add depth to the natural landscape.
Guesthouse in Jackson
4.87 out of 5 average rating, 127 reviews

Best View in New Hampshire

"Best View in New Hampshire" Guest House is nestled in the White Mountains and sits nine miles east of Mount Washington. It offers hiking, serenity, and the best panoramic views of the Presidential Range in all of the Mount Washington Valley. So whether you prefer to marvel at sunrises or sunsets, this is the place for you. You are close by to The Town of Jackson, StoryLand, Red Fox Bar & Grille, Yesterday's, Sunrise Shack, and direct access to Tin Mine Hiking Trail.

Top guest favorite
Treehouse in Woodstock
4.98 out of 5 average rating, 306 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.

Guest favorite
Cabin in Rangeley
4.95 out of 5 average rating, 219 reviews

The Terraces #5 Private Lakefront Cabin

Cabin #5 is available spring to fall. It is cozy getaway located on Rangeley Lake. Guests have access to the lake via 100 meter walk down to the dock. You will be a less than a 5 minute drive to a bustling main street with great local shops and eateries. The cabin is accessible by 2 sets of stairs or a path from the parking lot. The cabin is quaint and we provide the necessities. That being said, there is not a microwave or electric coffee maker.

Top guest favorite
The exterior of the newly built apartment showcases a wooden facade with natural elements, surrounded by green landscaping. A covered porch with hanging flower baskets adds charm. The driveway features a gravel surface, leading to two garage doors that complement the design.
Apartment in Lancaster
4.96 out of 5 average rating, 160 reviews

White Mountains Retreat

Are you ready to disconnect? Enjoy a peaceful getaway in the heart of the White Mountains where you have beautiful mountain views, the opportunity to see wildlife, and experience the peace and quiet of nature. Brand new build centrally located in the White Mountains: -10 minutes from downtown Lancaster -15 minutes from Santa's Village & Waumbek Golf Club -Less than 30 minutes from several popular 4,000 foot mountain hiking trails

Top guest favorite
Home in Colebrook
4.94 out of 5 average rating, 117 reviews

Mountain Views, Snowmobiling/ATV trail

Settled on top of rolling mountains on a snow mobile and ATV trail that overlook Quebec, Canada, Vermont, and NH it is an ideal getaway for those who are looking to go remote with many of the creature comforts of home. The Deck outside makes a perfect spot for morning coffee or lounging all day. 8 miles into town for anything you may require and close access to the Canadian Border, as well for a special international flavor

Popular amenities for Upton vacation rentals

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