Vacation rentals in Upton

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Top-rated vacation rentals in Upton

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Top guest favorite

A red cabin with tan trim is showcased under a clear blue sky, displaying authentic rustic charm. An American flag is positioned prominently by the front entrance. Gravel and grass surround the cabin, providing natural landscaping to the tranquil setting.

Cabin in Andover

4.98 out of 5 average rating, 167 reviews

Recreation Haven Devils Den Great remote working

This cozy cabin is located in Andover, Maine with trail side access to ATV and snowmobiling, start riding right from the door yard! This location is hiker & explorer friendly, located 30 minutes to Sunday River and 20 min to Black Mountain Ski Mt. Rumford. Cabin is 6 miles from the public boat launch on Richardson Lake. We decorate for the holidays!!! The cabin is a short walk to Devil's Den cave & 4 miles to a Applachian trail crossing. 20min ride to Step Falls in Newry. Peace in abundance

Top guest favorite

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, 55 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 favorite

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, 178 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 favorite

A spacious paved area is shown, featuring four gray Adirondack chairs arranged around a circular fire pit. Lush greenery and plants line the perimeter, providing a natural backdrop to the cozy outdoor space. The log cabin exterior and roof are visible in the background.

Cabin in Andover

4.97 out of 5 average rating, 110 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!

Guest favorite

A calm lake reflects the surrounding greenery under a partly cloudy sky. A wooden dock extends into the water, while a canoe rests alongside, ready for exploration. The stillness of the scene invites tranquility and outdoor adventure.

Farm stay in Norway

4.96 out of 5 average rating, 211 reviews

Waterfront Home on Norway Lake - Hillcrest Farm

Serene parklike setting on 11-acres with 1,300-ft of frontage on Norway Lake. Newly renovated 1 bedroom apartment with full kitchen in historic farmhouse has separate access for complete independence. Only 35 min to Sunday River & 1 mile to downtown Norway. Direct connection to miles of hiking, biking & ski trails on Shepherd's Farm Preserve. Fish from our dock, use our canoes and kayaks, rent boats from the local marina or watch abundant wildlife from the deck - unlimited outdoor activities!

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, 469 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

An outdoor deck is illuminated by string lights, featuring a hot tub and a fire pit. A dining table made of wood is positioned nearby, surrounded by comfortable chairs. The sunset casts a warm glow over the scene, enhancing the greenery of the surrounding trees.

Yurt in Woodstock

5 out of 5 average rating, 233 reviews

Cozy Private Lux Yurt W/Mt View/HOT TUB /AC/WiFi

Birdsong yurt is a truly unique and special lodging experience you won’t forget. An ideal couple’s getaway or perfect place for friends and family to relax and connect with loved ones. Located on two private acres of land surrounded by trees, you will feel close to nature while still having the comforts of modern conveniences. The deck is the perfect place to enjoy the Mountain View, watch the sunsets and stargaze with a glass of wine by the gas fireplace! Relax in the Hot Tub to end the day!

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, 118 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 well-lit kitchenette features wooden cabinetry, a sink, and a dining table with three chairs positioned near large windows. Natural light brightens the space, highlighting the warm tones of the wood and the minimalist decor, creating an inviting area.

Apartment in Whitefield

4.95 out of 5 average rating, 262 reviews

Hikers perfect spot.

This private unit has plenty of space to stretch out. Located on the second floor, this newly renovated unit is the first of 8 units of a historic building being fully renovated back to life. Nice touches like a restored cast iron sink are complimented by high efficiency heat and a/c. With a view overlooking the town square and also close to a grocery store, pizza shop, bank, and post office. Close to skiing, hiking, biking, and many destinations here in the White Mountains.

Top guest favorite

The treehouse exterior is softly illuminated by string lights, casting a warm glow among the surrounding trees at dusk. A wooden hot tub is visible on the deck, with a set of steps leading up to the main entrance nestled among boulders.

Treehouse in Woodstock

4.98 out of 5 average rating, 266 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).

Guest favorite

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, 129 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 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

4.98 out of 5 average rating, 105 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