Vacation rentals in Upton

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Top-rated vacation rentals in Upton

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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

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!

5.0 out of 5 average rating, 204 reviews

Top guest favorite

Cabin in Andover

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!

4.98 out of 5 average rating, 163 reviews

Top guest favorite

The game room features vibrant murals depicting video game characters and arcade themes. A ping pong table occupies the center, surrounded by a cozy leather couch and a large TV. The space is brightened by natural light from overhead fixtures, enhancing the lively atmosphere.

Cabin in Newry

Mountain View Chalet with Hot Tub and Game Room

✔ Spacious 4 Bedrooms, Trundle Bed, 4 Bathrooms – Sleeps Up to 12 ✔ Ultimate Game Room with Ping Pong, Basketball, Pac-Man, NBA Jam & More – Climate-Controlled for Year-Round Fun! ✔ Relax in the String-Lit Hot Tub w/ Scenic Views of Sunday River ✔ Fire Pit w/ Mountain Views ✔ Large Dining Deck w/ Gas Grill ✔ Gas Fireplace ✔ Full-House Generator ✔ Air Conditioning ✔ Dog-Friendly (w/ fee) ✔ High Chair, Pack ‘n Play, and All Linens, Towels & Soaps Provided ✔ 10 Minutes to Sunday River

4.96 out of 5 average rating, 159 reviews

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

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.

4.99 out of 5 average rating, 553 reviews

Guest favorite

Home in Whitefield

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!

4.92 out of 5 average rating, 59 reviews

Guest favorite

A charming cabin sits prominently in a lush green landscape, surrounded by dense trees. The structure features a sloped roof and a welcoming front porch, while the natural, wooded surroundings create a serene and private retreat.

Home in Errol

Errol Hill Escape

Forget your worries in this spacious and serene space. The perfect getaway for outdoor enthusiasts and anyone looking for a peaceful getaway in the beautiful North Country. 2.5 miles to ATV trails and downtown Errol home of the famous LL Cote. 2 miles to the Androscoggin River and Northern Waters Outfitters. 5 miles to stunning Lake Umbaggog state park. Explore our 11 acres of woods and be on the lookout for an abundance of wildlife. Relax on the expansive decks and enjoy Mountain View’s.

5.0 out of 5 average rating, 12 reviews

Top guest favorite

Cabin in Upton

Elk Lodge- Upton

Recently updated and added a second bathroom and 4-6 person barrel sauna. 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.

4.97 out of 5 average rating, 74 reviews

Top guest favorite

Home in Rangeley Plantation

Valhalla | Waterfront Retreat on Mooselookmeguntic

Welcome to Valhalla — your private lakefront retreat on the south shore of beautiful Mooselookmeguntic Lake. Set on 4 secluded waterfront acres, Valhalla is the perfect place to unplug, reconnect, and experience classic Maine lake life. Spend your days boating, swimming, kayaking, fishing, and gathering around the firepit under the stars. Whether you’re planning a summer lake week or a snowy winter escape, Valhalla offers an unforgettable Western Maine getaway for families and groups.

4.96 out of 5 average rating, 25 reviews

Top guest favorite

Home in Newry

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 ~

5.0 out of 5 average rating, 63 reviews

Top guest favorite

Treehouse in Woodstock

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.

4.98 out of 5 average rating, 331 reviews

Top guest favorite

A log cabin with a welcoming design features four prominent gabled windows on the upper level. The earthy tones of the wood blend harmoniously with the surrounding greenery. A wooden walkway leads from the lakeside, enhancing accessibility to the cabin's entrance.

Cabin in Weld

Camp Bai Yuka/Little Camp (Log Cabin on Webb Lake)

Enjoy your stay on the banks of Webb Lake in our 2019 hand-crafted log cabin. This cabin is 35 ft from the high water mark and has views of the lake from all three bedrooms. This rental has access to a private beach ( 200 ft) and is in a secluded cove on the lake. For travelers unfamiliar with Weld, Maine, Weld is nested in the heart of the western mountains of Maine. Hiking Tumbledown and Mt Blue are only the beginning of the recreational opportunities.

4.95 out of 5 average rating, 146 reviews

Guest favorite

A bright living area features large windows that provide expansive views of the lake and surrounding landscape. Wooden flooring and a rustic accent wall complement a television set placed on circular tables. A potted plant adds a touch of greenery near a cozy pet bed.

Home in Errol

Beautiful Lakeview home in Errol

Relax with the whole family at this peaceful place to stay. Bring a kayaks, canoes boats or four wheelers, this huge 3600 ft.² post and beam home overlooking pristine lake Umbagog surrounded by Lake Umbagog wild life refuge. This home can accommodate eight people comfortably. Bring the family and the pets and enjoy all the amenities, that this home has to offer, including a huge fire pit and outdoor gathering.

4.96 out of 5 average rating, 69 reviews