Holiday rentals in Upton

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!

Value · Location · Decor

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!

Location · Family · Walkability

White Chalet on the Hill

Welcome to the White Chalet in Rangeley! Have fun with the whole family at this stylish place! With Great views of Saddleback, a great location directly between Oquossoc and Rangeley Villages, and all the amenities of a modern well-equipped home, you'll love your stay here! The Home boasts 3 bedrooms, a private office/sleeping room, two full bathrooms, fully equipped kitchen, memory foam mattresses throughout, Smart TV's in all bedrooms, hi speed wifi & plenty of parking for trucks & trailers

Location · Family · Nearby

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

Value · Location · Heating

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.

Family · Location · River

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.

Location · Amenities · Condition

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.

Location · Family · Grill

L' Akers Cottage

Enjoy this Cozy Lake house with a private dock and swimming area. Relax on the large over sized deck while observing the wildlife on the lake. Right next to the property is a public boat launch where you can launch your boat and have it tied to the cottages private dock for easy access. Also available with property is a peddle boat and kyak for your use. ATV trail access is 1/2 mile up the road. In the wintertime, you can snowmobile right from the property to the main trail system.

Family · Location · Indoor spaces

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.

Family · Location · Hospitality

Modern Mountain Chalet! Hike, Swim & Treasure Hunt

Welcome to Stony Brook Chalet, a modern chalet nestled in the foothills of the White Mountains in beautifully rugged Western Maine. Disconnect from the hustle and bustle of daily life and enjoy a serene, private getaway. Located on almost 3 acres of land surrounded by trees, complete with a private hiking trail, Stony Brook Chalet offers seclusion with close proximity to several stunning hikes, lakes, and ski resorts. *Up to 2 dogs are welcome in accordance with house rules*

Location · Family · Indoor spaces

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 ~

Location · Family · Check-in

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.

Value · Location · Biking