
Holiday houses in Upton
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Top-rated holiday rentals in Upton
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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!

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!

Northern Tranquility Cabin on Mooselookmeguntic
Our place is less than 1 mi. to The Appalachian Trail below Bemis Mtn. Private, tranquil waterfront property on Mooselookmeguntic Lake with exceptional views. Readily accessible to outdoor recreation, such as mountain biking,hiking,boating,fishing,swimming and skiing (water/x-country), with a network of dirt roads to traverse. The town of Oquossoc is 11+ miles away, another 7 to Rangeley. Several local Restaurants are available, many with restored rustic charm. State boat launch 2 miles away

Secluded Cabin: View, Hot Tub, 10 min Walk to Lake
Architect-designed alpine cabin with panoramic White Mountain views, including Mount Washington Relax in the hot tub, watch the sunset over the mountains, and enjoy a peaceful forest setting close to lakes, hiking trails, and skiing. 4WD or AWD REQUIRED Nov 1st-April 15th Starting May–Fall 2026, there may occasionally be (weekday only) construction noise up the road (250ft) from neighbors building their home. Work would occur roughly 8am–4/5pm and not every day. Cannot see it from the house.

Glass Wall Waterfront Hot Tub Fireplace Tiny Home
Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

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.

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.

Sunny Waterfront Cottage at FarAway Pond
Waterfront! Hot tub & dock with kayaks on private lake. Enjoy the Hot Tub, fire table & bright cottage with Japanese soaking tub, (small) +fast wifi. Cook in the kitchen or grill in the beach side pavilion. Follow trails through forest & meadow to the nearby Gold Mine Trail. The Big Barn occasionally opens its doors for an impromptu Wine Tasting Hour-complimentary! This is more than a stay; it is an escape with miles of trails and a private pond waiting for you to explore.

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 ~

Elk Lodge- Upton
Recently updated and added a second bathroom. 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.

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.

Summer in the Maine Woods! Cool 5-Star Treehouse
Book 2 nights & get the 3rd free in a tree house in the beautiful Maine woods, STELLAHOUSE is situated on 43 secluded acres in the western mountains near all kinds of summer fun! Pet-friendly🐾 ($50 per dog) Full kitchen with full size stainless steel appliances; a bedroom with bunk beds and a bathroom are on the first floor. Upstairs a king size bedroom with balcony overlooking the living room. 4-person hot tub, grill and wraparound deck.
Popular amenities for Upton holiday rentals
Other great holiday rentals in Upton

Richardson Pond - seclusion and wildlife!

A Big House in the Heart of Errol

Northwoods cabin on Little Akers Pond

Nordic Cabin - Hot tub/Sauna/fire pit/waterfront

White Chalet on the Hill

Cozy log cabin, access to ATV trails, Mtn. view’s

Luxury Roxbury Pond Lakefront

Peaceful Mountain Escape • Hot Tub • Dogs Welcome
Destinations to explore
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Bar Harbor Holiday rentals
- Salem Holiday rentals
- New Haven Holiday rentals
- White Mountain National Forest
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Santa's Village
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- Conway Scenic Railroad
- Saddleback Ski Mountain Maine
- Pleasant Mountain Ski Area
- Cannon Mountain Ski Resort
- Diana's Baths
- Echo Lake State Park
- Crawford Notch State Park
- Attitash Mountain Resort
- Wildcat Mountain
- Jackson Xc
- Grafton Notch State Park
- Mt. Abram
- Kingdom Trails
- Maine Mineral & Gem Museum
- Sunday River
- Mount Washington State Park
- Black Mountain of Maine





