
Holiday rentals in Upton
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Top-rated holiday rentals in Upton
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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

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!

Mad Moose Lodge• Secluded Cabin w/ Mountain View’s
Welcome to the Mad Moose Lodge! Year-round adventures begin at this 2-bed, 2.5-bath Stoneham chalet. This vacation rental provides incredible fall foliage views and easy access to mountains and lakes! Close by to cross-country skiing and snowshoeing in the winter and hiking, mountain biking, boating and swimming in the summer there are endless options of outdoor enjoyment. Enjoy stunning sunsets over the mountains from the comfort of the couch, or while enjoying a game of pool in the game room!

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

Berlin Trails Inn and Farm
Featuring cabin-style rooms on a farm with mountain views from the top of the world. We abut hiking, snowmobile, and ATV trails. With goats and chickens in the barn, wild berries in the fields, and all kinds of wildlife, the Berlin Trails Farm sits just up Cates Hill from the scenic Androscoggin - great for fishing, canoeing, and white water rafting. We are surrounded by hundreds of acres of meadows, wilderness, peaceful natural ambience. We stock our own eggs and local breakfast foods! WOW!

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.

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!

StreamSide Getaway- HOT TUB / AC/ Wi-Fi
The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!

Great location/King bed/Firepit/Jericho Rd Retreat
Calling all outdoor enthusiasts and adventure seekers! Explore the beautiful North Country of New Hampshire from our conveniently located, renovated home in Berlin. Located 1.5 miles from Jericho Mountain State Park, it's the perfect base camp for your adventure. ATV/UTV right from the house, or trailer your snowmobiles right down the road. After your day of fun, head back to relax and unwind, play some games, prepare a meal, or sit by the fire pit and simply soak in the atmosphere.

Sunny Waterfront Cottage at FarAway Pond
Spring Skiing! Sugar and Snow 20%discount! March is maple sugar and BIG snow season at Bretton Woods (only 20 min. away). This bright, wood lined cottage has all you need for a peaceful getaway-Hot Tub in private pavilion, Japanese soaking tub, (small) Heat/AC, +fast wifi. Cook in the kitchen or grill in the beach side pavilion. With 68 acres + miles of trails to a nearby state forest, this is the perfect base for peak-season skiing and serene winter adventure. Dogs welcomed!

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.
Popular amenities for Upton holiday rentals
Other great holiday rentals in Upton

A Big House in the Heart of Errol

Charming waterfront camp with Stunning views!

White Chalet on the Hill

ATV in season, fish, hike all from the cabin.

South Arm Sanctuary

Ski and Stay! 5-Star Treehouse near Sunday River

Luxury Roxbury Pond Lakefront

The Cloud Cabin
Destinations to explore
- Plainview Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Island of Montreal Holiday rentals
- Capital District, New York Holiday rentals
- Erie Canal Holiday rentals
- Quebec City Area Holiday rentals
- White Mountain National Forest
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Attitash Mountain Resort
- Saddleback Ski Mountain Maine
- Omni Mount Washington Resort
- Cranmore Mountain Resort
- Cannon Mountain Ski Resort
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Diana's Baths
- Echo Lake State Park
- Wildcat Mountain
- Santa's Village
- Jackson Xc
- Mt. Abram
- Grafton Notch State Park
- Black Mountain of Maine
- Crawford Notch State Park
- Maine Mineral & Gem Museum
- Sunday River Golf Club
- Mount Washington State Park
- Sunday River





