Upton Vacation Rentals
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$1,000+
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50 rentals in Upton.
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Mountain Cottage - Lake and Mountain Views!
1 bedroom
1 bathroom
Sleeps 4
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Beautiful Off-the-Grid Cabin. Next to A.T. in Andover Notch.
2 bedrooms
1 bathroom
Sleeps 6
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Off-the-Grid Easy Access Cabin to the A.T. in Andover Notch .
2 bedrooms
1 bathroom
Sleeps 6
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Beautiful private log home with large deck, fireplace and dock on Lake Umbagog!!
3 bedrooms
2 bathrooms
Sleeps 10
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The Cabin Maine / New Hampshire border
1 bedroom
1 bathroom
Sleeps 5
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Cottage on Akers Pond
2 bedrooms
1 bathroom
Sleeps 6
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True North at Sunday River 4 Miles to Lodge In Desirable Powder Ridge
4 bedrooms
3 bathrooms
Sleeps 12
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Secluded Off-grid Mountain Cabin | Panoramic Views | ATV or Hike from Cabin
2 bedrooms
1 bathroom
Sleeps 4
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Good for the Soul log cabin!!!
3 bedrooms
1 bathroom
Sleeps 6
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Lakefront Home...Snowmobiling Right From Your Front Door!
2 bedrooms
2 bathrooms
Sleeps 6
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3 minute drive to Sunday River Ski Resort. Stunning views!
6 bedrooms
2 bathrooms
Sleeps 12
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THE MANSION on 5 Acres Overlooking Sunday River
6 bedrooms
3 bathrooms
Sleeps 15
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Beautiful Akers Pond!!!
3 bedrooms
2 bathrooms
Sleeps 8
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Book 2 Midweek Nights, Get The 3rd Free | The Keystone Cabin at Sunday River
4 bedrooms
4 bathrooms
Sleeps 14
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Brookside Cabin - Hampshire Woods
2 bedrooms
2 bathrooms
Sleeps 8
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Direct Snowmobile Access: Cozy 3 Bed 2 Bath Cape
3 bedrooms
2 bathrooms
Sleeps 9
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Secluded pet friendly house w/ hot tub and BBQ. 15 minute to Sunday River
3 bedrooms
2 bathrooms
Sleeps 8
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Secluded chalet w/ upscale interior & jetted tub, close to Sunday River Resort!
3 bedrooms
3 bathrooms
Sleeps 8
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Elegant home with mountain views, grill, and wrap-around deck!
5 bedrooms
4 bathrooms
Sleeps 12
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Less than 2 mi to Sunday River - on 2 acres flat land!
3 bedrooms
2 bathrooms
Sleeps 10
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Ski in, ski out! Direct access to Sunday River Resort
7 bedrooms
10 bathrooms
Sleeps 32
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Adorable Cottage in Mountain Village | ATV Trail Access | Remote kayaking nearby
1 bedroom
1 bathroom
Sleeps 4
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Amazing Maine Get-Away - Maine's Western Mountains
16 bedrooms
7 bathrooms
Sleeps 32
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Secluded and Elegant - Mountain Retreat with peaceful Sunday River Road Setting
5 bedrooms
4 bathrooms
Sleeps 14
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3 Minutes To Ski Lifts With Fantastic Views!
1 bedroom
1 bathroom
Sleeps 4
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Family Friendly Vacation Log Home Nestled In Powder Ridge. 5 Minute Ride To Ski
3 bedrooms
2 bathrooms
Sleeps 10
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Cozy condo w/ ski-in/ski-out access to trails, heated pool, hot tub, & more!
1 bedroom
1 bathroom
Sleeps 5
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Mountain views with comforts of home. 5 minute drive to mountain!
3 bedrooms
3 bathrooms
Sleeps 6
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On-Mountain Ski Chalet - Sleeps 18 - Ping Pong, Hot Tub, Quick Walk to Slopes
6 bedrooms
5 bathrooms
Sleeps 20
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Mountain condo w/ a shared indoor hot tub & pool - ski-in/ski-out access!
1 bedroom
1 bathroom
Sleeps 6
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Boyd
4 bedrooms
2 bathrooms
Sleeps 8
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Huge Lakefront Cabin | Sleeps 12| King Bed| Dock| Ski Saddleback| Snowmobile|
5 bedrooms
3 bathrooms
Sleeps 12
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Incredible Estate w/ Movie Theater, Pool, Arcade, Sauna, Billiards, Etc.Golf Ski
9 bedrooms
8 bathrooms
Sleeps 26
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German Style Chalet in Newry Maine. Close to hiking, skiing and XC
4 bedrooms
3 bathrooms
Sleeps 12
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Completely renovated farmhouse on the Androscoggin River in Errol
4 bedrooms
2 bathrooms
Sleeps 10
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Memory Lane Vacations ~ Cozy Country Mobile Home
2 bedrooms
1 bathroom
Sleeps 6
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Luxury Sunday River Ski & Snowboard Home! - 10 Bedrooms, 2 Hot Tubs & Much More!
10 bedrooms
11 bathrooms
Sleeps 26
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Halls on Mooselookmeguntic
4 bedrooms
4 bathrooms
Sleeps 10
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Memory Lane Vacations ~ Four seasons in Western ME
0 bedrooms
1 bathroom
Sleeps 7
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Cozy condo w/ ski-in/ski-out access to trails, heated pool, hot tub, & more!
1 bedroom
1 bathroom
Sleeps 5
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Secluded chalet w/ upscale interior & jetted tub, close to Sunday River Resort!
3 bedrooms
3 bathrooms
Sleeps 8
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Luxury Estate w/ Movie Theater, Pool, Arcade, Sauna, Billiards, Golf, Ski, etc
9 bedrooms
8 bathrooms
Sleeps 26
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Elegant home with mountain views, grill, and wrap-around deck!
5 bedrooms
4 bathrooms
Sleeps 12
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Large Custom Log Home. Spacious, family-friendly and close to Sunday River
5 bedrooms
3 bathrooms
Sleeps 12
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Ski-in/ski-out condo w/ mountain views & access to a shared pool & hot tub!
1 bedroom
1 bathroom
Sleeps 4
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Mountain condo w/ a shared indoor hot tub & pool - ski-in/ski-out access!
1 bedroom
1 bathroom
Sleeps 6
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Gorgeous updated lodge w/wood stove, gas grill close to Sunday River Ski Resort!
3 bedrooms
2 bathrooms
Sleeps 12
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Spacious, Newly Built Home with hot tub/large deck close to Sunday River Ski Res
4 bedrooms
3 bathrooms
Sleeps 10
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Custom lodge w/ 180-degree mountain view, expansive deck & PetSafe dog fence!
4 bedrooms
3 bathrooms
Sleeps 8
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Secluded dog-friendly getaway w/ private hot tub, game room, & mountain views!
5 bedrooms
5 bathrooms
Sleeps 16
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