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Upton Vacation Rentals

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50 rentals in Upton.
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Mountain Cottage - Lake and Mountain Views!, vacation rental in Upton
Mountain Cottage - Lake and Mountain Views!, vacation rental in Upton
Mountain Cottage - Lake and Mountain Views!, vacation rental in Upton

Mountain Cottage - Lake and Mountain Views!

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful Off-the-Grid Cabin. Next to A.T. in Andover Notch., vacation rental in Upton
Beautiful Off-the-Grid Cabin. Next to A.T. in Andover Notch., vacation rental in Upton
Beautiful Off-the-Grid Cabin. Next to A.T. in Andover Notch., vacation rental in Upton

Beautiful Off-the-Grid Cabin. Next to A.T. in Andover Notch.

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Cove - Beautiful private log home with large deck, fireplace and dock on, vacation rental in Upton
The Cove - Beautiful private log home with large deck, fireplace and dock on, vacation rental in Upton
The Cove - Beautiful private log home with large deck, fireplace and dock on, vacation rental in Upton

The Cove - Beautiful private log home with large deck, fireplace and dock on

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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The Cabin , Umbagog lake area  on The Maine / NH border, vacation rental in Upton
The Cabin , Umbagog lake area  on The Maine / NH border, vacation rental in Upton
The Cabin , Umbagog lake area  on The Maine / NH border, vacation rental in Upton

The Cabin , Umbagog lake area on The Maine / NH border

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Off-the-Grid Easy Access Cabin to the A.T. in Andover Notch ., vacation rental in Upton
Off-the-Grid Easy Access Cabin to the A.T. in Andover Notch ., vacation rental in Upton
Off-the-Grid Easy Access Cabin to the A.T. in Andover Notch ., vacation rental in Upton

Off-the-Grid Easy Access Cabin to the A.T. in Andover Notch .

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Mountain View Cabin, Umbagog Lake area near the Maine/N.H border, vacation rental in Upton
Mountain View Cabin, Umbagog Lake area near the Maine/N.H border, vacation rental in Upton
Mountain View Cabin, Umbagog Lake area near the Maine/N.H border, vacation rental in Upton

Mountain View Cabin, Umbagog Lake area near the Maine/N.H border

Rental Home
4 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Log Chalet Overlooking Pond and Mountain Sunset Views!, vacation rental in Upton
Log Chalet Overlooking Pond and Mountain Sunset Views!, vacation rental in Upton
Log Chalet Overlooking Pond and Mountain Sunset Views!, vacation rental in Upton

Log Chalet Overlooking Pond and Mountain Sunset Views!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Cottage on Akers Pond, vacation rental in Upton
Cottage on Akers Pond, vacation rental in Upton
Cottage on Akers Pond, vacation rental in Upton

Cottage on Akers Pond

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Direct Snowmobile Access:  Cozy 3 Bed 2 Bath Cape, vacation rental in Upton
Direct Snowmobile Access:  Cozy 3 Bed 2 Bath Cape, vacation rental in Upton
Direct Snowmobile Access:  Cozy 3 Bed 2 Bath Cape, vacation rental in Upton

Direct Snowmobile Access: Cozy 3 Bed 2 Bath Cape

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Lg Cabin w/ski Mtn views; Family friendly to enjoy all four seasons., vacation rental in Upton
Lg Cabin w/ski Mtn views; Family friendly to enjoy all four seasons., vacation rental in Upton
Lg Cabin w/ski Mtn views; Family friendly to enjoy all four seasons., vacation rental in Upton

Lg Cabin w/ski Mtn views; Family friendly to enjoy all four seasons.

Rental Home
6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Good for the Soul log cabin!, vacation rental in Upton
Good for the Soul log cabin!, vacation rental in Upton
Good for the Soul log cabin!, vacation rental in Upton

Good for the Soul log cabin!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Secluded rustic cabin on 70 acres- mountain views!

Cabin
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lakefront Home...Snowmobiling Right From Your Front Door!, vacation rental in Upton
Lakefront Home...Snowmobiling Right From Your Front Door!, vacation rental in Upton
Lakefront Home...Snowmobiling Right From Your Front Door!, vacation rental in Upton

Lakefront Home...Snowmobiling Right From Your Front Door!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Brookside Cabin - Hampshire Woods, vacation rental in Upton
Brookside Cabin - Hampshire Woods, vacation rental in Upton
Brookside Cabin - Hampshire Woods, vacation rental in Upton

Brookside Cabin - Hampshire Woods

Rental Home
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Direct Trail Access from the Bunaglow at the Buffalo Farm, vacation rental in Upton
Direct Trail Access from the Bunaglow at the Buffalo Farm, vacation rental in Upton
Direct Trail Access from the Bunaglow at the Buffalo Farm, vacation rental in Upton

Direct Trail Access from the Bunaglow at the Buffalo Farm

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Akers Pond !!!, vacation rental in Upton
Beautiful Akers Pond !!!, vacation rental in Upton
Beautiful Akers Pond !!!, vacation rental in Upton

Beautiful Akers Pond !!!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground, vacation rental in Upton
Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground, vacation rental in Upton
Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground, vacation rental in Upton

Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Hideaway in the Great North Woods - direct access to snowmobile trails, vacation rental in Upton
Hideaway in the Great North Woods - direct access to snowmobile trails, vacation rental in Upton
Hideaway in the Great North Woods - direct access to snowmobile trails, vacation rental in Upton

Hideaway in the Great North Woods - direct access to snowmobile trails

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Secluded pet friendly house w/ hot tub and BBQ. 15 minute to Sunday River, vacation rental in Upton
Secluded pet friendly house w/ hot tub and BBQ. 15 minute to Sunday River, vacation rental in Upton
Secluded pet friendly house w/ hot tub and BBQ. 15 minute to Sunday River, vacation rental in Upton

Secluded pet friendly house w/ hot tub and BBQ. 15 minute to Sunday River

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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3 bedroom Andover farmhouse (west side) in the center of "nature's playground", vacation rental in Upton
3 bedroom Andover farmhouse (west side) in the center of "nature's playground", vacation rental in Upton
3 bedroom Andover farmhouse (west side) in the center of "nature's playground", vacation rental in Upton

3 bedroom Andover farmhouse (west side) in the center of "nature's playground"

Rental Home
3 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
More info
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Charming farmhouse in the foothills of Andover, vacation rental in Upton
Charming farmhouse in the foothills of Andover, vacation rental in Upton
Charming farmhouse in the foothills of Andover, vacation rental in Upton

Charming farmhouse in the foothills of Andover

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Large modern home near ATV trails in Errol, NH, vacation rental in Upton
Large modern home near ATV trails in Errol, NH, vacation rental in Upton
Large modern home near ATV trails in Errol, NH, vacation rental in Upton

Large modern home near ATV trails in Errol, NH

Rental Home
3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
More info
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Amazing Maine Get-Away - Maine's Western Mountains, vacation rental in Upton
Amazing Maine Get-Away - Maine's Western Mountains, vacation rental in Upton
Amazing Maine Get-Away - Maine's Western Mountains, vacation rental in Upton

Amazing Maine Get-Away - Maine's Western Mountains

Rental Home
16 bedrooms
7 bathrooms
Sleeps 32
Match: Sleeps
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Private Home with Great Location and Views!, vacation rental in Upton
Private Home with Great Location and Views!, vacation rental in Upton
Private Home with Great Location and Views!, vacation rental in Upton

Private Home with Great Location and Views!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
More info
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Secluded and Elegant - Mountain Retreat with peaceful Sunday River Road Setting, vacation rental in Upton
Secluded and Elegant - Mountain Retreat with peaceful Sunday River Road Setting, vacation rental in Upton
Secluded and Elegant - Mountain Retreat with peaceful Sunday River Road Setting, vacation rental in Upton

Secluded and Elegant - Mountain Retreat with peaceful Sunday River Road Setting

Rental Home
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
More info
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Large farmhouse on former dairy farm - snowmobile, ski, hike, and more!, vacation rental in Upton
Large farmhouse on former dairy farm - snowmobile, ski, hike, and more!, vacation rental in Upton
Large farmhouse on former dairy farm - snowmobile, ski, hike, and more!, vacation rental in Upton

Large farmhouse on former dairy farm - snowmobile, ski, hike, and more!

Rental Home
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
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Family Friendly Vacation Log Home Nestled In Powder Ridge.  5 Minute Ride To Ski, vacation rental in Upton
Family Friendly Vacation Log Home Nestled In Powder Ridge.  5 Minute Ride To Ski, vacation rental in Upton
Family Friendly Vacation Log Home Nestled In Powder Ridge.  5 Minute Ride To Ski, vacation rental in Upton

Family Friendly Vacation Log Home Nestled In Powder Ridge. 5 Minute Ride To Ski

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Comfy camper rental in the Western Mountains of Maine, vacation rental in Upton
Comfy camper rental in the Western Mountains of Maine, vacation rental in Upton
Comfy camper rental in the Western Mountains of Maine, vacation rental in Upton

Comfy camper rental in the Western Mountains of Maine

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Breath taking views!!!, vacation rental in Upton
Breath taking views!!!, vacation rental in Upton
Breath taking views!!!, vacation rental in Upton

Breath taking views!!!

Rental Home
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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Amazing Maine Get-Away - Maine's Western Mountains, vacation rental in Upton
Amazing Maine Get-Away - Maine's Western Mountains, vacation rental in Upton
Amazing Maine Get-Away - Maine's Western Mountains, vacation rental in Upton

Amazing Maine Get-Away - Maine's Western Mountains

Rental Home
16 bedrooms
7 bathrooms
Sleeps 32
Match: Sleeps
More info
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Smores Cabin * Lone Mountain, vacation rental in Upton
Smores Cabin * Lone Mountain, vacation rental in Upton
Smores Cabin * Lone Mountain, vacation rental in Upton

Smores Cabin * Lone Mountain

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Majestic Views & Nature Lovers! Kayaking, ATVing, Snowmobiling, Fishing, Hiking!, vacation rental in Upton
Majestic Views & Nature Lovers! Kayaking, ATVing, Snowmobiling, Fishing, Hiking!, vacation rental in Upton
Majestic Views & Nature Lovers! Kayaking, ATVing, Snowmobiling, Fishing, Hiking!, vacation rental in Upton

Majestic Views & Nature Lovers! Kayaking, ATVing, Snowmobiling, Fishing, Hiking!

Rental Home
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Ski Haus - German Style Chalet in Newry Maine. Close to hiking, skiing and XC, vacation rental in Upton
Ski Haus - German Style Chalet in Newry Maine. Close to hiking, skiing and XC, vacation rental in Upton
Ski Haus - German Style Chalet in Newry Maine. Close to hiking, skiing and XC, vacation rental in Upton

Ski Haus - German Style Chalet in Newry Maine. Close to hiking, skiing and XC

Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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A Little Piece of Heaven with Corridor 18 at your front door!! Direct Snow, vacation rental in Upton
A Little Piece of Heaven with Corridor 18 at your front door!! Direct Snow, vacation rental in Upton
A Little Piece of Heaven with Corridor 18 at your front door!! Direct Snow, vacation rental in Upton

A Little Piece of Heaven with Corridor 18 at your front door!! Direct Snow

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Andover House w/ Fire Pit and Private Yard!, vacation rental in Upton
NEW! Andover House w/ Fire Pit and Private Yard!, vacation rental in Upton
NEW! Andover House w/ Fire Pit and Private Yard!, vacation rental in Upton

NEW! Andover House w/ Fire Pit and Private Yard!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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DEER MOUNTAIN LODGE & WILDERNESS RESORT, vacation rental in Upton
DEER MOUNTAIN LODGE & WILDERNESS RESORT, vacation rental in Upton
DEER MOUNTAIN LODGE & WILDERNESS RESORT, vacation rental in Upton

DEER MOUNTAIN LODGE & WILDERNESS RESORT

Rental Home
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Fully Furnished Lodging Located Directly On Huge Atv Trail System SAFE + PRIVATE, vacation rental in Upton
Fully Furnished Lodging Located Directly On Huge Atv Trail System SAFE + PRIVATE, vacation rental in Upton
Fully Furnished Lodging Located Directly On Huge Atv Trail System SAFE + PRIVATE, vacation rental in Upton

Fully Furnished Lodging Located Directly On Huge Atv Trail System SAFE + PRIVATE

Rental Home
2 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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The Chalet at Sunday River - Slopeside Ski House Newry/Bethel Maine, vacation rental in Upton
The Chalet at Sunday River - Slopeside Ski House Newry/Bethel Maine, vacation rental in Upton
The Chalet at Sunday River - Slopeside Ski House Newry/Bethel Maine, vacation rental in Upton

The Chalet at Sunday River - Slopeside Ski House Newry/Bethel Maine

Rental Home
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Woodland Hideaway - Sunday River / Grafton Notch, vacation rental in Upton
Woodland Hideaway - Sunday River / Grafton Notch, vacation rental in Upton
Woodland Hideaway - Sunday River / Grafton Notch, vacation rental in Upton

Woodland Hideaway - Sunday River / Grafton Notch

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Recreation Haven ....A place to Snowmobile, Ski, Explore, and have fun.  Relax., vacation rental in Upton
Recreation Haven ....A place to Snowmobile, Ski, Explore, and have fun.  Relax., vacation rental in Upton
Recreation Haven ....A place to Snowmobile, Ski, Explore, and have fun.  Relax., vacation rental in Upton

Recreation Haven ....A place to Snowmobile, Ski, Explore, and have fun. Relax.

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - Lone Mountain Farm Camping, vacation rental in Upton
Tentrr Signature Site - Lone Mountain Farm Camping, vacation rental in Upton
Tentrr Signature Site - Lone Mountain Farm Camping, vacation rental in Upton

Tentrr Signature Site - Lone Mountain Farm Camping

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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4 Bed Cabin near Sunday River+game room+hot tub!, vacation rental in Upton
4 Bed Cabin near Sunday River+game room+hot tub!, vacation rental in Upton
4 Bed Cabin near Sunday River+game room+hot tub!, vacation rental in Upton

4 Bed Cabin near Sunday River+game room+hot tub!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Keystone Chalet - Charming Chalet on dead end road, minutes to Sunday River!, vacation rental in Upton
Keystone Chalet - Charming Chalet on dead end road, minutes to Sunday River!, vacation rental in Upton
Keystone Chalet - Charming Chalet on dead end road, minutes to Sunday River!, vacation rental in Upton

Keystone Chalet - Charming Chalet on dead end road, minutes to Sunday River!

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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The Ski House on Nordic Knoll - Spacious Ski house, under 10 minutes to Sunday R, vacation rental in Upton
The Ski House on Nordic Knoll - Spacious Ski house, under 10 minutes to Sunday R, vacation rental in Upton
The Ski House on Nordic Knoll - Spacious Ski house, under 10 minutes to Sunday R, vacation rental in Upton

The Ski House on Nordic Knoll - Spacious Ski house, under 10 minutes to Sunday R

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Keystone Chalet at Sunday River, vacation rental in Upton
Keystone Chalet at Sunday River, vacation rental in Upton
Keystone Chalet at Sunday River, vacation rental in Upton

Keystone Chalet at Sunday River

Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Private escape located in the mountains of Maine, vacation rental in Upton
Private escape located in the mountains of Maine, vacation rental in Upton
Private escape located in the mountains of Maine, vacation rental in Upton

Private escape located in the mountains of Maine

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Adventures Await in Andover, vacation rental in Upton
Adventures Await in Andover, vacation rental in Upton
Adventures Await in Andover, vacation rental in Upton

Adventures Await in Andover

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Yurt  Errol NH, vacation rental in Upton
Yurt  Errol NH, vacation rental in Upton
Yurt  Errol NH, vacation rental in Upton

Yurt Errol NH

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Off Grid Remote Maine Cabin with AMAZING Mountain Views - ATV from Cabin, vacation rental in Upton
Off Grid Remote Maine Cabin with AMAZING Mountain Views - ATV from Cabin, vacation rental in Upton
Off Grid Remote Maine Cabin with AMAZING Mountain Views - ATV from Cabin, vacation rental in Upton

Off Grid Remote Maine Cabin with AMAZING Mountain Views - ATV from Cabin

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Riverwood Log Home in Newry, vacation rental in Upton
Riverwood Log Home in Newry, vacation rental in Upton
Riverwood Log Home in Newry, vacation rental in Upton

Riverwood Log Home in Newry

Rental Home
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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