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Compare 474 Vacation Homes in Upton with updated reviews, rates, and availability.

River House Rumford Point. 14 mins to Sunday River

10.0 out of 10, Exceptional, (1)
"Old farmhouse, so if ladybugs aren’t your thing and you expect a modern interior- skip it. But if you know Rumford, love history and look for the cute quirks in a house- this is your place. It has so much character and the most spacious place I’ve ever stayed. "
River House Rumford Point. 14 mins to Sunday River

Sauna, Hot Tub, Game Room & Mountain Views

10.0 out of 10, Exceptional, (3)
"Amazing place"
Sauna, Hot Tub, Game Room & Mountain Views

White Cap B-113 | 1 Bed, 1 Bath

9.0 out of 10, Wonderful, (4)
"Responsive owner and a great stay"
White Cap B-113 | 1 Bed, 1 Bath

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

10.0 out of 10, Exceptional, (49)
"Our extended family stayed to ski Sunday River. Proximity to mountain was great. Home is so comfortable, lots of space to hang out. Plenty of air mattresses provided, tons of comfy blankets, the pool was so fun and hot tub an essential apres! Thoroughly enjoyed our time!"
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

Rediker Retreat- Authentic Riverfront Luxury Log Home

10.0 out of 10, Exceptional, (86)
"Had a wonderful stay Rediker retreat. Truly a retreat. The property had everything we needed for our holiday week. Thanks for having us. "
Rediker Retreat- Authentic Riverfront Luxury Log Home

Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

8.8 out of 10, Excellent, (38)
"Great views and location if you are looking for a part of Maine not super coastal and touristy."
Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

Large private luxury home with outdoor hot tub

9.6 out of 10, Exceptional, (59)
"Loved the area!"
Large private luxury home with outdoor hot tub

Perfect cozy home to relax.

9.8 out of 10, Exceptional, (6)
"Great location"
Perfect cozy home to relax.

RANGLEY LAKE WATERFRONT!!! Sleeps 11

9.8 out of 10, Exceptional, (118)
"Had a great weekend get away, good location and very nice place "
RANGLEY LAKE WATERFRONT!!! Sleeps 11

Private location with spectacular river and mountain views!

10.0 out of 10, Exceptional, (50)
"Perfect Thanksgiving get away! Gorgeous spot with smazing view. While we were here it snowed which just added to the beauty. Scott is excellent host. Enjoed everything about this house. "
Private location with spectacular river and mountain views!

Camp on Akers Pond

9.8 out of 10, Exceptional, (19)
"Pleasant stay no problems"
Camp on Akers Pond

Rangeley Getaway

9.6 out of 10, Exceptional, (5)
"We had a wonderful time - the space was very comfortable and clean. The owner was very responsive and helpful. We are already planning our next visit and will rent this home again. "
Rangeley Getaway

Dog-Friendly Slopeside Condo - Walk to Slopes - Fireplace, Firepit & WiFi

8.2 out of 10, Very Good, (51)
"Great location and nice place."
Dog-Friendly Slopeside Condo - Walk to Slopes - Fireplace, Firepit & WiFi

🐾Eagles Ledge | Cozy chalet w/ incredible views, access to Rangeley Lake & 15 mins to Saddleback!

9.2 out of 10, Wonderful, (48)
"Place was wonderful!"
🐾Eagles Ledge | Cozy chalet w/ incredible views, access to Rangeley Lake & 15 mins to Saddleback!

Brookside I B-306 | 2 Bed, 1 Bath

9.6 out of 10, Exceptional, (4)
"This property fit our needs, was clean and great location! "
Brookside I B-306 | 2 Bed, 1 Bath

Brookside II B-305 | 1 Bed, 1 Bath

9.6 out of 10, Exceptional, (5)
"Great location, great condo"
Brookside II B-305 | 1 Bed, 1 Bath

Lakefront Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile

10.0 out of 10, Exceptional, (5)
"Great property, clean as advertised."
The price is AED 804
AED 2,578 total
includes taxes & fees
15 Jun - 16 Jun
Lakefront Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile

NEW Marty's Magic Haus Ski, Bike & Hike Retreat

10.0 out of 10, Exceptional, (4)
"Beautiful property just as advertised! We had a few questions once we arrived that were quickly answered. Great location close to skiing. We all had a wonderful time & would certainly visit again. "
NEW Marty's Magic Haus Ski, Bike & Hike Retreat

Mtn View, Sleeps 20, Hot Tub, Firepit, Wood Stove, Theater, Workspace, Bar, Gym

10.0 out of 10, Exceptional, (13)
"We had an amazing time, the place is awesome. We will definitively be looking to return"
Mtn View, Sleeps 20, Hot Tub, Firepit, Wood Stove, Theater, Workspace, Bar, Gym

Sleeps 16! Arcade! Hot Tub! Fireplace! DOGS OK!

10.0 out of 10, Exceptional, (3)
"Great property. We had a great stay! Enjoyed skiing, snowmobiling and then relaxing in the hot tub.Thank you. "
Sleeps 16! Arcade! Hot Tub! Fireplace! DOGS OK!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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