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Compare 52 Chalets in Upton with updated reviews, rates, and availability.

Chalet with new Hot Tub, 3 min to Sunday River ski lifts!

9.6 out of 10, Exceptional, (26)
"The house was very clean, cozy and very convenient to the slopes! So close to the local restaurants/breweries. Would stay again!! "
Chalet with new Hot Tub, 3 min to Sunday River ski lifts!

Sunday River less than 1 mile! Hot Tub! Fire Pit! Sleeps 10!

10.0 out of 10, Exceptional, (6)
"A great place to relax and recharge. Very comfortable furniture, and surrounded by trees for an outdoorsy view from every window."
Sunday River less than 1 mile! Hot Tub! Fire Pit! Sleeps 10!

Hike, fish, bike, float the river, explore or just relax...

9.6 out of 10, Exceptional, (19)
"We loved our stay. Beautiful house, close to the ski resorts, market, rentals, food. Perfect location."
Hike, fish, bike, float the river, explore or just relax...

Brand New. Views! Hot Tub. Sleeps 14. Kid Friendly

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a lovely stay in this beautiful house! The host ensured that we had all we needed for a wonderful visit. Very well equipped, comfortable furniture and beds, first class all the way."
Brand New. Views! Hot Tub. Sleeps 14. Kid Friendly

Riverfront Ski Chalet Cabin only minutes to Sunday River Resort & Trails Galore!

10.0 out of 10, Exceptional, (119)
"Nice comfortable stay near Sunday River. Worked great for two families staying for the weekend. "
Riverfront Ski Chalet Cabin only minutes to Sunday River Resort & Trails Galore!

Lake front house in Bethel Maine

9.6 out of 10, Exceptional, (32)
"This property is absolutely beautiful, immaculate and well equipped. We enjoyed the house, the lake and Bethel. We hope to return next summer."
Lake front house in Bethel Maine

NEW Chalet 6 minutes from Sunday River! Hot tub, Sauna, Sleeps 12, Dog Friendly!

10.0 out of 10, Exceptional, (8)
"Great location, great amenities "
The price is AEDĀ 964
AEDĀ 2,688 total
includes taxes & fees
15 May - 16 May
NEW Chalet 6 minutes from Sunday River! Hot tub, Sauna, Sleeps 12, Dog Friendly!

The Best Mountain Views! You can't stop looking at them!

2.0 star property
The Best Mountain Views! You can't stop looking at them!

Summer special!!! Golf, hiking, kayak and paddle board, fish and swim!

9.8 out of 10, Exceptional, (21)
"Great property, very clean and spacious! We will be back!"
Summer special!!! Golf, hiking, kayak and paddle board, fish and swim!

2 miles within Sunday river, mountain side house

9.6 out of 10, Exceptional, (33)
"Great place, great location to see fireworks on NYE at Sunday River and easy drive to and from the mountain. Perfect place for our group!"
2 miles within Sunday river, mountain side house

Log Cabin on 6 acres w/direct ATV trail access, SouthWest Mountain views/sunsets

10.0 out of 10, Exceptional, (16)
"I stayed here with a group for a weekend of ATVing and we all really enjoyed the property and we will be coming back again."
Log Cabin on 6 acres w/direct ATV trail access, SouthWest Mountain views/sunsets

Sleeps 20 | Hot Tub | Game Room | Fire Pit |4500SF

10.0 out of 10, Exceptional, (7)
"We stayed over there for three night over Xmas holidays. The property is very organized and beautiful. The kitchen is equipped very well. The beds are very nice and comfy. Great location, it’s right near Sunday River ski resort."
Sleeps 20 | Hot Tub | Game Room | Fire Pit |4500SF

New.Minutes from Slopes.Firepit.2-Fireplaces.Hot Tub.Sauna.Rec Room.Bunk Room

10.0 out of 10, Exceptional, (4)
"My group and I had such a great weekend staying at Hazy Bear! The house was cozy, beautiful, and so relaxing. Being close to Sunday River resort was also a plus. Stephen was very friendly, and made sure our stay was perfect! I would definitely come back for another cabin trip here! "
The price is AEDĀ 814
AEDĀ 2,809 total
includes taxes & fees
14 May - 15 May
New.Minutes from Slopes.Firepit.2-Fireplaces.Hot Tub.Sauna.Rec Room.Bunk Room

Heated Pool Opens 4/25! Pet friendly 2 acres

10.0 out of 10, Exceptional, (2)
"Fantastic mountain getaway. Everything was new and comfortable. Owners brought us a brand new iron because we had a wedding to attend. Top notch!! "
Heated Pool Opens 4/25! Pet friendly 2 acres

Sleeps 16+ Hot Tub with Mountain View - 3Min to Sunday River Ski - Game Room

10.0 out of 10, Exceptional, (7)
"The house was exactly what we were looking for! Large, plenty of bedrooms and beds, and great downstairs area for playing games and watching movies! Not to mention the beautiful mountain views from their expansive windows. We will definitely be staying again!"
Sleeps 16+ Hot Tub with Mountain View - 3Min to Sunday River Ski - Game Room

Gorgeous Chalet, Hottub, Close to Mtn, Dogs Ok!

10.0 out of 10, Exceptional, (13)
"We had an amazing vacation and the house was absolutely beautiful can’t wait to stay again!"
Gorgeous Chalet, Hottub, Close to Mtn, Dogs Ok!

The Lone Star- Hot Tub, AC, Pool Table

10.0 out of 10, Exceptional, (11)
"We loved the Lone Star for our 3 night ski weekend with our adult children and spouses. The house was so cozy and comfortable. The 3 bedrooms were roomy and bright. The kitchen and living room had beautiful views of the mountain and we could see fireworks Saturday night from the front deck. The downstairs was the perfect place to unwind and play some games after dinner."
The Lone Star- Hot Tub, AC, Pool Table

Ski In/Out 5 STAR ON MTN Sunday River with a Hot Tub! Roadrunner Trail

10.0 out of 10, Exceptional, (63)
"Just as described. Comfortable and well organized, with a responsive host. Everything was easy, and would repeat for sure."
Ski In/Out 5 STAR ON MTN Sunday River with a Hot Tub! Roadrunner Trail

Cozy Cabin Getaway North of White Mountains

10.0 out of 10, Exceptional, (22)
"We had a lovely few days up in the mountains! "
Cozy Cabin Getaway North of White Mountains

Mountain side house off of the Sunday River Road

9.4 out of 10, Exceptional, (38)
"Big hot tub"
Mountain side house off of the Sunday River Road
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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Other property types in Upton

New Built! 2025 Cozy 3-bedroom chalet with water access to Rangeley Lake

10.0 out of 10, Exceptional, (1)
"My wife and I had a fantastic stay. The house was perfect for us in every way. It was very comfortable, cozy and as clean as they come. Mark was easy to deal with and very responsive to questions prior to booking. The location was perfect. It is close to town and just far enough away for some peace and quiet. We will definitely be booking here again. "
New Built! 2025 Cozy 3-bedroom chalet with water access to Rangeley Lake

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

10.0 out of 10, Exceptional, (49)
"There is nothing but great things to say about this place. It has everything you could imagine, clean and well located. The host is also very responsive and kind. 11/10 stay. Thank you!"
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

Lakefront Cabin - dock, beach, sauna, and views!

10.0 out of 10, Exceptional, (21)
"Had such an amazing and relaxing time here. The property is beautiful and the sauna is an added plus!"
The price is AEDĀ 900
AEDĀ 1,686 total
includes taxes & fees
9 Jun - 10 Jun
Lakefront Cabin - dock, beach, sauna, and views!
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.