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Upton Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Upton

Smart TV, table football, ping pong
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

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

Hanover
10.0 out of 10, Exceptional, (59)
"Great home. Everything you need is there! Owner/Manager Janna was so easy to reach and so helpful. We truly had a blast!! Can’t wait to come back!"
United States
Rana D.
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space
TV, fireplace, ping pong
Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

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

Newry
8.8 out of 10, Excellent, (44)
"Great views and location if you are looking for a part of Maine not super coastal and touristy."
United States
Krystal F.
Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views
Exterior
Beautiful Custom Log Home - 1 Mile to Sunday River, Walk to Matterhorn

Beautiful Custom Log Home - 1 Mile to Sunday River, Walk to Matterhorn

2.0 star property
Newry
Beautiful Custom Log Home - 1 Mile to Sunday River, Walk to Matterhorn
Property grounds
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS

The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS

Newry
10.0 out of 10, Exceptional, (331)
"House was great for what we needed. Everyone had a great time staying there. View was unbelievable. Short distance from Sunday River. "
United States
Shawn J.
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS
Exterior
The Mansion- Exclusive Private Estate on 5 Pristine Acres

The Mansion- Exclusive Private Estate on 5 Pristine Acres

Newry
10.0 out of 10, Exceptional, (41)
"Ever thing was clean and stocked as promised. Very friendly and helpful host. Pet friendly and hot tub was enjoyed. Would recommend again !!"
United States
Fred W.
The Mansion- Exclusive Private Estate on 5 Pristine Acres
Interior
Rangeley 4-Season Retreat – Water and Sunset Views – Wood Stove – Game Room

Rangeley 4-Season Retreat – Water and Sunset Views – Wood Stove – Game Room

Rangeley
10.0 out of 10, Exceptional, (27)
"Charming ski house ideal for a large family in the beautiful Ridgely Lake area. Enjoy summer swims in the nearby lake. The house is well-equipped, making for an easy, comfortable stay."
United States
Dan S.
Rangeley 4-Season Retreat – Water and Sunset Views – Wood Stove – Game Room
Terrace/patio
"Spacious Maine Retreat near Sunday River with Hot Tub, Fire Pit & Pet-Friendly!

"Spacious Maine Retreat near Sunday River with Hot Tub, Fire Pit & Pet-Friendly!

Newry
9.6 out of 10, Exceptional, (139)
"House was nice and we would definitely stay again"
United States
debra m.
"Spacious Maine Retreat near Sunday River with Hot Tub, Fire Pit & Pet-Friendly!
Exterior
9 Bdrm Premiere Luxury Estate Sleep 26 Movie Theater, Pool,Spa,Game Rm,Steam Rms

9 Bdrm Premiere Luxury Estate Sleep 26 Movie Theater, Pool,Spa,Game Rm,Steam Rms

Newry
10.0 out of 10, Exceptional, (5)
"Our host was very helpful and in communication with us. House had plenty of room for our group, we all loved watching movies in the movie room together."
United States
Kelley N.
9 Bdrm Premiere Luxury Estate Sleep 26 Movie Theater, Pool,Spa,Game Rm,Steam Rms
Outdoor pool
ATV and Snowmobile right from the house !!!!

ATV and Snowmobile right from the house !!!!

Berlin
9.0 out of 10, Wonderful, (63)
"Accommodations were perfect for our stay! This was our 3rd stay here and we plan to stay again next year!"
United States
Carrie C.
The price is HK$483
HK$1,538 total
includes taxes & fees
7 Dec - 8 Dec
ATV and Snowmobile right from the house !!!!
Exterior
Rediker Retreat- Authentic Riverfront Luxury Log Home

Rediker Retreat- Authentic Riverfront Luxury Log Home

Newry
10.0 out of 10, Exceptional, (95)
"Nice home, very kid and dog friendly, enjoyed tubing down the river in front of the cabin. "
United States
Nancy F.
Rediker Retreat- Authentic Riverfront Luxury Log Home
Interior
2 miles within Sunday river, mountain side house

2 miles within Sunday river, mountain side house

Newry
9.6 out of 10, Exceptional, (36)
"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!"
United States
BRIAN B.
2 miles within Sunday river, mountain side house
Fridge, microwave, oven, stovetop
Ski-in/out, dog-friendly townhome with mountain views, hot tub & pool

Ski-in/out, dog-friendly townhome with mountain views, hot tub & pool

Newry
9.6 out of 10, Exceptional, (17)
"They've got everything covered. Super comfortable place for the family to relax and spend some time together. This was our second visit and we're looking forward to going back in February for our third! Love love love it!"
United States
Jane G.
Ski-in/out, dog-friendly townhome with mountain views, hot tub & pool
Outdoor dining
Heated POOL|Views|HotTub|Sauna|2mi to SR Golf Club

Heated POOL|Views|HotTub|Sauna|2mi to SR Golf Club

Bethel
10.0 out of 10, Exceptional, (2)
"Beautiful house. Everything was clean and as shown in the pictures of the listing. The game room was an absolute hit for all the kids.Host was fast and responsive to all questions before our stay. Offered helpful suggestions on places and things to see while staying at the property.House is 50min from Santa’s Village."
United States
Lauryn C.
Heated POOL|Views|HotTub|Sauna|2mi to SR Golf Club
A heated pool
Stunning views, luxurious home, heated pool, hot tub, games

Stunning views, luxurious home, heated pool, hot tub, games

Newry
10.0 out of 10, Exceptional, (90)
"Gorgeous property! Fun for all ages! We had an incredible time!"
United States
Megan H.
Stunning views, luxurious home, heated pool, hot tub, games
Fridge, microwave, oven, stovetop
Lovely 3-bedroom chalet in Bethel with hot tub

Lovely 3-bedroom chalet in Bethel with hot tub

2.0 star property
Bethel
9.0 out of 10, Wonderful, (2)
"Everything was clean, updated and we felt right at home! "
United States
Kim M.
Lovely 3-bedroom chalet in Bethel with hot tub
Exterior
Riverfront Ski Chalet Cabin only minutes to Sunday River Resort & Trails Galore!

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

Bethel
10.0 out of 10, Exceptional, (123)
"We all stayed during the summer and this location was fantastic! It had everything we could possibly think of and had a great area for us to play lawn games and for the dogs to run around in! "
United States
Meagan D.
Riverfront Ski Chalet Cabin only minutes to Sunday River Resort & Trails Galore!
Terrace/patio
Sunday River Getaway - Dog Friendly + Hot Tub 10 Min to Sunday River & Mt Abrams

Sunday River Getaway - Dog Friendly + Hot Tub 10 Min to Sunday River & Mt Abrams

Bethel
10.0 out of 10, Exceptional, (4)
"Amazing location!! We came to snowboard and were not disappointed. The slopes opened during our trip. Kat was very accommodating and responsive. We will definitely stay here again "
United States
Nita K.
The price is HK$3,533
HK$6,277 total
includes taxes & fees
1 Jan - 2 Jan 2026
Sunday River Getaway - Dog Friendly + Hot Tub 10 Min to Sunday River & Mt Abrams
Outdoor pool, a heated pool
9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room

9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room

Newry
10.0 out of 10, Exceptional, (32)
"Had a great time in the mountains. Beds were comfy and pool/hot tub was great!"
United States
jay m.
9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room
Smart TV, ping pong, books
NEW* Lakefront Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile

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

Rangeley
10.0 out of 10, Exceptional, (17)
"We had the best time! It is a beautiful property and there is SO much space. We hope to be back for a ski weekend at Saddleback in the future!! "
United States
Sarah M.
NEW* Lakefront Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile
Interior
Private Log Cabin with an AMAZING VIREW!!! Hot Tub and Sleeps up to 14

Private Log Cabin with an AMAZING VIREW!!! Hot Tub and Sleeps up to 14

Gilead
9.6 out of 10, Exceptional, (60)
"We had a wonderful time with family. The house was amazing, well stocked kitchen, the beds were comfortable, and the views tied it all together. Thank you!"
United States
Diane L.
Private Log Cabin with an AMAZING VIREW!!! Hot Tub and Sleeps up to 14
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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Top Upton Hotel Reviews

Jordan Hotel

Jordan Hotel

10/10 Excellent
"All"
Melissa 2-night trip
Posted 3 days ago
Jordan Hotel

Find out more about Upton

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Frequently asked questions

Can I find a holiday rental in Upton?

Yes, there are holiday rentals close to the most popular sights in Upton, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Upton has to offer?

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space: This holiday home rental outside of Upton is located on a river, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Upton?

While you're exploring the area, Lake Umbagog and Angel Falls are a couple of picturesque spots to get outside and enjoy nature. Umbagog State Park and Upton Public Library are other places to visit while you're in town.

What are holiday rentals like in Upton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Upton. Holiday rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.