Photo by Robbie Martin

Upton Holiday Rentals

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Our top choices for Upton holiday rentals

9.6 out of 10, Exceptional, (22)
"Great place to stay for atv riding! "
United States
Eric E.
The price is HK$560
HK$2,324 total
includes taxes & fees
28 Dec - 29 Dec
Spacious White Mountain renovated 2 bedroom
8.2 out of 10, Very good, (25)
"This was my second stay here, and I love the little place. It’s perfect for a solo traveler like myself. Clean, great location, and will return again in the future. Thank"
United States
Brandi H.
The price is HK$560
HK$1,924 total
includes taxes & fees
27 Dec - 28 Dec
Charming excursion in the White Mountains
10.0 out of 10, Exceptional, (16)
"We had an amazing vacation and the house was absolutely beautiful can’t wait to stay again!"
United States
Megahn F.
The price is HK$3,110
HK$7,522 total
includes taxes & fees
20 Jan - 21 Jan 2026
Hot Tub & Sauna! 3 Min to Sunday River, Sleeps 15!
9.0 out of 10, Wonderful, (64)
"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$406
HK$1,444 total
includes taxes & fees
6 Jan - 7 Jan 2026
ATV and Snowmobile right from the house !!!!
10.0 out of 10, Exceptional, (1)
"Amazing stay! 5 Stars without hesitationWe honestly didn’t want to leave a review because we wanted this gem of a place to be our secret! To many great reviews, prices go up and hard to to book in the future! But we couldn’t do that to our host Travis who was so friendly and communicative from the time of inquiry to checkout making our stay enjoyable and stress-free. The property is just as stunning in person as it is in the photos and is absolutely immaculate. Ridgeline Retreat was in fact just...
United States
Christina L.
The price is HK$2,963
HK$7,077 total
includes taxes & fees
30 Dec - 31 Dec
Adventure&Wellness ~Hot Tub ~Sauna ~Theater ~Boot Room ~15min to Sunday River
2.0 star property
9.4 out of 10, Exceptional, (3)
"This charming farmhouse was adequate to house our high school ski team and coaches. Spacious kitchen allowed the team to prepare and eat food together. Cozy living room with wood stove gave space to play games and sing around the piano. Rustic sleeping accommodations allowed shared quarters for team members, private room for bus driver, and separate space for coaches. Easily accessible to ski venues and town."
United States
Ann
The price is HK$2,323
HK$5,313 total
includes taxes & fees
8 Jan - 9 Jan 2026
Sunday River Area 1860s Eclectic Farmhouse 8 Person Hot Tub
10.0 out of 10, Exceptional, (5)
"This campground is so cute, clean and perfect. Great views of the mountains, cute little river to get wet on hot days (very shallow though). I give the campground and area 5 stars. The camper was beautiful, equipped with pretty much all you need. My only complaint is the beds, and I dont like to complain, but man they are hard as rocks. Sleeping on them was very uncomfortable for the whole family, All of them. Definitely could use some matress upgrading or maybe plan to bring some kind of...
United States
Leah l.
The price is HK$2,065
HK$2,573 total
includes taxes & fees
19 Jan - 20 Jan 2026
Picturesque Mountain Views, Direct Snowmobile & ATV trail access. 30 minutes to Sunday River and Black Mountain of Maine.
10.0 out of 10, Exceptional, (2)
"I would suggest specifying that the coffee maker is a Keurig"
United States
Maggie C.
The price is HK$1,625
HK$5,417 total
includes taxes & fees
13 Jan - 14 Jan 2026
Sunday River 5 Min! Family / Group / Couples Retreat!
9.4 out of 10, Exceptional, (20)
"Cottage was very cozy!"
United States
Jarrett A.
The price is HK$1,283
HK$2,000 total
includes taxes & fees
29 Dec - 30 Dec
Cozy Cottage in the Great North Woods
9.2 out of 10, Wonderful, (17)
"Great little cabin close to beautiful lake Umbagog with a lovely host. "
United States
Erika W.
The price is HK$1,159
HK$1,561 total
includes taxes & fees
5 Jan - 6 Jan 2026
1 Bedroom house with direct trail access
The price is HK$1,743
HK$3,866 total
includes taxes & fees
30 Dec - 31 Dec
Charming 4-bedroom house with WiFi, AC in delightful Andover
9.8 out of 10, Exceptional, (46)
"Great property, close to all the activities we wanted to do as well as the town for provisions. Beds were comfortable, pool and hot tub were clean and well maintained. We loved coffee on the deck and s’mores by the fire pit. The kids loved the game room. Texting with the management company was easy and they were very responsive. Would definitely stay again! "
United States
joannamcclenathan
The price is HK$2,333
HK$6,577 total
includes taxes & fees
12 Jan - 13 Jan 2026
Charming Farm House- Game Room & Hot Tub, Fire Pit
10.0 out of 10, Exceptional, (7)
"We had a great time at a great house. Thanks so much!!!"
United States
Henry C.
The price is HK$4,704
HK$9,731 total
includes taxes & fees
5 Jan - 6 Jan 2026
New.Minutes from Slopes.Firepit.2-Fireplaces.Hot Tub.Sauna.Rec Room.Bunk Room
10.0 out of 10, Exceptional, (54)
"I would rent this house again!"
United States
Sara L.
The price is HK$2,333
HK$5,864 total
includes taxes & fees
12 Jan - 13 Jan 2026
Brownie- Comfy Modern Ranch Home w/Hot Tub
10.0 out of 10, Exceptional, (6)
"Great stay! "
Denmark
Christine T.
The price is HK$4,662
HK$7,743 total
includes taxes & fees
13 Jan - 14 Jan 2026
Private Getaway by Sunday River with hot tub
10.0 out of 10, Exceptional, (7)
"The house had perfect space for us all to enjoy, the outside fire pit and hot tub were perfect. "
United States
Terry R.
The price is HK$3,477
HK$8,512 total
includes taxes & fees
4 Jan - 5 Jan 2026
Ski+Hike|LargeGroupEscape|2GameRms|HotTub|FirePit
10.0 out of 10, Exceptional, (11)
"Beautiful house, very clean and great location. We would definitely rent again next time we visit Maine."
United States
Ernesto R.
The price is HK$3,499
HK$8,012 total
includes taxes & fees
5 Jan - 6 Jan 2026
Alpine Lodge- Beautiful New Home Minutes to Sunday River
2.0 star property
The price is HK$5,039
HK$13,273 total
includes taxes & fees
8 Jan - 9 Jan 2026
Sunday River`s Most Awesome House!
10.0 out of 10, Exceptional, (3)
"The condo was very neat and clean. It was exactly what we were looking for."
United States
Amy
The price is HK$1,944
HK$4,110 total
includes taxes & fees
20 Jan - 21 Jan 2026
Slope Side Retreat! HotTub| Sauna| Pool! Sleeps 6
The price is HK$10,147
HK$14,459 total
includes taxes & fees
28 Dec - 29 Dec
Winery Stay Experience: Sunday River Area Farmhouse Winery & Wood-fired Grill
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

Find out more about Upton

Search for holiday rentals in Upton on Expedia! You can easily find your home rentals, villas, holiday apartments in Upton using one of the methods below:

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Look no further and take a look at our great range of rental properties in Upton!

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?

Mtn View, Sleeps 20, Hot Tub, Firepit, Wood Stove, Theater, Workspace, Bar, Gym: This holiday home rental outside of Upton is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 7 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.