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Upton Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Upton holiday rentals

A cozy room with a wooden floor, a brown leather sofa, a rocking chair, and a window with a view of greenery.

1. 1 Bedroom house with direct trail access

1 Bedroom house with direct trail access
Errol
9.2 out of 10, Wonderful, (17 reviews)
"Great little cabin close to beautiful lake Umbagog with a lovely host. "
United States
Erika W.
The price is HK$1,169
HK$1,566 total
includes taxes & fees
29 Sept - 30 Sept
1 Bedroom house with direct trail access
A cozy living room with a wooden ceiling, a sofa, a coffee table, and a dining area with a table and chairs.

2. Sunday River Condo Near Ski Lifts, Breweries & Downtown Bethel

Sunday River Condo Near Ski Lifts, Breweries & Downtown Bethel
Bethel
10.0 out of 10, Exceptional, (13 reviews)
"Clean, comfortable and great location near the mountain. "
United States
Matthew B.
The price is HK$808
HK$1,899 total
includes taxes & fees
27 Sept - 28 Sept
Sunday River Condo Near Ski Lifts, Breweries & Downtown Bethel
A two-story white house with a green roof and a red barn.

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

Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground
Andover
10.0 out of 10, Exceptional, (38 reviews)
"I had a wonderful stay at the farmhouse and would absolutely recommend it to others looking for a cozy, comfortable option in this area of Maine."
United States
Erin S.
The price is HK$1,177
HK$2,445 total
includes taxes & fees
4 Oct - 5 Oct
Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground
A living room with a fireplace, a mounted TV, and a door with a patterned curtain.

4. ATV and Snowmobile right from the house !!!!

ATV and Snowmobile right from the house !!!!
Berlin
9.0 out of 10, Wonderful, (71 reviews)
"Really nice stay safe and homey. Recommend and nice to return soon!"
United States
Andrea
The price is HK$459
HK$1,510 total
includes taxes & fees
1 Oct - 2 Oct
ATV and Snowmobile right from the house !!!!
A modern kitchen with a gas stove, a built-in oven, and a wooden accent wall.

5. Ski-In/Out 1st Floor Condo w/HotTub Sauna & Pool

Ski-In/Out 1st Floor Condo w/HotTub Sauna & Pool
Newry
9.2 out of 10, Wonderful, (7 reviews)
"Our stay was wonderful. The home was very comfortable and clean. The extra touches were greatly appreciated! So convenient to the slopes as well. Would definitely stay again!"
United States
Hillary K.
Ski-In/Out 1st Floor Condo w/HotTub Sauna & Pool
A white house with a large tree in front.

6. Spacious White Mountain renovated 2 bedroom

Spacious White Mountain renovated 2 bedroom
Berlin
9.6 out of 10, Exceptional, (25 reviews)
"Great place to stay for atv riding! "
United States
Eric E.
The price is HK$586
HK$2,274 total
includes taxes & fees
30 Sept - 1 Oct
Spacious White Mountain renovated 2 bedroom
A hot tub under a wooden pergola with a view of a forest and mountains.

7. Mountain View Chalet with Hot Tub and Game Room

Mountain View Chalet with Hot Tub and Game Room
Newry
10.0 out of 10, Exceptional, (23 reviews)
"Great place to stay ! "
United States
Lincoln T.
The price is HK$1,433
HK$5,836 total
includes taxes & fees
27 Sept - 28 Sept
Mountain View Chalet with Hot Tub and Game Room
A cozy cabin interior with a TV displaying 'North Woods Law' on the wall, a fireplace, grey sofas, and a small table with a mug.

8. ATV/hiking/biking cozy getaway!

ATV/hiking/biking cozy getaway!
Berlin
9.2 out of 10, Wonderful, (5 reviews)
"Very clean and great conditions and clear communication. Great place to stay for ski trip. "
United States
Yue Z.
The price is HK$1,223
HK$2,587 total
includes taxes & fees
27 Sept - 28 Sept
ATV/hiking/biking cozy getaway!

9. Great views, Directly in town & Trails, New Cozy

Great views, Directly in town & Trails, New Cozy
Berlin
The price is HK$1,338
HK$2,489 total
includes taxes & fees
28 Sept - 29 Sept
Great views, Directly in town & Trails, New Cozy
A dining table set with plates, cutlery, and a charcuterie board with various cheeses, fruits, and meats.

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

NEW Chalet 6 minutes from Sunday River! Hot tub, Sauna, Sleeps 12, Dog Friendly!
Bethel
10.0 out of 10, Exceptional, (12 reviews)
"Great place! Clean, pictures lived up to expectations, owner was responsive and location was great. Would definitely go back!!!"
United States
Brian D.
The price is HK$1,542
HK$4,809 total
includes taxes & fees
29 Sept - 30 Sept
NEW Chalet 6 minutes from Sunday River! Hot tub, Sauna, Sleeps 12, Dog Friendly!
A bedroom with a bed, wardrobe, and a mirror.

11. Lovely; Cozy Place to Stay!

Lovely; Cozy Place to Stay!
Berlin
10.0 out of 10, Exceptional, (3 reviews)
"Clean and well appointed property. Good communication from property owner."
United States
Nathaniel A.
The price is HK$1,129
HK$2,332 total
includes taxes & fees
27 Sept - 28 Sept
Lovely; Cozy Place to Stay!
A wooden cabin with a porch, surrounded by trees and a string of lights.

12. 12 min Sunday River! HotTub, Pet Friendly, Firepit

12 min Sunday River! HotTub, Pet Friendly, Firepit
Bethel
10.0 out of 10, Exceptional, (1 review)
"Very nice stay, I would recommend that property."
United States
Karol S.
The price is HK$1,529
HK$4,890 total
includes taxes & fees
28 Sept - 29 Sept
12 min Sunday River! HotTub, Pet Friendly, Firepit
A bedroom with a bed, a dresser, a television, and a potted plant.

13. The Berlin Basecamp - Where Trails Meet Comfort

The Berlin Basecamp - Where Trails Meet Comfort
Berlin
The price is HK$949
HK$1,821 total
includes taxes & fees
2 Oct - 3 Oct
The Berlin Basecamp - Where Trails Meet Comfort
A cabin with a sloped roof, large windows, a ceiling fan, and a deck with outdoor furniture.

14. Relaxing Newry Chalet | Fire Pit, Hot Tub & Sauna

Relaxing Newry Chalet | Fire Pit, Hot Tub & Sauna
Newry
10.0 out of 10, Exceptional, (1 review)
"Absolutely beautiful home very peaceful, we enjoyed our stay. Home was very clean, well stocked with everything would definitely stay again. One small thing lawn should have been cut."
United States
David E.
The price is HK$1,639
HK$6,668 total
includes taxes & fees
28 Sept - 29 Sept
Relaxing Newry Chalet | Fire Pit, Hot Tub & Sauna
A cabin with a wooden exterior, large windows, and a porch area.

15. Sunday River 5 Min! Family / Group / Couples Retreat!

Sunday River 5 Min! Family / Group / Couples Retreat!
Newry
10.0 out of 10, Exceptional, (6 reviews)
"Well stocked with all the amenities. Great location for skiing Sunday River. Nice layout to the house. 3 bathrooms is really nice."
United States
Sarah C.
The price is HK$1,158
HK$4,861 total
includes taxes & fees
4 Oct - 5 Oct
Sunday River 5 Min! Family / Group / Couples Retreat!
A modern cabin with a deck, large windows, and a hot tub.

16. Luxe Cozy Spa Cabin w/ Hot Tub, Sauna, Fireplace, 10 mins to Sunday River

Luxe Cozy Spa Cabin w/ Hot Tub, Sauna, Fireplace, 10 mins to Sunday River
Newry
10.0 out of 10, Exceptional, (6 reviews)
"Everything was fantastic!!"
United States
Marco C.
The price is HK$4,117
HK$6,839 total
includes taxes & fees
9 Oct - 10 Oct
Luxe Cozy Spa Cabin w/ Hot Tub, Sauna, Fireplace, 10 mins to Sunday River
A cozy cabin interior with a stone fireplace, wooden furniture, and large windows offering views of the forest.

17. Hot Tub & Sauna! 3 Min to Sunday River, Sleeps 15!

Hot Tub & Sauna! 3 Min to Sunday River, Sleeps 15!
Newry
10.0 out of 10, Exceptional, (18 reviews)
"Great place will come again"
United States
David W.
Hot Tub & Sauna! 3 Min to Sunday River, Sleeps 15!
A large wooden cabin with a balcony and deck, surrounded by trees.

18. Sleeps 16 Maine Mountain Retreat - Hot Tub, Game Room, Trails

Sleeps 16 Maine Mountain Retreat - Hot Tub, Game Room, Trails
Newry
10.0 out of 10, Exceptional, (11 reviews)
"Amazing stay! "
United States
Brianna C.
The price is HK$2,542
HK$7,028 total
includes taxes & fees
28 Sept - 29 Sept
Sleeps 16 Maine Mountain Retreat - Hot Tub, Game Room, Trails
A spacious loft-style room with high ceilings and exposed wooden beams.

19. Foliage From the Hot Tub! Grand Cabin + Arcade

Foliage From the Hot Tub! Grand Cabin + Arcade
Newry
9.6 out of 10, Exceptional, (5 reviews)
"House is beautiful and just as described. Had a great time for our retreat. Area is quiet and serene. Host's are easy to communicate with and very accomodating "
United States
Alexander B.
The price is HK$3,512
HK$9,375 total
includes taxes & fees
27 Sept - 28 Sept
Foliage From the Hot Tub! Grand Cabin + Arcade
A cozy cabin interior with a stone fireplace, wooden walls, a sofa, a television, and a kitchen area.

20. Sunday River Chalet w/ Hot Tub, Fire Pit & River Access Near Ski Lifts

Sunday River Chalet w/ Hot Tub, Fire Pit & River Access Near Ski Lifts
Bethel
9.6 out of 10, Exceptional, (32 reviews)
"The Davis Chalet is a superb stay! Easy check in and out, and everything was well stocked with utensils etc. The property is well maintained inside and out, and the river access was fantastic for some low key down time exploring. We will definitely stay again! "
United States
Diane L.
The price is HK$2,102
HK$2,836 total
includes taxes & fees
15 Oct - 16 Oct
Sunday River Chalet w/ Hot Tub, Fire Pit & River Access Near Ski Lifts
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
"We stayed for two nights and had a great time. We stayed in a suite with a kitchenette. It was a very long walk down to the end of the building. I was just recovering from a knee injury so the walk from a far away parking lot and then all the way down the end of the building was not ideal. I did tell the receptionist I just came off crutches so not sure why she put me in the farthest room possible? Next time, I will request a room closer to the pool and gym entrance. There also is very little signage so finding everything was difficult to navigate. The restaurant was closed both times we went downstairs to eat so we had to grab food at the cafe. It was grab and go and very expensive. The pool area and hot tubs were wonderful and the kids enjoyed them. It was relaxing and quiet and much cheaper than renting a VRBO in that area. I prefer a house rental but the prices are out of control."
Vonda 2-night trip
Posted 3 days ago
Jordan Hotel

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:

  • View our selection of featured holiday rentals in Upton
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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?

Private Log Cabin with an AMAZING VIREW!!! Hot Tub and Sleeps up to 14: 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 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with an arcade/games room and 1 hot tub.

What can I see and do in Upton?

While you're exploring the area, Lake Umbagog and Goose Eye Mountain 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.