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Upton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Upton vacation 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.
$187 nightly
The price is $202
Oct 15 - Oct 16
Total with taxes and fees
1 Bedroom house with direct trail access
A two-story white house with a green roof and a red barn.

2. 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.
$276 nightly
The price is $301
Oct 21 - Oct 22
Total with taxes and fees
Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground
A hot tub under a wooden pergola with a view of a forest and mountains.

3. 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.
Mountain View Chalet with Hot Tub and Game Room
A white house with a large tree in front.

4. Spacious White Mountain renovated 2 bedroom

Spacious White Mountain renovated 2 bedroom
Berlin
9.8 out of 10, Exceptional, (26 reviews)
"Great place to stay for atv riding! "
United States
Eric E.
$279 nightly
The price is $303
Oct 18 - Oct 19
Total with taxes and fees
Spacious White Mountain renovated 2 bedroom
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.

5. ATV/hiking/biking cozy getaway!

ATV/hiking/biking cozy getaway!
Berlin
9.4 out of 10, Exceptional, (6 reviews)
"Very clean and great conditions and clear communication. Great place to stay for ski trip. "
United States
Yue Z.
$321 nightly
The price is $348
Oct 19 - Oct 20
Total with taxes and fees
ATV/hiking/biking cozy getaway!
A living room with a fireplace, a mounted TV, and a door with a patterned curtain.

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

ATV and Snowmobile right from the house !!!!
Berlin
9.0 out of 10, Wonderful, (73 reviews)
"Fifth stay and can't wait for the next. Wonderfully located on a quit street where you can enjoy an early morning coffee on the porch."
United States
666 6.
$192 nightly
The price is $208
Nov 12 - Nov 13
Total with taxes and fees
ATV and Snowmobile right from the house !!!!
A bedroom with a bed, wardrobe, and a mirror.

7. 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.
$276 nightly
The price is $299
Oct 15 - Oct 16
Total with taxes and fees
Lovely; Cozy Place to Stay!
A cozy living room with a wooden ceiling, a sofa, a coffee table, and a dining area with a table and chairs.

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

Sunday River Condo Near Ski Lifts, Breweries & Downtown Bethel
Bethel
9.8 out of 10, Exceptional, (14 reviews)
"Clean, comfortable and great location near the mountain. "
United States
Matthew B.
Sunday River Condo Near Ski Lifts, Breweries & Downtown Bethel
A two-story building with a flat roof, a front porch, and a small attached garage.

9. The Berlin Basecamp - Where Trails Meet Comfort

The Berlin Basecamp - Where Trails Meet Comfort
Berlin
$223 nightly
The price is $242
Oct 15 - Oct 16
Total with taxes and fees
The Berlin Basecamp - Where Trails Meet Comfort
A cabin with a wooden exterior, large windows, and a porch area.

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

Sunday River 5 Min! Family / Group / Couples Retreat!
Newry
10.0 out of 10, Exceptional, (7 reviews)
"Nice, very comfortable, just what we wanted."
United States
paul m.
$558 nightly
The price is $608
Nov 2 - Nov 3
Total with taxes and fees
Sunday River 5 Min! Family / Group / Couples Retreat!
A large wooden cabin with a balcony and deck, surrounded by trees.

11. 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.
$811 nightly
The price is $884
Oct 15 - Oct 16
Total with taxes and fees
Sleeps 16 Maine Mountain Retreat - Hot Tub, Game Room, Trails
A cabin with a sloped roof, large windows, a ceiling fan, and a deck with outdoor furniture.

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

Relaxing Newry Chalet | Fire Pit, Hot Tub & Sauna
Newry
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful cabin with a nice layout for multiple families. Check in and check out were easy. The hot tub was a hit with everyone; there was a slight issue with the sauna but hosts were quick and friendly with troubleshooting. The primary suite with the jetted tub was lovely and the beds were very comfortable. Our only "wish" was for a full size coffee pot - there was a French press but with 6 adults drinking coffee every morning we could have used a little more volume. All in all everyone was...
United States
Erin D.
$772 nightly
The price is $841
Oct 15 - Oct 16
Total with taxes and fees
Relaxing Newry Chalet | Fire Pit, Hot Tub & Sauna
An indoor swimming pool with clear water, white walls, and blue trim.

13. Ski-in/out 2-story condo with balcony, on-site indoor pool, hot tub, sauna, W/D

Ski-in/out 2-story condo with balcony, on-site indoor pool, hot tub, sauna, W/D
Newry
$353 nightly
The price is $385
Oct 15 - Oct 16
Total with taxes and fees
Ski-in/out 2-story condo with balcony, on-site indoor pool, hot tub, sauna, W/D
A double door with a view of a snowy landscape, mountains, and a wooden fence.

14. 3 Min to Slopes | Stunning Mountain View

3 Min to Slopes | Stunning Mountain View
Newry
10.0 out of 10, Exceptional, (11 reviews)
"Overall it’s perfect to stay"
United States
Veera K.
$941 nightly
The price is $951
Oct 18 - Oct 19
Total with taxes and fees
3 Min to Slopes | Stunning Mountain View
A cozy cabin interior with a stone fireplace, wooden walls, a sofa, a television, and a kitchen area.

15. 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, (33 reviews)
"So amazing!"
United States
Sara H.
Sunday River Chalet w/ Hot Tub, Fire Pit & River Access Near Ski Lifts
Room

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

Great views, Directly in town & Trails, New Cozy
Berlin
$375 nightly
The price is $378
Oct 29 - Oct 30
Total with taxes and fees
Great views, Directly in town & Trails, New Cozy
A two-story house with a symmetrical design, featuring a central entrance and two wings.

17. Fresh New Condo next to Sunday River w/hot tub

Fresh New Condo next to Sunday River w/hot tub
Newry
$603 nightly
The price is $657
Oct 15 - Oct 16
Total with taxes and fees
Fresh New Condo next to Sunday River w/hot tub
A cozy cabin interior with a stone fireplace, wooden furniture, and large windows offering views of the forest.

18. 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)
"Amazing house in a quiet location near the mountains! Host were great with directions and communication. Definitely recommend this spot to anyone!"
United States
Adam C.
Hot Tub & Sauna! 3 Min to Sunday River, Sleeps 15!
A cozy living room with wooden walls and ceiling, a sofa, a coffee table, and a television.

19. Cherry Lane Condo | Minutes to Sunday River

Cherry Lane Condo | Minutes to Sunday River
Bethel
9.0 out of 10, Wonderful, (8 reviews)
"Convenient location, very clean and cozy condo"
United States
Olga S.
$225 nightly
The price is $234
Oct 15 - Oct 16
Total with taxes and fees
Cherry Lane Condo | Minutes to Sunday River
A kitchen with wooden cabinets, a white refrigerator, a stove, and a window with a view of trees.

20. SUNDAY RIVER - Pine Haven - Private Townhome 24

SUNDAY RIVER - Pine Haven - Private Townhome 24
Bethel
9.2 out of 10, Wonderful, (10 reviews)
"Good location, plenty of parking."
United States
Samantha M.
$514 nightly
The price is $560
Oct 15 - Oct 16
Total with taxes and fees
SUNDAY RIVER - Pine Haven - Private Townhome 24
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

3 Bedroom cabin on South Pond in Stark NH

3 Bedroom cabin on South Pond in Stark NH

10/10 Excellent
"The cottage was clean, roomy, and equipped with everything we needed (and more!). It was comfortable and the decor has lots of charming details. We had wonderful weather, but had it been rainy out we would have been cozy and well-entertained anyway. We didn’t even get to the jigsaw puzzles or video collection. We paddled the kayaks out onto the pond one morning to enjoy the foliage amidst a bit of mist and it was serene and beautiful — it was great to be able to easily do that. Communication with the hosts was easy and we didn’t need much of it — they had already thought of everything. Would definitely stay there again."
Christine M. 3-night trip
Posted 8 hours ago
3 Bedroom cabin on South Pond in Stark NH

Find out more about Upton

Everything you need to know about Upton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Upton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Upton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Upton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $208 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Upton rentals

At Expedia, we put the best Upton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Upton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Upton?

Yes, we give you a choice of vacation rentals near popular points of interest in Upton, or you can select a more remote option if you're looking for relaxation.

What's the top vacation rental in Upton?

Private Log Cabin with an AMAZING VIREW!!! Hot Tub and Sleeps up to 14: This vacation home rental outside of Upton is located in the mountains and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with an arcade game room and a hot tub.

What can I see and do in Upton?

While you're exploring the area, Lake Umbagog and Sunday River 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 vacation rentals like in Upton?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Upton. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip.