Upton Vacation Rentals : Short-Term Rentals for 2025

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Vacation Rentals in Upton

"The house was not only beautiful, but exceptionally clean and well stocked. The property had great views and the location was perfect for exploring the area, and the host was very responsive to our needs. We would absolutely go back!"

"Our stay was great. "

CA $327 total

includes taxes & fees

Feb 10 - Feb 11

"We had 4 families stay and had plenty of space. The game room downstairs and the bunk bed room was nice for a kids’ space. Ample room upstairs and in the kitchen for social space. We all enjoyed the stay. "

"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!"

"Great layout well equiped kitchen, thoghtfull layout of furnature. Boot heater was suprise bonus"

"This home is dangerously perfect. Gorgeous area, super comfy, and a kitchen nicer than ours at home. Honestly, we were tempted to ‘accidentally’ extend our stay indefinetly. Highly recommend - just don’t book it when we want to come back."

CA $1,139 total

includes taxes & fees

Feb 9 - Feb 10

"Lovely mountain home, house had everything you could need and LOTS of activities for kids and teens. Hot tub and sauna were a huge hit after skiing! Owners/managers answered questions within a few minutes, very helpful. Super convenient if you are skiing at Sunday River!"

"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! "

CA $1,340 total

includes taxes & fees

Feb 13 - Feb 14

"This house is very nice and has access to the snowmobile trail system. The house was clean and roomy, with several places to hang out. Had a great time, would stay here again!"

"House was beautiful. Enough group spaces for all to watch movies and football together or aprt. Kitchens had everything we needed. Beds were comfortable. Hot to was a blessing after a day on the slopes. Less than 10 minutes to the slopes. Would recommend to all. The use of the garage was a great bonus to unload . Recommend this house for a big group!!! wHadapart!"

CA $5,652 total

includes taxes & fees

Feb 18 - Feb 19

"We stayed at the plush cabin for a long weekend while we skied at Saddleback. It was perfect! Clean, cozy, convenient and comfortable. Host was wonderful - super friendly and responsive. The place was toasty warm when we arrived and during our stay. (There are extra heaters in the bathroom and room with bunk beds that help if you have the fireplace cranking right next to the thermostat like we did.) We’ll definitely try to book again for our next trip to Rangeley!"

"This cabin was such an amazing stay for a ski trip. Was super close to Sunday river. Only about a 10 min drive, the house comfortably slept 12 people and had everything we needed. The host was very precise with his directions making this such an easy and enjoyable stay! 10/10. "

CA $1,246 total

includes taxes & fees

Feb 27 - Feb 28

"We had a great time for new years with a group of 24. There was plenty of room to spread out. Location of the home is fantastic for skiing at Sunday River. We were also very pleased with the cleanliness of the home and the snow removal service. A few upgrades to pots/pans and sleeper sofa are recommended but overall a fantastic stay."

"This was the perfect little spot for our winter getaway. We wanted to stay near town, but have some privacy. This property was perfect! We were ten minutes away from the XC skiing area we came to visit, and an even shorter drive into town. The view was better than expected and the sauna was perfect after some long cold days outdoors. "

CA $630 total

includes taxes & fees

Feb 12 - Feb 13

"This was a perfect place for a ski weekend. We had enough room for 2 families with room to spare. It's about 100 yard walk to the slopes - truly ski in/ski out! Chet and Janice were extremely accommodating and communicative. Really great people. The beds are comfortable. The kitchen is well stocked with any supplies you need. The skiing was fantastic. Everything was easy all the way down to the dumpster for your trash being right across the parking lot. Couldn't ask for anything more! "

"We had family and friends staying for a ski weekend and the house was perfect! 6 adults and 5 children and we had plenty of space and the house is gorgeous with the most incredible view of Sunday River! We were so close to the mountain which made the drive to and from a breeze! "

"The home offers an absolutely stunning view of Crystal Falls. During our stay, we went hinking to the Giant Falls, Devil's Slide, Artitist Bluff, and Sabbaday Falls. It was a memorable stay for all of us (two adults and one dog)."

"Had a wonderful stay at Sunday River. Condo’s location on the mountain cannot be beat. It was very clean and comfortable. The bunk bed set-ups provided lots of flexibility on sleeping arrangements with our party of 8. The check-in and check-out process was super simple and efficient. And Jason was very helpful when our daughter forgot her sneakers in the place! I’d recommend this to anyone looking for a fun filled ski weekend! "

"This property has great proximity to Rangeley Lake with a really nice view from the living room and porch. Heaters worked well. We had the property to ourselves during the week. Close to town and great restaurants."

"We had a great time at the rustic cabin on the Lake. Check-in was very simple and communication was terrific. We really loved the location, as we got two fantastic days of skiing in at Saddleback. And because the lake was frozen, we even got to explore a bit. Plus, the sauna is an extra bonus! Thank you for a great weekend!"

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"The staff was incredibly kind and accommodating!"

CA $353 total

includes taxes & fees

Mar 9 - Mar 10

"Convenience of location with easy access to skiing and ski bus shuttle. Clean, inviting atmosphere and staff, Unfortunately, the billing on credit cards was not handled properly and the adjustments did not go through as stated by the desk clerk! "

CA $227 total

includes taxes & fees

Mar 4 - Mar 5

"Great staff - loved our stay. Wish the buffet breakfast went later than 10:30"

CA $417 total

includes taxes & fees

Feb 10 - Feb 11

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upton vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upton vacation rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard 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.

Upton Vacation Rental Travel Info

Popular accommodation	Upton cottages
Known landmarks	Grafton Notch State Park, Grafton Notch Trailhead and Speck Pond
International airport	Augusta, ME (AUG-Augusta State)

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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?

NEW* Lakefront Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile: This vacation home rental outside of Upton is located on a lake and has a balcony, a selection of games, 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 and your friends and family can relax into your vacation with amenities like a hot tub.

What can I see and do in Upton?

While you're exploring the area, Umbagog State Park and Lake Umbagog are a couple of picturesque spots to get outside and enjoy nature. Grafton Notch State Park and Sunday River Golf Club are a couple of places you'll find in the larger area.

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.

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Upton Vacation Rentals

Plan, book, stay with confidence

Check prices for these dates

Vacation Rentals in Upton

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

ATV and Snowmobile right from the house !!!!

Stunning view of Sunday River, Luxurious Home, Hot Tub, Games, Ski

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

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

Sleeps 16! Arcade! Hot Tub! Fireplace! DOGS OK!

Rediker Retreat- Authentic Riverfront Luxury Log Home

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

Stay a week give a week, a vacation with a purpose

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

4-Season Rangeley Cabin - Wood Stove, Water Views, Fiber Internet, Game Room

5 STAR HOME - Mtn Views, AC, Hot Tub, Firepit, Theater - 10 Mins to Sunday River

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

Lakefront Cabin w/ amazing views and sauna; minutes to skiing

Slopeside Ski-in/out Sunday River. Fri AM to Late Sun PM - 3 days of skiing

2 miles within Sunday river, mountain side house

Crystal Falls Retreat, Swimming, Fishing, ATV

Ski-In/Ski-Out at Sunday River

Lakefront Cabin w/ sauna: minutes to Saddleback skiing and snowmobile trails

Rustic Cabin Retreat on Rangeley Lake!

Other types of properties in Upton you may be interested in

Jordan Hotel

Snow Cap Inn

Grand Summit Hotel

Find out more about Upton

Upton Vacation Rental Travel Info

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Frequently asked questions