Upton Vacation Rentals from ￥45,902: Search Short-Term Rentals

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Vacation Rentals in Upton

"This house was a blast - would def stay again"

"House was great for what we needed. Everyone had a great time staying there. View was unbelievable. Short distance from Sunday River. "

"Mini get away friends came wonderful location adorable cabin all we could ask for! "

"The place was true to photos and was a lovely place to spend a few days. "

￥45,902 total

includes taxes & fees

Oct 10 - Oct 11

"Great views and location if you are looking for a part of Maine not super coastal and touristy."

"We had the best time staying here for a mellow bachelorette party! The kitchen was perfect for the private chef we had come cook dinner for us, the rooms were comfortable, clean and spacious. The property is beautiful, private and well-kept and the owner was accommodating and incredibly hospitable. I would definitely recommend this house to anyone in any season and will definitely be back in the winter for sled season! "

"beautiful house, great location, a must stay"

"The residence was occupied by tenants when I arrived, and said tenants had been living there for a year. Host was unresponsive. SCAM!!"

￥43,470 total

includes taxes & fees

Sep 29 - Sep 30

"Very nice house with mostly everything you would forget at home ! Great location near center of town ."

"My wife and I had a fantastic stay. The house was perfect for us in every way. It was very comfortable, cozy and as clean as they come. Mark was easy to deal with and very responsive to questions prior to booking. The location was perfect. It is close to town and just far enough away for some peace and quiet. We will definitely be booking here again. "

"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!"

"Outstanding location close to hiking, golf, fishing, etc. Nice private setting with plenty of space for a big group to spread out. Lots of fun games and activities on site. Great amenities and excellent communication throughout the process. "

￥56,396 total

includes taxes & fees

Oct 6 - Oct 7

"Top notch! Perfect place for a short vacation to ski Saddleback and Sugarloaf."

"Such a special place , our group enjoyed every minute of our stay and thank the owner of Potters Place for opening up the home to us !"

"Beautiful views of the lake and peaceful surroundings"

"Great stay, awesome house"

"Had a great 4 day stay at Chris's house. Great communication and quick responses. Looking forward to booking it again"

"Convenient location and very spacious. Owners were local and accommodating. "

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Top Upton Hotel Reviews

The Inn at the Rostay

10/10 Excellent

"I liked the wood paneling in the room and the arrangement of 3 beds."

The Inn at OxBow Acres

10/10 Excellent

"Our bedroom was super clean, as were the other shared areas of the house. Breakfast was excellent, very tasty, and made to order. The property outdoors was beautiful with great views of nature, and my wife and I were allowed to walk down into the woods across the street to enjoy some quiet time sitting by a placid river. To top it all off, our hosts were always cordial and accommodating. We would definitely recommend staying here!"

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

10/10 Excellent

"My friends and I had an awesome annual labor day weekend get together at Quinn’s place! The pool, hottub and attic game room were all a big hit, as well as the firepit (no firewood on location so had to pick some up). Place was clean and well stocked with towels and kitchen essentials for cooking. Plenty of room and beds for all. Thank you for hosting us!"

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

10/10 Excellent

"The house is incredible! Although there are fun things to do within 30 minutes driving distance, you won’t need or want to leave the house! It was immaculate and contained everything you could ever need: every kitchen utensil or device, popcorn for the popcorn machine (!), s’mores ingredients, tons of board games, smart devices and speakers throughout the house, life vests and goggles, all the TVs were smart TVs already logged in to all the major streaming services, and the list goes on. The beds were all comfortable and the linens as well as the towels were all of great quality. When we had a small issue we were able to text the property manager who got back to us and resolved things right away. I can’t say enough good things about our stay here. It was well worth the cost. We hope to come back soon."

Find out more about Upton

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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?

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space: This vacation home rental outside of Upton is located on a river and has an outdoor pool, a balcony, 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. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Upton?

While you're exploring the area, Lake Umbagog and Magalloway 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.

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Upton Vacation Rentals

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Vacation Rentals in Upton

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

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

Cozy All Season House on Rangeley Lake

Spacious White Mountain renovated 2 bedroom

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

Snowmobile Paradise - Direct Trail Access + Near Saddleback & Sugarloaf Ski Area

LEAF PEEPER DEALS PRIVATE HOME,SLEEPS 12, GRAND VIEWS & HOT TUB & PET FRIENDLY

Two BR close to ATV trails, hiking trails and ski areas, kayaking on the river.

The Camp on Cottage | Pet Friendly | Air Conditioning

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

New Built! 2025 Cozy 3-bedroom chalet with water access to Rangeley Lake

2 miles within Sunday river, mountain side house

The Mansion- Exclusive Private Estate on 5 Pristine Acres

Riders welcome! Gorgeous 3-bedroom house with WiFi in Errol

Lake Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile

Potters Place Retreat/Event Venue - Log home, large spacious barn, and bunkhouse on Rangeley Lake

Newly built cedar Log Home overlooking Rangeley Lake with views galore

Rediker Retreat- Authentic Riverfront Luxury Log Home

RANGLEY LAKE WATERFRONT!!! Sleeps 11

The Pub House

Top Upton Hotel Reviews

The Inn at the Rostay

Grand Summit Hotel

The Inn at OxBow Acres

Snow Cap Inn

The Mansion- Exclusive Private Estate on 5 Pristine Acres

Cozy All Season House on Rangeley Lake

Lake Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile

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

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

Find out more about Upton

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