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Upton Vacation Rentals

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Vacation Rentals in Upton

Log cabin~hiking, hunting, skiing, with direct snowmobile trail access.

10.0 out of 10, Exceptional, (12)
"The property was excellent!!It is in a nice quiet setting with all the amenities needed!My children and I loved the place and look to book it again next year!! "
Log cabin~hiking, hunting, skiing, with direct snowmobile trail access.

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

10.0 out of 10, Exceptional, (56)
"This house was a blast - would def stay again"
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

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

10.0 out of 10, Exceptional, (25)
"Everything about our stay was absolutely great. The house is gorgeous, spacious, and clean, not to mention well-stocked and very easy to find. Amanda was communicative and helpful, and we enjoyed our visit so much. Hope to make it back in the future!"
4-Season Rangeley Cabin - Wood Stove, Water Views, Fiber Internet, Game Room

Rediker Retreat- Authentic Riverfront Luxury Log Home

10.0 out of 10, Exceptional, (90)
"Had a wonderful stay Rediker retreat. Truly a retreat. The property had everything we needed for our holiday week. Thanks for having us. "
Rediker Retreat- Authentic Riverfront Luxury Log Home

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

10.0 out of 10, Exceptional, (323)
"Great place!"
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS

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

10.0 out of 10, Exceptional, (9)
"We had the best time! It is a beautiful property and there is SO much space. We hope to be back for a ski weekend at Saddleback in the future!! "
Lake Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile

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

10.0 out of 10, Exceptional, (28)
"Great place, great location, great amenities, thanks for the great stay!"
9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room

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

8.8 out of 10, Excellent, (40)
"Great views and location if you are looking for a part of Maine not super coastal and touristy."
Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

Newly built cedar Log Home overlooking Rangeley Lake with views galore

10.0 out of 10, Exceptional, (3)
"Beautiful views of the lake and peaceful surroundings"
Newly built cedar Log Home overlooking Rangeley Lake with views galore

Panoramic Water and Mountains Views with Nature appearing daily. Relax on

10.0 out of 10, Exceptional, (55)
"My kids loved the beach a short walk away, and the shallow water was crystal clear. Because of the location, there really is a view from every window. Kind of small cabin and lot though"
Panoramic Water and Mountains Views with Nature appearing daily. Relax on

Safety Certified luxury private, dog-friendly new home, 3 miles to Sunday River.

10.0 out of 10, Exceptional, (13)
"Cozy , fresh air , perfect place for the family and the kid Highly recommend,"
The price is CA $693
CA $1,381 total
includes taxes & fees
Sep 18 - Sep 19
Safety Certified luxury private, dog-friendly new home, 3 miles to Sunday River.

Lakefront Cabin - dock, beach, sauna, and views!

9.8 out of 10, Exceptional, (28)
"Great overall experience and very friendly / helpful hosts. Would recommend."
Lakefront Cabin - dock, beach, sauna, and views!

3 Bedroom cabin on South Pond in Stark NH

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great place.. very clean.. near hiking spots"
3 Bedroom cabin on South Pond in Stark NH

Hike, fish, bike, float the river, explore or just relax...

9.4 out of 10, Exceptional, (23)
"The house is exactly as pictured. It's clean, airy, great view of the slopes from the huge windows in the living room! Kitchen has the core things you need. Kids really enjoyed the basement couch area. Host was super responsive and accommodating. Highly recommend!!"
Hike, fish, bike, float the river, explore or just relax...

Rangeley Waterfront Retreat: 4 Bed, 2 Bath, Perfect for Families to Unwind

9.8 out of 10, Exceptional, (46)
"Great location! We enjoyed our time there."
Rangeley Waterfront Retreat: 4 Bed, 2 Bath, Perfect for Families to Unwind

Cozy Cottage in the Great North Woods

9.4 out of 10, Exceptional, (19)
"Cute little cabin, very comfy beds!"
The price is CA $229
CA $357 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Cottage in the Great North Woods

Riverfront Ski Chalet Cabin only minutes to Sunday River Resort & Trails Galore!

10.0 out of 10, Exceptional, (121)
"Nice comfortable stay near Sunday River. Worked great for two families staying for the weekend. "
Riverfront Ski Chalet Cabin only minutes to Sunday River Resort & Trails Galore!

9 Bdrm Premiere Luxury Estate Sleep 26 Movie Theater, Pool,Spa,Game Rm,Steam Rms

10.0 out of 10, Exceptional, (3)
"We brought our sons, their wives and children as a Christmas present. The place was perfect. It was clean and the kitchen was fully stocked. We spent many hours in the movie theater watching NFL Divisional games on Sat & Sunday. Great place building memories and it was as advertised. "
9 Bdrm Premiere Luxury Estate Sleep 26 Movie Theater, Pool,Spa,Game Rm,Steam Rms

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

9.6 out of 10, Exceptional, (17)
"We had a great time and the condo is beautiful! "
Ski-in/out, dog-friendly townhome with mountain views, hot tub & pool

Private one half mile on the Sunday River. Spacious home for family gatherings

9.8 out of 10, Exceptional, (71)
"Family gathering. Comfortable, relaxing space allowed us a fun multigenerational reunion."
Private one half mile on the Sunday River. Spacious home for family gatherings
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

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.