Photo by Robbie Martin

Search Vacation Homes in Upton

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 473 Vacation Homes in Upton with updated reviews, rates, and availability.

RANGLEY LAKE WATERFRONT!!! Sleeps 11

9.8 out of 10, Exceptional, (113)
"House was perfect for our needs and property owner was wonderful to work with "
RANGLEY LAKE WATERFRONT!!! Sleeps 11

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

10.0 out of 10, Exceptional, (4)
"Top notch! Perfect place for a short vacation to ski Saddleback and Sugarloaf."
Lakefront Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile

ATV and Snowmobile right from the house !!!!

9.0 out of 10, Wonderful, (53)
"Overall it was great stay and nice location "
The price is AED 327
AED 853 total
includes taxes & fees
7 Apr - 8 Apr
ATV and Snowmobile right from the house !!!!

White Cap B-113 | 1 Bed, 1 Bath

9.0 out of 10, Wonderful, (4)
"Responsive owner and a great stay"
White Cap B-113 | 1 Bed, 1 Bath

WATERFRONT 5-bedroom house on Dodge Pond in Rangeley

10.0 out of 10, Exceptional, (2)
"This property was clearly remodeled very recently, and much attention to detail was paid to create a turnkey rental experience. Our stay was in the winter and it was very convenient to saddleback. We’d be very interested to see what it was like to be right on the water in the warmer months, but the outdoor space is not something I can comment on other than the fact that the view from the deck was spectacular, and walks down to the waters edge were a pleasant way to start my days and catch...
WATERFRONT 5-bedroom house on Dodge Pond in Rangeley

Large private luxury home with outdoor hot tub

9.6 out of 10, Exceptional, (59)
"Perfect Christmas!"
Large private luxury home with outdoor hot tub

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

4.0 star property
10.0 out of 10, Exceptional, (11)
"We came up to ski and found that even when we couldn’t get the mountain we could have a great vacation at this house! We enjoyed sledding on the property, making meals in the great kitchen and the kids loved the game room! "
Stay a week give a week, a vacation with a purpose

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

10.0 out of 10, Exceptional, (3)
"We have a pretty big family and this house was perfect for us. My 3 kids and there 5 kids had plenty of room and plenty to do. A bit pff the beaten path but close enough to the mountain and very private. "
The price is AED 1,098
AED 3,171 total
includes taxes & fees
7 Apr - 8 Apr
Sleeps 16! Arcade! Hot Tub! Fireplace! DOGS OK!

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

8.6 out of 10, Excellent, (37)
"House was clean and had plenty of amenities for 10 guests such as towels, beds/ pillows, parking spots and kitchen utensils. Quiet secluded property with awesome Mountain View’s. "
Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

Rangeley Lake House with lake access, Saddleback 15min, outdoor paradise

10.0 out of 10, Exceptional, (20)
"My family and I take a trip every winter to a cabin, to get away from it all and just focus on what’s important. This home was a spectacular location to share those memories. Clean, relaxing, warm, and inviting. Everything you needed was right there! My 4 year old had a blast being in the bunk bed. Thank you for sharing your home! "
Rangeley Lake House with lake access, Saddleback 15min, outdoor paradise

Rangeley Getaway

10.0 out of 10, Exceptional, (4)
"We stayed here for a ski trip to Saddleback Mountain. The home was very clean with all the amenities we needed for a comfortable stay. Jordan was very responsive and friendly. Would definitely recommend if you need a place to stay in Rangeley."
Rangeley Getaway

🐾Eagles Ledge | Cozy chalet w/ incredible views, access to Rangeley Lake & 15 mins to Saddleback!

9.2 out of 10, Wonderful, (48)
"We’ve enjoyed Eagles Ledge for a couple years now and love everything about it."
🐾Eagles Ledge | Cozy chalet w/ incredible views, access to Rangeley Lake & 15 mins to Saddleback!

Year Round Mountain Home -HOT TUB- Walking Distance to South Ridge Lodge

10.0 out of 10, Exceptional, (23)
"Place was as advertised. Clean and well located an 8-10 min walk to the base of South Ridge. Nice hot tub and deck and plenty of towels and linens. A couple pieces of furniture could use an upgrade but overall a great stay. Would definitely return. Communication with host / owner was fantastic and easy."
Year Round Mountain Home -HOT TUB- Walking Distance to South Ridge Lodge

Brookside II B-305 | 1 Bed, 1 Bath

9.6 out of 10, Exceptional, (5)
"Place was awesome, 0 recommend!"
Brookside II B-305 | 1 Bed, 1 Bath

Brookside I B-306 | 2 Bed, 1 Bath

9.6 out of 10, Exceptional, (4)
"Easily located off Roadrunner trail, this Brookside condo was perfect to relax in, cook dinner, shower and sleep in after a day of skiing. Nothing fancy, this standard 2 bedroom condo worked for our family of 4 (2 sets of bunk beds available in the kids room). Check-in and out was handled directly and easily with the management company."
Brookside I B-306 | 2 Bed, 1 Bath

The Mansion- Exclusive Private Estate on 5 Pristine Acres

10.0 out of 10, Exceptional, (33)
"The house was AMAZING! Had a wonderful time We had a pretty big group and the house was comfortable enough for all of us including kids and a dog. Did not feel crowded at all. Hosts were wonderful, very accommodating with late check out and asking if we need anything. The views from the house are spectacular, you dont need to go out at all honestly, you would have a good time just enjoying the house amenities and the views, def worth the drive from NY"
The Mansion- Exclusive Private Estate on 5 Pristine Acres

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

10.0 out of 10, Exceptional, (280)
"This was our first time using vrbo, and it was so easy. The cabin is absolutely beautiful and open. Nice and close to a great breakfast and dinner. "
5 STAR HOME - Mtn Views, AC, Hot Tub, Firepit, Theater - 10 Mins to Sunday River

Rediker Retreat- Authentic Riverfront Luxury Log Home

10.0 out of 10, Exceptional, (86)
"The property was absolutely perfect for our group. My oldest daughter, her husband and their two kids, eight and 10. They stayed downstairs outside of the game room and absolutely loved it. Three of my other children and their spouses each had their own rooms. The house is warm and cozy. The gas fireplace places were authentic and threw off great heat. The outside gas fire pit was a big hit. We bundled up in blankets and sat around One night while the men had cigars. The trip to the mountain...
Rediker Retreat- Authentic Riverfront Luxury Log Home

SPRING BREAK GET A WAY !!! SLEEPS 12 and a HOT TUB. VERY PRIVATE LOCATION

9.6 out of 10, Exceptional, (57)
"We booked the house to celebrate my father’s birthday. It nicely accommodated 3 families with a bunk room for the kids downstairs. The alligator across the hall was a bit scary for young children, so beware opening doors. The hot tub was a nice touch, although we struggled to keep it at temperature. Location was perfect for mountain access and remote Mountain View’s. We enjoyed snow shoeing, skiing and sledding locally. "
SPRING BREAK GET A WAY !!! SLEEPS 12 and a HOT TUB. VERY PRIVATE LOCATION

Stunning views, luxurious home, hot tub, garage, games

10.0 out of 10, Exceptional, (81)
"We were so lucky to find this home for our vacation. The views were gorgeous and on sunny days,after skiing, the beautiful deck was the perfect place to spend time with friends and family. The house was in perfect condition and had everything we needed to have a vacation space EVERYONE was happy with. Every room was spacious and the kitchen provided everything we needed to cook some family style meals. We would definitely go back to this gem!"
Stunning views, luxurious home, hot tub, garage, games
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.
Don't see what you're looking for?
See all available properties in Upton
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Upton

The Mansion- Exclusive Private Estate on 5 Pristine Acres

10.0 out of 10, Exceptional, (33)
"The house was AMAZING! Had a wonderful time We had a pretty big group and the house was comfortable enough for all of us including kids and a dog. Did not feel crowded at all. Hosts were wonderful, very accommodating with late check out and asking if we need anything. The views from the house are spectacular, you dont need to go out at all honestly, you would have a good time just enjoying the house amenities and the views, def worth the drive from NY"
The Mansion- Exclusive Private Estate on 5 Pristine Acres

Rediker Retreat- Authentic Riverfront Luxury Log Home

10.0 out of 10, Exceptional, (86)
"The property was absolutely perfect for our group. My oldest daughter, her husband and their two kids, eight and 10. They stayed downstairs outside of the game room and absolutely loved it. Three of my other children and their spouses each had their own rooms. The house is warm and cozy. The gas fireplace places were authentic and threw off great heat. The outside gas fire pit was a big hit. We bundled up in blankets and sat around One night while the men had cigars. The trip to the mountain...
Rediker Retreat- Authentic Riverfront Luxury Log Home

Large private luxury home with outdoor hot tub

9.6 out of 10, Exceptional, (59)
"Perfect Christmas!"
Large private luxury home with outdoor hot tub
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.