Vacation rentals in Upton

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Top-rated vacation rentals in Upton

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A fire pit surrounded by four wooden Adirondack chairs is set against a gravel area. The rustic lodge can be seen in the background, framed by trees displaying autumn colors and string lights. A peaceful and inviting outdoor space is highlighted.

Home in Jackson

4.98 out of 5 average rating, 54 reviews

The Sommet-Magical Views- Main house+Guest cottage

ChrisRating, 5 stars2 months ago

We loved the views at the Sommet. The house was spacious enough for all 6 of us without even spending much time in the guest house. We found the beds comfortable and the 3 bathrooms were helpful. The kitchen was pretty well stocked and we ended up eating in 5 out of 7 nights. The Uno, Jenga and Clue were big hits with the whole family. Thanks!

Superhost

A natural rock formation features small waterfalls cascading into a clear pool. Surrounding greenery adds a touch of nature, while guests are seen enjoying the water. Sunlight reflects off the rocks, creating a warm atmosphere.

Home in Conway

4.84 out of 5 average rating, 351 reviews

Private In Village, HotTub, 1 bedroom, Fire Place

IsaacRating, 5 stars1 week ago

Perfect place for a weekend getaway for my wife and I. The house is comfortable and cozy to hang out at, we loved the fireplace in the living room and of course the hot tub! Quiet and secluded property while still only a 5-10 min walk to a ton of great shops/restaurants. We loved it!

Top guest favorite

A wooden dock extends into a calm lake, leading to a small boat anchored at the end. The water reflects a clear blue sky, with gentle ripples across the surface, and green hills visible in the distance.

Home in Harrison

5 out of 5 average rating, 6 reviews

2BR Lake House on Private Beach w/hot tub & sauna

JasonRating, 5 stars6 months ago

This is place is a gem. The lake is beautiful and the beach is very private. The house has a nice layout and is both spacious and cozy. This was our second year staying here and we plan to come back again! Dina is very responsive and great to work with.

Superhost

A spacious living area features a large sectional sofa, a coffee table, and a flat-screen television. Natural light pours in through large windows, complemented by a skylight. A cozy fireplace is situated beside a textured black rug on the floor, adding warmth to the space.

Townhouse in Bartlett

4.85 out of 5 average rating, 105 reviews

Spacious Family Vaca Storyland*Saco*Close to all!

JoanneRating, 5 stars2 months ago

Great place to stay. The basement space for the kids is great, they each had their own bedroom but could hang in the common space. Golden Tee was a HIT! Centrally loacated to multiple ski mountains. Plenty of room to spread out and get comfortable!

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What guests are saying

All seasons Lake House next to ski areas

4.92 out of 5 average rating, 13 reviews6 months ago

Had a great stay at the cabin. The lake and surrounding mountains are beautiful. Lake was fun to fish off dock and using canoe. Nearby town Bethel has a few nice restaurants and there are a number of easily accessible day hiking spots nearby. The beds are super comfortable as well. Overall a great stay!

Cabin in Greenwood

What guests are saying

Relaxing Mountaintop Escape | Incredible Views!

4.91 out of 5 average rating, 22 reviews6 months ago

Thank you Jeremiah and Lisseth, we had a great stay! Everything was clean, organized, and had everything we needed for a wonderful time. Main st's of NH Conway were 15-20minutes away, dunkins 15minutes, mostly everything was close enough. The view from the balcony and bedroom were amazing. I will be staying here again for sure. Thank you!

Home in Bartlett

What guests are saying

White Mountains' Inn, Bretton Woods, Loon, Cannon!

5 out of 5 average rating, 43 reviews1 month ago

Anne's place is absolutely stunning! The pictures truly cannot do it justice. We brought twelve people and a dog and had plenty of space. The proximity to everything in Bethlehem is amazing as well. We walked down the street to rek lis and had a great time. Out of all the Airbnb's I've stayed in I think this one has to be the best. We definitely plan to get back during other seasons to experience everything it has to offer.

Home in Bethlehem

What guests are saying

#1 View in Maine, Theater, HTub, Xbox, Golf, Lake

5 out of 5 average rating, 87 reviews5 days ago

A true gem! Its impossible not to be impressed by the mountain views that this place offers, for me it's one of a kind! You can see they care a lot about the house, the movie theater is a lot of fun and adds a lot to the house, the rooms are spacious and comfortable, the arcade and the hot tub are the cherry on top. The host was nice and responsive the whole trip! I would love to come back and spend more time in this amazing home! Don't think twice, just book it

Home in Woodstock

What guests are saying

LUX Home with Breathtaking Views

5 out of 5 average rating, 6 reviews5 days ago

We had such a wonderful stay at this beautiful luxury home! It was a moms’ getaway with our kids (ages 8 to 12), and it was exactly what we needed. The home itself is stunning—spacious, clean, and full of charm, with incredible views from almost every window. I loved waking up early, sipping coffee with a book outside or by the big windows, just soaking in the peaceful surroundings and a fresh air. There was so much for the kids to do, and we had some busy, fun-filled days—lots of hiking, stops at McDonald’s, and some really cute local restaurants and breweries all within 15 minutes. It felt like the perfect mix of adventure and relaxation. Tim is amazing—so proactive, always quick to respond, even when I was delayed in getting back due to our packed schedule. He was kind enough to offer a complimentary late check-out since the cleaning crew was scheduled for later, which was a win-win and much appreciated. We would absolutely love to make this an annual trip. highly recommended!

Home in Franconia

What guests are saying

Family Friendly Chalet with Serene Mountain Views

4.98 out of 5 average rating, 94 reviews1 month ago

We had an amazing stay! The location was absolutely beautiful, and the house was spotless and well-stocked with everything we needed. The host was fantastic, providing great recommendations that made our trip even better. We’d definitely stay here again — highly recommend!

Home in Bartlett

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Popular amenities for Upton vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Upton

Top guest favorite

A covered entryway is situated beneath an upper porch, featuring a wooden bench beside a welcoming door. A stack of firewood is neatly arranged to the right, partially covered with a tarp. Soft lighting illuminates the space, accompanied by scattered autumn leaves.

Home in Greenwood

5 out of 5 average rating, 15 reviews

Cozy Greenwood Condo!

AnnieRating, 5 stars1 month ago

This condo, conveniently on the ground floor, and was clean and inviting. The wood stove provided warmth and ambiance. The furnishings included a modern well appointed coffee bar, ski themed decorations and two comfortable couches to gather around the wood stove after a day outside of adventuring. There was a mud room for outdoor clothing and boots and the bed was comfortable. The artwork in the bedroom is a fun ski-themed print. A lovely ski weekend.

Superhost

A spacious interior showcases a modern design with exposed wooden beams and large windows allowing natural light to fill the area. Glass railings overlook an open space below, creating a sense of openness and connection to the surrounding greenery.

Home in Carrabassett Valley

5 out of 5 average rating, 4 reviews

The Epic Sugarloaf Family Getaway!

KarenRating, 5 stars2 months ago

This place was very convenient to the mountain with a lift nearby and it was very clean and incredibly spacious. David is very accommodating and helpful. We sorely missed having coffee available in the morning but really that was our fault for not bringing it as it was not advertised that there would be any I just assumed for the price there would be a little coffee. Overall though great stay and very nice place - thank you!

Top guest favorite

Apartment in Bartlett

5 out of 5 average rating, 22 reviews

Large Family Apartment

KarenRating, 5 stars1 month ago

Kevin's place was great! Very clean, comfortable and in good area as we stayed for a week of skiing. Easy to get to Attitash ski resort and quick drive to Wildcat Mountain. Kevin was easy to communicate with and would return again next year for sure!

Superhost

A charming log cabin with a gabled roof is set against a clear blue sky. Large windows enhance the natural light and provide views of the surrounding trees. A spacious deck features outdoor seating, surrounded by stone steps leading to the lush green yard.

Cabin in Bartlett

4.92 out of 5 average rating, 179 reviews

Mountain View Retreat, Near skiing, shopping

JaimeRating, 5 stars3 months ago

We absolutely loved our stay! Plenty of room for 8 guests (and more!!) in a beautiful setting. There was many helpful amenities, like kitchen items, and plenty of towels. The location is perfectly centered to many popular things to do. James was always very responsive to questions left clear instructions. We highly recommend staying here and hope to do so again in the future.

Superhost

A covered porch features a comfortable seating area with a wicker sofa and matching cushions, arranged around a low coffee table. A hammock is suspended for relaxation, and a striped outdoor rug adds texture to the wooden floor. Large windows provide views of the surrounding landscape.

Home in Otisfield

4.75 out of 5 average rating, 20 reviews

Log Cabin *15 acres*hunting* snowmobile*skiing

NinaRating, 5 stars3 months ago

great place for a group of friends to get away from the city ! hot tub was spacious, pool table was a great addition to the house, and the large property was awesome for exploring the woods. overall, 10/10 would definitely come back !! only downside, there were only 11 forks for 12 guests !

Top guest favorite

A panoramic view of lush green hills is presented, stretching towards a serene lake nestled in the valley below. The sky is bright with scattered clouds, enhancing the natural beauty of the landscape. A rocky outcrop is visible in the foreground.

Home in Waterford

5 out of 5 average rating, 7 reviews

CAPE MAINE Rural mountain views with great Wi-Fi

MaryjaneRating, 5 stars4 months ago

Lovely old farmhouse set in a peaceful, quiet surrounding. Excellent views of the mountains.. The owners have taken care to make it a cozy experience. It snowed the first day that we were there and the power subsequently went out in the area due to downed trees and limbs, but the back-up flicked on and we remained snug and warm. Lenore knew before we did that we were on generator power! The pictures on AirBnB do a great job of capturing the charm of the place. Loved our stay!

Guest favorite

Home in Dallas Plantation

4.93 out of 5 average rating, 29 reviews

Ski/snowmobile retreat-hot tub

HilaryRating, 5 stars1 month ago

This house is OUTSTANDING! The location is perfect, the house is spotlessly clean, top of the line kitchen. Our stay could not have been more perfect.

Guest favorite