Vacation rentals in Upton

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Top-rated vacation rentals in Upton

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Guest favorite

Apartment in Woodstock

4.96 out of 5 average rating, 233 reviews

Ski, Swim, Hike, Bike, Repeat!

Come to a cozy mountain getaway nestled in the foothills of the Mahoosuc Range where the White Mountains complete the mise en scène and Mt Abram is prominent in the foreground. In winter, enjoy the hot tub or warmth of the greenhouse room after a day at Mt Abram or Sunday River, and in warmer months enjoy the shaded patio and the apartment's natural cooling. Many outdoor & dining destinations are within as few as ten minutes. If you want a more peaceful and slower pace in any season, stop by!

Sep 12 – 19

G$21,502 GYD per night

Guest favorite

Cabin in Hanover

4.99 out of 5 average rating, 355 reviews

Cabin retreat just steps from adventure

Nestled on 80 acres in the woods alongside a stream, this cabin is the perfect retreat. Whether you are looking for a romantic getaway, a family vacation, or a gathering of your closest friends-this cabin is ideal. It is located on a private road and close to Howard Pond, Androscoggin River, and Sunday River skiing. No matter the season, opportunities await, whether you decide to stay close or venture out. There are plenty of trails nearby to explore, canoe rentals, skiing and so much more.

Sep 16 – 23

G$40,504 GYD per night

Guest favorite

Apartment in Berlin

4.91 out of 5 average rating, 111 reviews

Cozy Mountain View Apartment close to Wildcat Mt!

Enjoy a cozy getaway in the heart of Berlin New Hampshire. Get instant access to ATV & Snowmobile trails right out of our driveway! Less than 30 mins from Presidential Range hiking trails & Wildcat! Comfortable large bedrooms and in-unit washer/dryer. 2nd floor apartment with views! In the morning enjoy coffee on the front porch and in the afternoon cozy up next to the fire pit in the backyard. This is a perfect getaway with family or friends. House has two queen beds with plenty of space

May 12 – 19

G$21,399 GYD per night

Guest favorite

Farm stay in Berlin

4.99 out of 5 average rating, 200 reviews

Berlin Trails Inn and Farm

Featurin cabin-style rooms on a farm with mountain views from the top of the world. We abut hiking, snowmobile, and ATV trails. With goats and chickens in the barn, wild berries in the fields, and all kinds of wildlife, the Berlin Trails Farm sits just up Cates Hill from the scenic Androscoggin - great for fishing, canoeing, and white water rafting. We are surrounded by hundreds of acres of meadows, wilderness, peaceful natural ambience, and we stock our own eggs and local breakfast foods!

Feb 26 – Mar 5

G$31,711 GYD per night

Guest favorite

Apartment in Whitefield

4.95 out of 5 average rating, 132 reviews

Hikers perfect spot.

This private unit has plenty of space to stretch out. Located on the second floor, this newly renovated unit is the first of 8 units of a historic building being fully renovated back to life. Nice touches like a restored cast iron sink are complimented by high efficiency heat and a/c. With a view overlooking the town square and also close to a grocery store, pizza shop, bank, and post office. Close to skiing, hiking, biking, and many destinations here in the White Mountains.

May 13 – 20

G$16,813 GYD per night

Guest favorite

Home in Hanover

4.99 out of 5 average rating, 241 reviews

Cozy home with Maine themed charm

Entire house, recently renovated, 8 minutes to Sunday River Road. Come enjoy all that winter has to offer in the beautiful western Maine mountains. Centrally located to all area attractions. Skiing, hiking, swimming, biking and exploring to name a few! Close to Grafton Notch state park where you can enjoy great hiking and beautiful views. One hour from Storyland and Santa's Village. Conveniently located to Bethel area restaurants and shopping. Directly on Rte 2 , easy access.

Aug 19 – 26

G$32,497 GYD per night

Guest favorite

Cabin in Andover

4.98 out of 5 average rating, 258 reviews

GOOD FOR THE SOUL GETAWAY

Nestled in the Western Mountains of Maine, you found your good for the soul place. Here lies a three bedroom ;1 bath ,screened in porch , Looking out over majestic mountains close enough to explore or not . Enjoy your little piece of Serenity 1 1/2 miles up a country dirt road, all the area has to offer for the outdoors enthusiast. Bring Snowshoes,Cross country Skies,Hunt, fish or hike and leave right from the front door. 130 acres of trails to explore on our property!

Jun 13 – 20

G$35,737 GYD per night

Guest favorite

Home in Andover

4.97 out of 5 average rating, 107 reviews

Cozy comfortable mobile home on private farm.

My place is close to the great outdoors! Hiking, biking, horseback riding, swimming and all water sports. We are an easy drive to three wonderful ski areas.. You’ll love my place because of the coziness, the location, the views and all the outdoor activities in the western mountains of Maine.. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). In season you can enjoy fresh vegetables from our gardens.

Mar 18 – 25

G$22,680 GYD per night

Guest favorite

Cabin in Andover

4.97 out of 5 average rating, 149 reviews

Recreation Haven

This cozy cabin is located in Andover, Maine with trail side access to ATV and snowmobiling, start riding right from the door yard! This location is hiker & explorer friendly, located 40min from scenic Bethel, ME. Cabin is 6 miles from the public boat launch on Richardson Lake & 15min to serene Roxbury Pond - bring your kayaks or canoes! We are decorated for the holidays!!! The cabin is a short walk to Devil's Den cave & 4 miles to a Applachian trailhead.

Dec 6 – 13

G$28,396 GYD per night

Superhost

Guesthouse in Hanover

4.9 out of 5 average rating, 172 reviews

Sunny Studio-Guesthouse. Near Sunday River!

Conveniently located on rte 2 it is 15 mins to Sunday River, Mt. Abram, and the village of Bethel. An easy drive to explore the White Mountains and Grafton Notch. The property was originally part of a potato field, offering wide open space and seasonal view of the Androscoggin River. Bald eagles have been observed on the river and flying above the field. Just past the main house, the guest cabin makes a sunny comfy home base to discover western Maine.

May 14 – 21

G$25,240 GYD per night

Guest favorite

Guest suite in Gorham

4.97 out of 5 average rating, 322 reviews

Cozy comfort close to White Mountain attractions!

A warm and welcoming home away from home! Located in a quiet residential neighborhood in Gorham NH, in the heart of the White Mountains with all of its attractions. Hiking, ATVing, sight seeing, skiing, fishing, kayaking, all right here! This cozy suite is within walking distance to the town center which has a beautiful park and good eating and drinking. There is plenty of parking and ATV's are welcome. Sleeps 4 with a full sized bed and sleeper sofa!

Apr 25 – May 2

G$18,299 GYD per night

Guest favorite

Cabin in Milan

4.91 out of 5 average rating, 196 reviews

Camp Ursus rustic and peaceful

One room cabin with all the necessities. At initial entrance, you are in the screened in porch. This offers your firewood close to carry, many cozy chairs to lounge, and a get away from the summer bugs. Camp door is locked with a coded lock. Upon entry of camp you will be met with a welcoming home like feel. The only thing you will need are drinking water and sleeping bags. Bunks are fitted with clean linens. Come! Come enjoy camp living!

Mar 8 – 15

G$22,731 GYD per night