Sheffield Vacation Rentals

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Our top choices for Sheffield vacation rentals

1.0 star property
10.0 out of 10, Exceptional, (2)
"Everything was great!!! A view is amazing..."
Canada
Yulia
The price is ¥6,341
¥10,706 total
includes taxes & fees
Dec 29 - Dec 30
Throw your tent anywhere on property
1.0 star property
10.0 out of 10, Exceptional, (2)
"Had a group of around 15 adults and 2 dogs! Was a great view and easy set up! Had a nice place to have a bonfire and blackstone to cook on. Shared some s’mores and a smile with Frank, the host!"
United States
miranda W.
The price is ¥10,568
¥15,483 total
includes taxes & fees
Dec 29 - Dec 30
Peaceful camp with breathtaking views

Camping in Westmore

Throw your tent anywhere!
1.0 star property
The price is ¥6,341
¥10,706 total
includes taxes & fees
Dec 29 - Dec 30
Throw your tent anywhere!
9.4 out of 10, Exceptional, (3)
"clean, convenient, easy trail access "
United States
Doug T.
The price is ¥14,091
¥41,602 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Island Pond Apartment on VAST Trail – 2BR, 1BA
9.8 out of 10, Exceptional, (175)
"Everything was great, such a perfect spot to have as a home base for all the activities Burke offers!"
United States
Bree C.
The price is ¥20,354
¥32,792 total
includes taxes & fees
Dec 29 - Dec 30
2bdrm East Burke Apt *Great Location*

Vacation Home in Brighton

Cozy Mountain View Retreat
9.8 out of 10, Exceptional, (20)
"We really enjoyed our stay. The animals were so cool. The farmer’s market was awesome! Highly recommend! "
United States
Thomas C.
The price is ¥25,364
¥41,910 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Cozy Mountain View Retreat
The price is ¥10,568
¥15,483 total
includes taxes & fees
Dec 29 - Dec 30
Rv/camper hook ups with scenic views
10.0 out of 10, Exceptional, (26)
"We have a great stay for a long weekend! We loved exploring the area nearby and the house right on the river was beautiful! It was great to see older photos of the house in its original uses. A beautiful and peaceful stay!"
United States
Kaleigh G.
Ready to ski?? Snowmobile or just relax? Come enjoy winter in VTs North Country.
2.0 star property
The price is ¥30,155
¥44,470 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cozy Vermont Cabin - Snowmobile, Bike, Ski & Relax
10.0 out of 10, Exceptional, (11)
"What a beautiful stay! "
United States
katelyn l.
The price is ¥27,713
¥49,802 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Charming 2-bedroom house in welcoming Saint Johnsbury with WiFi, AC
10.0 out of 10, Exceptional, (29)
"Property and home is spotless! Enjoyed the secluded area, the pond and just being lazy for a few days!"
United States
Deana R.
The price is ¥39,268
¥121,138 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Secluded VT Cabin w/ Hot Tub, Pond, Trails and WiFi by Elevated Escapes Group
10.0 out of 10, Exceptional, (5)
"Great place and comfortable for the night "
United States
Kevin P.
The price is ¥20,354
¥35,948 total
includes taxes & fees
Jan 10 - Jan 11, 2026
5 minutes to well known mountain bike venue “Kingdom Trails”.
10.0 out of 10, Exceptional, (2)
"Fantastic house. Great service. Friendly. "
United States
David P.
The price is ¥21,920
¥73,748 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Historic Island Pond Home on VAST Trail – 3BR, 2BA
2.0 star property
The price is ¥38,360
¥65,409 total
includes taxes & fees
Jan 14 - Jan 15, 2026
"Newly Built" A-Frame nestled in the woods
10.0 out of 10, Exceptional, (115)
"Amazing property, amazing place to spend a night or a week! "
United States
Amanda Danielle S.
The price is ¥24,660
¥31,654 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Lovely secluded cabin on VAST trail. Drive to Stowe, Smuggs, Jay Peak & others
9.6 out of 10, Exceptional, (11)
"This place fantastic!!! Can’t wait for the next year, because it felt like home and every second was magical. Definitely amazing place "
United States
Kostiantyn
The price is ¥17,223
¥42,799 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Dog-friendly, mountain-view cabin with shared hot tub, fireplace, & central AC
10.0 out of 10, Exceptional, (6)
"Just as listed "
United States
Phillip P.
The price is ¥29,748
¥45,067 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Private 2-bedroom garage apartment in Newport Center, Vermont.
9.8 out of 10, Exceptional, (9)
"The house is perfect. Great location. Very clean and nicely done inside. "
United States
Linda B.
The price is ¥39,769
¥73,826 total
includes taxes & fees
Jan 12 - Jan 13, 2026
NEW! Lakeside Farmhouse with Trail Access
8.6 out of 10, Excellent, (9)
"Absolutely lovely and cozy for a winter getaway "
United States
Jamie
The price is ¥15,657
¥40,588 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Secluded, dog-friendly cabin with hot tub, mountain view, fireplace & deck
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 Sheffield Hotel Reviews

Find out more about Sheffield

Search for holiday rentals in Sheffield on Expedia! You can easily find your home rentals, villas, holiday apartments in Sheffield using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Sheffield?

Yes, you can find vacation rentals near well known local attractions in Sheffield, or you can select a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals that Sheffield has to offer?

Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont: Visitors like this Sheffield vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What’s there to see and do in Sheffield?

While exploring the area, visit family-friendly sights like Fairbanks Museum and Planetarium, or get outside and enjoy nature at Shadow Lake. Bread and Puppet Theater and Hill Farmstead Brewery are a couple of places you'll find in the larger area.

What’s a vacation rental in Sheffield like?

A vacation rental is a private property you can stay in for a couple of days or more in Sheffield. Vacation rentals offer amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family trips or small group gatherings.