Sheffield Holiday Rentals

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Our top choices for Sheffield holiday rentals

Throw your tent anywhere on property

Throw your tent anywhere on property
1.0 star property
Westmore
10.0 out of 10, Exceptional, (2)
"Everything was great!!! A view is amazing..."
Canada
Yulia
The price is HK$315
HK$532 total
includes taxes & fees
1 Jan - 2 Jan 2026
Throw your tent anywhere on property

Peaceful camp with breathtaking views

Peaceful camp with breathtaking views
1.0 star property
Westmore
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 HK$525
HK$769 total
includes taxes & fees
1 Jan - 2 Jan 2026
Peaceful camp with breathtaking views

Throw your tent anywhere!

Throw your tent anywhere!
1.0 star property
Westmore
The price is HK$315
HK$532 total
includes taxes & fees
1 Jan - 2 Jan 2026
Throw your tent anywhere!

Island Pond Apartment on VAST Trail – 2BR, 1BA

Island Pond Apartment on VAST Trail – 2BR, 1BA
Brighton
9.4 out of 10, Exceptional, (3)
"clean, convenient, easy trail access "
United States
Doug T.
The price is HK$739
HK$2,108 total
includes taxes & fees
8 Jan - 9 Jan 2026
Island Pond Apartment on VAST Trail – 2BR, 1BA

2bdrm East Burke Apt *Great Location*

2bdrm East Burke Apt *Great Location*
East Burke
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 HK$1,011
HK$1,619 total
includes taxes & fees
3 Jan - 4 Jan 2026
2bdrm East Burke Apt *Great Location*

Cozy Mountain View Retreat

Cozy Mountain View Retreat
Brighton
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.
Cozy Mountain View Retreat

Rv/camper hook ups with scenic views

Rv/camper hook ups with scenic views
Westmore
The price is HK$525
HK$769 total
includes taxes & fees
10 Jan - 11 Jan 2026
Rv/camper hook ups with scenic views

Ready to ski?? Snowmobile or just relax? Come enjoy winter in VTs North Country.

Ready to ski?? Snowmobile or just relax? Come enjoy winter in VTs North Country.
East Hardwick
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.

Cozy Vermont Cabin - Snowmobile, Bike, Ski & Relax

Cozy Vermont Cabin - Snowmobile, Bike, Ski & Relax
2.0 star property
Danville
10.0 out of 10, Exceptional, (1)
"Clean and spacious. Much larger than imagined. Easy communication with hosts. "
United States
Amy B.
The price is HK$1,490
HK$2,183 total
includes taxes & fees
12 Jan - 13 Jan 2026
Cozy Vermont Cabin - Snowmobile, Bike, Ski & Relax

Charming 2-bedroom house in welcoming Saint Johnsbury with WiFi, AC

Charming 2-bedroom house in welcoming Saint Johnsbury with WiFi, AC
Saint Johnsbury
10.0 out of 10, Exceptional, (11)
"What a beautiful stay! "
United States
katelyn l.
The price is HK$1,346
HK$2,440 total
includes taxes & fees
1 Jan - 2 Jan 2026
Charming 2-bedroom house in welcoming Saint Johnsbury with WiFi, AC

Secluded VT Cabin w/ Hot Tub, Pond, Trails and WiFi by Elevated Escapes Group

Secluded VT Cabin w/ Hot Tub, Pond, Trails and WiFi by Elevated Escapes Group
Victory
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 HK$1,583
HK$5,556 total
includes taxes & fees
5 Jan - 6 Jan 2026
Secluded VT Cabin w/ Hot Tub, Pond, Trails and WiFi by Elevated Escapes Group

5 minutes to well known mountain bike venue “Kingdom Trails”.

5 minutes to well known mountain bike venue “Kingdom Trails”.
Lyndon
10.0 out of 10, Exceptional, (5)
"Great place and comfortable for the night "
United States
Kevin P.
The price is HK$1,127
HK$1,933 total
includes taxes & fees
10 Jan - 11 Jan 2026
5 minutes to well known mountain bike venue “Kingdom Trails”.

Historic Island Pond Home on VAST Trail – 3BR, 2BA

Historic Island Pond Home on VAST Trail – 3BR, 2BA
Brighton
10.0 out of 10, Exceptional, (2)
"Fantastic house. Great service. Friendly. "
United States
David P.
The price is HK$1,205
HK$3,876 total
includes taxes & fees
12 Jan - 13 Jan 2026
Historic Island Pond Home on VAST Trail – 3BR, 2BA

"Newly Built" A-Frame nestled in the woods

"Newly Built" A-Frame nestled in the woods
2.0 star property
Saint Johnsbury
10.0 out of 10, Exceptional, (1)
"We stayed there for one night and everything was great. The house is tiny but cozy. It was suitable for 4 people but no more in my opinion. Everything was new and sparkling clean. The house had a lot of games, a gramophone, coal for grilling, and a guitar. We really enjoyed our one night stay and we recommend it."
United States
Marie A.
The price is HK$1,555
HK$2,847 total
includes taxes & fees
12 Jan - 13 Jan 2026
"Newly Built" A-Frame nestled in the woods

Lovely secluded cabin on VAST trail. Drive to Stowe, Smuggs, Jay Peak & others

Lovely secluded cabin on VAST trail. Drive to Stowe, Smuggs, Jay Peak & others
Woodbury
10.0 out of 10, Exceptional, (116)
"Amazing property, amazing place to spend a night or a week! "
United States
Amanda Danielle S.
The price is HK$1,224
HK$1,572 total
includes taxes & fees
6 Jan - 7 Jan 2026
Lovely secluded cabin on VAST trail. Drive to Stowe, Smuggs, Jay Peak & others

Dog-friendly, mountain-view cabin with shared hot tub, fireplace, & central AC

Dog-friendly, mountain-view cabin with shared hot tub, fireplace, & central AC
Morrisville
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 HK$731
HK$2,008 total
includes taxes & fees
13 Jan - 14 Jan 2026
Dog-friendly, mountain-view cabin with shared hot tub, fireplace, & central AC

Private 2-bedroom garage apartment in Newport Center, Vermont.

Private 2-bedroom garage apartment in Newport Center, Vermont.
Newport Center
10.0 out of 10, Exceptional, (6)
"Just as listed "
United States
Phillip P.
The price is HK$1,477
HK$2,212 total
includes taxes & fees
4 Jan - 5 Jan 2026
Private 2-bedroom garage apartment in Newport Center, Vermont.

NEW! Lakeside Farmhouse with Trail Access

NEW! Lakeside Farmhouse with Trail Access
Danville
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 HK$1,975
HK$3,666 total
includes taxes & fees
12 Jan - 13 Jan 2026
NEW! Lakeside Farmhouse with Trail Access

Secluded, dog-friendly cabin with hot tub, mountain view, fireplace & deck

Secluded, dog-friendly cabin with hot tub, mountain view, fireplace & deck
Morrisville
8.6 out of 10, Excellent, (9)
"Absolutely lovely and cozy for a winter getaway "
United States
Jamie
The price is HK$700
HK$1,970 total
includes taxes & fees
4 Jan - 5 Jan 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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Look no further and take a look at our great range of rental properties in Sheffield!

Frequently asked questions

Can I find a holiday rental in Sheffield?

Yes, there are holiday rentals close to the most popular sights in Sheffield, or you can select a more secluded option if you're looking for a relaxing stay.

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

Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont: This holiday home rental outside of Sheffield is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday 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 wider area.

What’s a holiday rental in Sheffield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sheffield. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for small groups.