Sheffield Holiday Rentals

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Our top choices for Sheffield holiday rentals

1.0 star property
10.0 out of 10, Exceptional, (2)
"Everything was great!!! A view is amazing..."
Canada
Yulia
The price is AU$105
includes taxes & fees
1 Jan - 2 Jan 2026
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 AU$151
includes taxes & fees
1 Jan - 2 Jan 2026
Peaceful camp with breathtaking views

Camping in Westmore

Throw your tent anywhere!
1.0 star property
The price is AU$105
includes taxes & fees
2 Jan - 3 Jan 2026
Throw your tent anywhere!
9.4 out of 10, Exceptional, (3)
"clean, convenient, easy trail access "
United States
Doug T.
The price is AU$407
includes taxes & fees
4 Jan - 5 Jan 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 AU$314
includes taxes & fees
3 Jan - 4 Jan 2026
2bdrm East Burke Apt *Great Location*

Holiday 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.
Cozy Mountain View Retreat
The price is AU$151
includes taxes & fees
1 Jan - 2 Jan 2026
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
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 AU$424
includes taxes & fees
12 Jan - 13 Jan 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 AU$473
includes taxes & fees
1 Jan - 2 Jan 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 AU$1,073
includes taxes & fees
6 Jan - 7 Jan 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 AU$372
includes taxes & fees
3 Jan - 4 Jan 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 AU$744
includes taxes & fees
12 Jan - 13 Jan 2026
Historic Island Pond Home on VAST Trail – 3BR, 2BA
2.0 star property
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 AU$551
includes taxes & fees
6 Jan - 7 Jan 2026
"Newly Built" A-Frame nestled in the woods
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 AU$305
includes taxes & fees
6 Jan - 7 Jan 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 AU$390
includes taxes & fees
12 Jan - 13 Jan 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 AU$429
includes taxes & fees
4 Jan - 5 Jan 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 AU$711
includes taxes & fees
12 Jan - 13 Jan 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 AU$383
includes taxes & fees
5 Jan - 6 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

Everything you need to know about Sheffield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sheffield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sheffield holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Sheffield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sheffield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sheffield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sheffield holiday rentals we have selected for you start as low as AU$305 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Sheffield rentals

At Expedia, we put the best Sheffield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sheffield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sheffield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sheffield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 Great Vermont Corn Maze, 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.