Sheffield Holiday Rentals

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Holiday Rentals in Sheffield

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

Woodbury
10.0 out of 10, Exceptional, (112)
"Great time, beautiful place. "
United States
Fraser D.
The price is NZ$356
includes taxes & fees
21 Nov - 22 Nov
Lovely secluded cabin on VAST trail. Drive to Stowe, Smuggs, Jay Peak & others

Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

Eden
10.0 out of 10, Exceptional, (242)
"We came for the long weekend to celebrate our anniversary, and absolutely LOVED the location. So peaceful and very private despite being on a popular lake. "
United States
Ashley T.
Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

Beautifully renovated antique farmhouse on pristine lake.

Cabot
9.8 out of 10, Exceptional, (215)
"The best place to stay in Vermont! "
United States
Rachel W.
Beautifully renovated antique farmhouse on pristine lake.

Lakefront Vacation Home on Lake Elmore

Elmore
9.6 out of 10, Exceptional, (105)
"We loved the house. Would stay again. "
United States
Paul O.
Lakefront Vacation Home on Lake Elmore

Beautiful Teeny Tiny Cottage On Lake Eden, directly on the water front

Eden
9.6 out of 10, Exceptional, (94)
"Incredible place and view. Close to Stowe very cute and had an incredible time"
United States
Sabil K.
Beautiful Teeny Tiny Cottage On Lake Eden, directly on the water front

Relaxing waterfront cabin getaway in the Groton State Forest

Peacham
9.8 out of 10, Exceptional, (21)
"A nice getaway for the family with beautiful views and enough to do in the area even with all the rain."
United States
Bill C.
Relaxing waterfront cabin getaway in the Groton State Forest

Cozy Mountain View Retreat

Brighton
9.8 out of 10, Exceptional, (20)
"My two kids and I absolutely adored staying in this adorable, comfortable 2 bed place. Cam equipped with all neccessaties! Cooking equipment, coffee machine! The hosts were so friendly and welcoming. We will be coming back!!!!"
United States
Lia D.
The price is NZ$412
includes taxes & fees
30 Nov - 1 Dec
Cozy Mountain View Retreat

Throw your tent anywhere on property

1.0 star property
Westmore
10.0 out of 10, Exceptional, (2)
"Très beau site, très grand espace disponible. Toilettes très propre. Coin feu et bbq très intéressant avec chaises et accessoires disponible. "
Canada
martine
The price is NZ$120
includes taxes & fees
18 Nov - 19 Nov
Throw your tent anywhere on property

Great Location, new lower rates on access road to Burke Mountain Ski Area .

Burke
9.0 out of 10, Wonderful, (91)
"Cozy, great location. Enjoyed our stay!"
United States
Clover C.
The price is NZ$564
includes taxes & fees
18 Nov - 19 Nov
Great Location, new lower rates on access road to Burke Mountain Ski Area .

Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub

Westmore
9.8 out of 10, Exceptional, (20)
"We loved it and would definitely stay there again!"
United States
Emily H.
Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub

NEW! Lakeside Farmhouse with Trail Access

Danville
9.8 out of 10, Exceptional, (8)
"Would stay there again !!"
United States
Kevin H.
The price is NZ$989
includes taxes & fees
19 Nov - 20 Nov
NEW! Lakeside Farmhouse with Trail Access

Cedar A-frame cabin with finished bunkhouse, sleeps 14. WiFi, AC in Glover, VT

Glover
2.0 out of 10, (1)
"Booked this house for 10 family members that were traveling up for a family reunion from over 4 hours away. As it got closer I did not receive any check-in notifications/messages from the host. I sent messages starting 2 days before check-in. The host never responded. I called VRBO on the day of check-in and they were wonderful with assisting me. The host was unresponsive to them. We saw a car and people at the house on our way over so we stopped and they informed us they had booked the...
United States
Louisa C.
Cedar A-frame cabin with finished bunkhouse, sleeps 14. WiFi, AC in Glover, VT

Cozy Lake Eden Retreat|Hot Tub|Wifi|Games|Pets OK

Eden Mills
9.8 out of 10, Exceptional, (26)
"Absolutely perfect lakeside lodging for our three adults, two children, and yellow lab. The house had everything one could possibly need: well equipped and generously stocked kitchen and bathrooms, gas grill, spacious and comfy living rooms, air conditioning, good wifi (especially important since Verizon phone service is non-existent ... AT&T seems to be the only game in town), TV with lots of streaming channels and apps, roomy bedrooms and comfy beds, washer and dryer, games and toys galore,...
United States
Peter C.
Cozy Lake Eden Retreat|Hot Tub|Wifi|Games|Pets OK

Comfortable home, hot tub and trails on 140 acres

4.0 star property
Concord
10.0 out of 10, Exceptional, (4)
"The home was very clean and welcoming. Everything was well stocked. They paid attention to the small details. There were bowls for the dogs, towels for the hot tub and pantry staples. Plenty of blankets and pillows. They even had chargers for phones and other electronics. It was very quiet and peaceful. We had a great time. Our dogs loved it too. "
United States
Shanna B.
Comfortable home, hot tub and trails on 140 acres

Come stay at the Kirby Hideaway!

Kirby
10.0 out of 10, Exceptional, (90)
"Place was wonderful! Just as pictured. Views were amazing. Very clean, great sheets on the beds, new towels. 10/10. "
United States
Erin J.
Come stay at the Kirby Hideaway!

Northwoods Guest Cabin & porch overlooking private woods and stream

Craftsbury
10.0 out of 10, Exceptional, (18)
"Phenomenal stay, loved the cabin, super cozy. Beautiful location and easy to access all that the area has to offer."
United States
Miles L.
Northwoods Guest Cabin & porch overlooking private woods and stream

Wonderful VT Get Away, Great Family Fun, WiFi, and Air Conditioning.

Hardwick
10.0 out of 10, Exceptional, (110)
"Wonderful property"
United States
Robert S.
Wonderful VT Get Away, Great Family Fun, WiFi, and Air Conditioning.

LITTLE SISTER'S CAMP SITE

Newport
7.0 out of 10, Good, (2)
"The site is beautiful and very secluded! Visitors must have a vehicle that can drive on dirt, rocky road that maybe muddy. I made it through with a minivan w/ AWD but I was nervous in some tight spots. Not a location for large vehicles to get through. Once at the site there was plenty of space to maneuver a vehicle. Setup a tent right under the pavilion & park a vehicle close by for easy access to items. Toilet is available but nothing fancy - this is camping. It has an actual toilet seat and...
United States
Nicole J.
LITTLE SISTER'S CAMP SITE

2bdrm East Burke Apt *Great Location*

East Burke
9.8 out of 10, Exceptional, (174)
"Very accommodating hosts and convenient location"
United States
Trais V.
The price is NZ$335
includes taxes & fees
22 Nov - 23 Nov
2bdrm East Burke Apt *Great Location*

Cozy Vermont Cabin - Snowmobile, Bike, Ski & Relax

2.0 star property
Danville
The price is NZ$353
includes taxes & fees
19 Nov - 20 Nov
Cozy Vermont Cabin - Snowmobile, Bike, Ski & Relax
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 favorite 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 depends 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 NZ$120 per night. Entering your travel dates in the search wizard you might find 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?

Lakefront Vacation Home on Lake Elmore: 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 5 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. Hill Farmstead Brewery and Kingdom Trails 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.