Sheffield Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Vacation Rentals in Sheffield

Fridge, microwave, oven, stovetop
Why stay at a hotel, when you can stay here!

Apartment in Rock Falls

10.0 out of 10, Exceptional, (12)
"Reasonable price and great communication with host"
United States
Conni F.
The price is ￥12,892
￥25,186 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Why stay at a hotel, when you can stay here!
Property grounds
Huge Heated Tent w/King Bed on 175 Acre Farm

Camping in Tiskilwa

10.0 out of 10, Exceptional, (2)
"What a wonderful night we had at your beautiful farm! We had everything we needed and will be back again! "
United States
Missy
The price is ￥18,174
￥28,676 total
includes taxes & fees
Dec 9 - Dec 10
Huge Heated Tent w/King Bed on 175 Acre Farm
Terrace/patio
Cabin 2: Discover our good nature at The Wildflower

Cabin in Princeton

2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful modern cabin in a secluded area yet with easy access to the town. Beautifully decorated inside and out. It’s amazing the amenities you can fit in a small space. We thoroughly enjoyed the fire table on our porch."
United States
Nicholas W.
The price is ￥40,541
￥58,385 total
includes taxes & fees
Dec 10 - Dec 11
Cabin 2: Discover our good nature at The Wildflower
Property grounds
Romantic - Cabin & Camping - on 175 Acre Farm

Cabin in Tiskilwa

The price is ￥18,174
￥28,676 total
includes taxes & fees
Dec 9 - Dec 10
Romantic - Cabin & Camping - on 175 Acre Farm
Fridge, microwave, oven, stovetop
Comfortable & spacious 2 bedroom

Apartment in Rock Falls

9.8 out of 10, Exceptional, (8)
"Everything was perfect definitely going to stay there again "
United States
Cameron
The price is ￥19,572
￥34,241 total
includes taxes & fees
Dec 9 - Dec 10
Comfortable & spacious 2 bedroom
Property grounds
Farmers Friend on 175 Acre Farm: Peaceful Retreat

Apartment in Tiskilwa

2.0 star property
The price is ￥19,727
￥31,329 total
includes taxes & fees
Dec 22 - Dec 23
Farmers Friend on 175 Acre Farm: Peaceful Retreat
Interior
3 bedroom ranch, sleeps 9, with AC,WiFi, and impeccable cleanliness.

Vacation Home in Rock Falls

10.0 out of 10, Exceptional, (3)
"Very nice cozy house "
United States
Shawn N.
The price is ￥21,746
￥38,191 total
includes taxes & fees
Dec 24 - Dec 25
3 bedroom ranch, sleeps 9, with AC,WiFi, and impeccable cleanliness.
Property grounds
Farmers Friend - Family Escape

Vacation Home in Tiskilwa

The price is ￥38,367
￥65,472 total
includes taxes & fees
Dec 9 - Dec 10
Farmers Friend - Family Escape
Outdoor pool, a heated pool
Spacious 10-bedroom house in delightful Bradford. Perfect for weddings

Vacation Home in Bradford

2.0 star property
10.0 out of 10, Exceptional, (1)
"The games in the basement were great. The check in and check out was easy. Great communication. Would stay again! "
United States
Derek S.
The price is ￥139,797
￥206,926 total
includes taxes & fees
Dec 9 - Dec 10
Spacious 10-bedroom house in delightful Bradford. Perfect for weddings
Exterior
Heated Tent, Queen Bed in Forest on Farm w Animals

Camping in Tiskilwa

The price is ￥18,174
￥27,846 total
includes taxes & fees
Dec 9 - Dec 10
Heated Tent, Queen Bed in Forest on Farm w Animals
Property grounds
4 Affordable Rooms: Shared Kitchenette, Restroom

Apartment in Tiskilwa

The price is ￥27,493
￥47,569 total
includes taxes & fees
Dec 9 - Dec 10
4 Affordable Rooms: Shared Kitchenette, Restroom
Private kitchen
Delightful & Relaxing 2 Bedroom!

Apartment in Rock Falls

10.0 out of 10, Exceptional, (7)
"Property was exactly like pictures"
United States
Drew S.
The price is ￥19,572
￥35,065 total
includes taxes & fees
Dec 9 - Dec 10
Delightful & Relaxing 2 Bedroom!
2 bedrooms, internet, bed sheets
Cabin 3: Escape to Enchantment, Aframe Glamping at The Wildflower.

Cabin in Princeton

10.0 out of 10, Exceptional, (1)
"Amazing coozy cabin for a getaway! Definitely going back sometime!"
United States
Andres C.
The price is ￥40,541
￥60,690 total
includes taxes & fees
Dec 9 - Dec 10
Cabin 3: Escape to Enchantment, Aframe Glamping at The Wildflower.
2 bedrooms, WiFi, bed sheets
Cabin 4: Reconnect with each other and nature at The Wildflower.

Cabin in Princeton

The price is ￥40,541
￥60,690 total
includes taxes & fees
Dec 9 - Dec 10
Cabin 4: Reconnect with each other and nature at The Wildflower.
Terrace/patio
Cabin 1: Unplug, unwind, unearth your peace at The Wildflower.

Cabin in Princeton

The price is ￥40,541
￥60,196 total
includes taxes & fees
Dec 10 - Dec 11
Cabin 1: Unplug, unwind, unearth your peace at The Wildflower.
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

Comfort Inn

Comfort Inn

10/10 Excellent
"Very nice property manager. Clean comfortable rooms. "
Shannon K 1-night trip
Posted 2 days ago
Comfort Inn

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:

  • View our selection of featured holiday rentals in Sheffield
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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 vacation rentals in Sheffield?

Yes, there are vacation rentals close to popular points of interest in Sheffield, or you can go with a more secluded option if you want a relaxing place to stay. Sheffield is known for its churches and festivals. Make sure you have time to check out the live music and parks during your trip.

What's the top vacation rental that Sheffield has to offer?

Rejoice Inn- Private Home- All Yours!!! In a quiet town on a large lot! New Bath: This vacation home near Sheffield is located in a rural location and has a patio, a private yard, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Sheffield?

Enjoy the area's cultural attractions such as Wanee Theatre, or get outdoors into nature at a spot like Windmont Park. Sheffield Village Hall and Mautino State Fish and Wildlife Area are other places to visit while you're in town.

What are vacation rentals like in Sheffield?

Vacation rentals are private accommodations you can reserve for several days or longer in Sheffield. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for small groups.