Photo by Bill Eaker

Sheffield Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Sheffield

Beautiful & Secluded Cabin by Lake Thunderbird

10.0 out of 10, Exceptional, (12)
"This was a perfect place and stay for us. 5 mins from the beach area of the lake. Great setup of the house. Owner thought of the details for your stay. Relaxing and fun. Everyone enjoyed this house and its location. The owner was attentive and had great communication"
Beautiful & Secluded Cabin by Lake Thunderbird

Private riverfront, swimming pool. Basketball court, billiard table, game room

9.2 out of 10, Wonderful, (5)
"The house was very quant and clean. The setup is wonderful with things to do - river, pool, game room, play area, etc. The host was very responsive and wonderful to work with. I plan to stay again!"
Private riverfront, swimming pool. Basketball court, billiard table, game room

Rejoice Inn- Private Home- All Yours!!! In a quiet town on a large lot! New Bath

9.8 out of 10, Exceptional, (30)
"The only problem I had was with the back stairs to the porch. The steps were broken and wobbly. I was able to navigate them but I know others would have fallen. I did contact the Hndyman but he never responded to that request. Other than that, it was exectly what I hoped for!! "
Rejoice Inn- Private Home- All Yours!!! In a quiet town on a large lot! New Bath

Why stay at a hotel, when you can stay here!

10.0 out of 10, Exceptional, (6)
"Always enjoy my stay at this location. Wonderful check in process, seamless. Great location, lots around. Very comfortable bed, spacious. Has a full kitchen. Cannot say enough good things about this location. "
The price is NZ$284
includes taxes & fees
2 Dec - 3 Dec
Why stay at a hotel, when you can stay here!

Better than a hotel!

10.0 out of 10, Exceptional, (5)
"Enjoyable stay. Very clean and comfortable."
The price is NZ$274
includes taxes & fees
8 Dec - 9 Dec
Better than a hotel!

Comfortable & spacious 2 bedroom

10.0 out of 10, Exceptional, (4)
"Clean and comfortable. Very quiet. We enjoyed our stay. "
The price is NZ$378
includes taxes & fees
1 Dec - 2 Dec
Comfortable & spacious 2 bedroom

DePue Vacation Rental < 1 Mi to the Lake!

8.0 out of 10, Very good, (1)
"A spacious and clean property in a small town nestled in woods and hills. Quiet, pleasant neighborhood."
DePue Vacation Rental < 1 Mi to the Lake!

Spacious 10-bedroom house in delightful Bradford. Perfect for weddings

2.0 star property
The price is NZ$2,429
includes taxes & fees
26 Nov - 27 Nov
Spacious 10-bedroom house in delightful Bradford. Perfect for weddings

Escape the city at Hungry World Farm - a gorgeous 175 acre organic farm - 1 Bed

2.0 star property
The price is NZ$231
includes taxes & fees
26 Nov - 27 Nov
Escape the city at Hungry World Farm - a gorgeous 175 acre organic farm - 1 Bed

Beautiful, New Home Secluded in the Woods

Beautiful, New Home Secluded in the Woods

3-bedroom house in beautiful Rock Falls .

The price is NZ$349
includes taxes & fees
27 Nov - 28 Nov
3-bedroom house in beautiful Rock Falls .

Delightful & Relaxing 2 Bedroom!

10.0 out of 10, Exceptional, (1)
The price is NZ$381
includes taxes & fees
26 Nov - 27 Nov
Delightful & Relaxing 2 Bedroom!

Depue Vacation Rental < 1 Mi to the Lake!

3.0 star property
Depue Vacation Rental < 1 Mi to the Lake!
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.
Don't see what you're looking for?
See all available properties in Sheffield
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Sheffield you may be interested in

Chestnut Street Inn

3.5 star property
9.4 out of 10, Exceptional, (792)
"The Inn was wonderful. The innkeepers were warm and charming. Even considering the age of the building (1890ish) it was solid and up to date.just a great two days."
Chestnut Street Inn

Days Inn by Wyndham Rock Falls

3.0 star property
7.0 out of 10, Good, (580)
"Great service, clean and comfortable room. No complaints "
The price is NZ$122
includes taxes & fees
26 Nov - 27 Nov
Days Inn by Wyndham Rock Falls

AmericInn by Wyndham Princeton IL

2.5 star property
9.0 out of 10, Wonderful, (327)
"Stayed here for a local business visit and it was perfect for an overnight stay. Quiet, convenient and clean. I will stay again in the future. "
The price is NZ$226
includes taxes & fees
28 Nov - 29 Nov
AmericInn by Wyndham Princeton IL
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals 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. 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 are some of the best holiday rentals that Sheffield has to offer?

Private riverfront, swimming pool. Basketball court, billiard table, game room: This holiday home rental outside of Sheffield offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Mautino State Fish and Wildlife Area. In the wider area, you’ll find Sheffield Village Hall and Johnson Sauk Trail State Park.

What are holiday rentals like in Sheffield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sheffield. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip.