Apartment
10.0(7 Reviews)
2 Bedrooms
6 Guests
Balcony/Terrace
Kitchen
Internet
Child Friendly
£122/Night
7 Nights - £853
Sheffield Winter Rentals & Holiday Homes
Discover winter rentals Sheffield - We found 232 exact matches
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Compare Winter Rental in Sheffield
10.0
£155/Night
7 Nights - £1,084
£564/Night
7 Nights - £3,949
Cottage
10.0(5 Reviews)
2 Bedrooms
4 Guests
Parking- Kitchen
- Internet
- Child Friendly
£175/Night
7 Nights - £1,225
£316/Night
7 Nights - £2,212
Cottage
10.0(3 Reviews)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£225/Night
7 Nights - £1,578
£385/Night
7 Nights - £2,694
Apartment
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Kitchen
- Internet
Laundry
TV
£127/Night
7 Nights - £890
Apartment
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£119/Night
7 Nights - £832
House
10.0(1 Review)
4 Bedrooms
8 Guests
Hot Tub- Parking
- Balcony/Terrace
View
£491/Night
7 Nights - £3,434
Apartment
10.0(3 Reviews)
1 Bedroom
4 Guests
- Kitchen
- Internet
- Child Friendly
- Laundry
£91/Night
7 Nights - £639
House
10.0(1 Review)
2 Bedrooms
3 Guests
- Parking
- View
- Internet
Pet Friendly
£131/Night
7 Nights - £920
House
10.0(2 Reviews)
3 Bedrooms
10 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
£102/Night
7 Nights - £715
Cottage
10.0(1 Review)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£1,039/Night
7 Nights - £7,271
Apartment
10.0(1 Review)
3 Bedrooms
8 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
£291/Night
7 Nights - £2,036
House
10.0(1 Review)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£160/Night
7 Nights - £1,121
House
10.0(1 Review)
2 Bedrooms
5 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
£159/Night
7 Nights - £1,110
Apartment
10.0(1 Review)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£139/Night
7 Nights - £974
Cottage
9.8(15 Reviews)
6 Bedrooms
12 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£1,020/Night
7 Nights - £7,137
Cottage
9.8(15 Reviews)
4 Bedrooms
8 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£459/Night
7 Nights - £3,212
House
9.4(9 Reviews)
3 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£97/Night
7 Nights - £677
House
9.0(20 Reviews)
4 Bedrooms
6 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£289/Night
7 Nights - £2,022
Cottage
8.0(2 Reviews)
2 Bedrooms
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£120/Night
7 Nights - £841
About Sheffield Winter Rental on Casai.uk
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 232 accommodations for your upcoming winter getaway, whether you're dreaming of azure waters and sun-kissed beaches or charming coastal towns.
At Casai, we present a diverse array of listings for holiday homes and villas nestled in the picturesque landscapes of the Mediterranean and the Caribbean. From luxurious villas overlooking crystal-clear waters to charming holiday homes nestled amidst palm-fringed shores, our curated selection caters to every preference and ensures an unforgettable retreat.
Indulge in the epitome of luxury with our Mediterranean and Caribbean villas, boasting opulent amenities such as private pools, spacious outdoor terraces, serene gardens, and breathtaking ocean views. Whether you're seeking a romantic escape, a family adventure, or a group getaway, our listings offer the perfect blend of comfort and sophistication.
Escape the winter chill and bask in the warmth of the Mediterranean or Caribbean sun. Explore our collection of holiday homes and villas, meticulously curated to provide the ultimate sanctuary for your winter retreat. With Casai, your dream vacation awaits.
Winter Rental: Explore Top Destinations
Frequently Asked Questions About Sheffield Winter Rentals
What are the top rated Winter Rentals in Sheffield?
There are a lot of options in Sheffield. If you plan on staying in the Sheffield area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Sheffield:
- Top Hill Farm Cottage
- A stylish home in Sheffield
- St John's Cottage
- Habberjam Farm - Swimming pool, Hot Tub, Sauna, Games Room
- Nancy's Cabin
- Sapphire Dreams
- The Cubley Retreat
- Luxeliving The Larch Residence
- The Lodge - comfortable, stylish, 3 bedroom home with 3-6 beds near Utilita Arena - free parking
- The Old Robin Hood
How much does it cost to rent a place to stay near Sheffield in the wintertime?
The average cost for winter rentals in Sheffield is $287 per night. Casai has a wide list of great winter places to stay near Sheffield that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Sheffield that allow pets?
Yes, here are the top cottage/chalet rentals in Sheffield that allow you to bring your pet or dog:
- Paradise Square Remodelled 18th Century Apt 1
- Causeway Hideaway
- Courthouse Cottage
- 2 bedroom accommodation in Loxely, near Sheffield
See all pet-friendly vacation rentals in Sheffield on Casai.uk
Do you have any winter rentals in Sheffield that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Sheffield to find what works for you.
Are there winter accommodations in Sheffield that have indoor swimming pools?
As of 2026, the data from Casai.uk shows that there are over 232 private swimming pools or indoor pools accommodations near Sheffield along with other great amenities.
Do any winter holiday rentals in Sheffield have hot tubs?
About 232 holiday rentals in Sheffield boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Sheffield?
Yes, there are many luxury places to stay in Sheffield for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Sheffield with all the best amenities for your next trip.
