A village with houses on a hillside, surrounded by trees and open fields.

Winster Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Winster holiday rentals

A stone building with a blue door labeled "The Hayloft."

1. The Hayloft

The Hayloft
3.5 star property
Matlock
The price is HK$2,897
HK$3,477 total
includes taxes & fees
12 Sept - 13 Sept
The Hayloft
A stone house with a conservatory, a well-maintained lawn, and surrounding greenery.

2. Ivy Cottage

Ivy Cottage
3.5 star property
Matlock
The price is HK$4,117
HK$4,941 total
includes taxes & fees
14 Sept - 15 Sept
Ivy Cottage
A stone building with multiple windows and a door, surrounded by stone walls and greenery.

3. Daisy Cottage

Daisy Cottage
3.5 star property
Matlock
The price is HK$4,433
HK$5,319 total
includes taxes & fees
25 Sept - 26 Sept
Daisy Cottage
A kitchen with a black stove, white cabinets, a wooden cutting board, and potted plants on the windowsill.

4. Commuters Getaway Chesterfield

Commuters Getaway Chesterfield
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$800
HK$1,214 total
includes taxes & fees
7 Sept - 8 Sept
Commuters Getaway Chesterfield
A stone building with a gravel courtyard, a wooden fence, and pink flowers.

5. Aunt Jane's

Aunt Jane's
3.5 star property
Matlock
10.0 out of 10, Exceptional, (3 reviews)
"Charming, comfortable, very well equipped cottage in beautiful surroundings. Host family were very welcoming, and helped to make our little getaway run smoothly. "
United Kingdom
Anonymous traveller
The price is HK$2,397
HK$2,876 total
includes taxes & fees
28 Sept - 29 Sept
Aunt Jane's
A stone building with a wooden picnic table and benches, surrounded by lush greenery and potted plants.

6. Self Catering Holiday Bungalow in Ilam near Dovedale, Ashbourne

Self Catering Holiday Bungalow in Ilam near Dovedale, Ashbourne
Ashbourne
9.6 out of 10, Exceptional, (178 reviews)
"A true gem! Thoroughly enjoyed our stay here and will definitely be booking again. Wonderful!"
United States
Debbie W.
The price is HK$1,802
HK$2,300 total
includes taxes & fees
14 Sept - 15 Sept
Self Catering Holiday Bungalow in Ilam near Dovedale, Ashbourne
A compact kitchen with a microwave, sink, and dark cabinets. There's a wooden door leading to another room and a sofa in the corner.

7. Meadow View - (Bottom Cabin) - sleeps 2 guests in 1 bedroom

Meadow View - (Bottom Cabin) - sleeps 2 guests in 1 bedroom
Foolow
10.0 out of 10, Exceptional, (5 reviews)
"Enjoyable stay"
United Kingdom
Michael
The price is HK$1,273
HK$1,273 total
includes taxes & fees
7 Sept - 8 Sept
Meadow View - (Bottom Cabin) - sleeps 2 guests in 1 bedroom
A cozy room with a bed, a sofa, a desk, and a window with curtains.

8. Hare’s Retreat - ( Middle Cabin ) - sleeps 2 guests in 1 bedroom

Hare’s Retreat - ( Middle Cabin ) - sleeps 2 guests in 1 bedroom
Foolow
10.0 out of 10, Exceptional, (1 review)
"Clean and a nice place to stay. This was our second visit to the cabins with our dog and Penny was very helpful."
United Kingdom
Michael
The price is HK$1,285
HK$1,285 total
includes taxes & fees
7 Sept - 8 Sept
Hare’s Retreat - ( Middle Cabin ) - sleeps 2 guests in 1 bedroom
A cozy cabin interior with a bed, a sofa, a fireplace, and a window.

9. Bertie's Retreat - sleeps 2 guests in 1 bedroom

Bertie's Retreat - sleeps 2 guests in 1 bedroom
Foolow
9.2 out of 10, Wonderful, (5 reviews)
"Had fabulous stay at Bertie’s retreat …hot tub was amazing too . Only thing I missed was an oven ! "
United Kingdom
Julia H.
The price is HK$1,537
HK$1,537 total
includes taxes & fees
14 Sept - 15 Sept
Bertie's Retreat - sleeps 2 guests in 1 bedroom
A window with a view of a rocky landscape and a flowing stream.

10. Historic Water Mill in the heart of the Peak District

Historic Water Mill in the heart of the Peak District
Millers Dale
10.0 out of 10, Exceptional, (14 reviews)
"Me and my friends had a lovely weekend in this gorgeous apartment. It is nestled in the most beautiful valley and has everything you need to be able to enjoy yourself completely Had a fabulous time"
United Kingdom
Lucy C.
The price is HK$1,484
HK$2,364 total
includes taxes & fees
15 Sept - 16 Sept
Historic Water Mill in the heart of the Peak District
A modern kitchen with built-in appliances, a dining area with a wooden table and chairs, and a clock on the wall.

11. Brewers Cottage - sleeps 2 guests in 1 bedroom

Brewers Cottage - sleeps 2 guests in 1 bedroom
Foolow
10.0 out of 10, Exceptional, (6 reviews)
"Ideal for us on a short visit to family with fog in tow. Foolow a lovely village with great pub and stunning views"
United States
marcus s.
The price is HK$1,518
HK$1,518 total
includes taxes & fees
10 Sept - 11 Sept
Brewers Cottage - sleeps 2 guests in 1 bedroom

12. Old Nags Head

Old Nags Head
3.0 star property
Hope Valley
10.0 out of 10, Exceptional, (1 review)
"What a lovely place to stay. The apartment had everything we needed for a comfortable stay. We parked up the car at the back of the pub and left it there for two days because everything you need is right there. We did a great walk from the pub and bought essentials from the little shop at the campsite opposite. The food at the pub was great . I highly recommend."
United Kingdom
Elizabeth
The price is HK$927
HK$1,130 total
includes taxes & fees
14 Sept - 15 Sept
Old Nags Head
A four-poster bed with a wooden headboard, two bedside tables, and a window with curtains.

13. 3 bedroom accommodation in Hartington

3 bedroom accommodation in Hartington
Hartington
The price is HK$3,973
HK$3,973 total
includes taxes & fees
1 Oct - 2 Oct
3 bedroom accommodation in Hartington
A narrow gravel path flanked by lush greenery and stone buildings with blue shutters.

14. Rose Cottage - Cosy Cottage in Millers Dale

Rose Cottage - Cosy Cottage in Millers Dale
3.0 star property
Buxton
10.0 out of 10, Exceptional, (5 reviews)
"It was a great place to stay. I will definitely come back in the future."
United States
HYERYEON
The price is HK$1,740
HK$2,216 total
includes taxes & fees
13 Sept - 14 Sept
Rose Cottage - Cosy Cottage in Millers Dale
A stone building with a grassy yard and a wooden bench.

15. River Cottage

River Cottage
3.5 star property
Bakewell
10.0 out of 10, Exceptional, (5 reviews)
"Great base for walking, all facilities as expected, heating very easy to operate and the most stunning view."
United Kingdom
Ruth
The price is HK$2,658
HK$3,189 total
includes taxes & fees
2 Oct - 3 Oct
River Cottage
A compact hotel room with a bed, a TV, a small kitchenette, and a dining area.

16. Arbourfield Lodge | Serviced Accomodation

Arbourfield Lodge | Serviced Accomodation
2.5 star property
Derby
8.0 out of 10, Very good, (3 reviews)
"Lovely accommodation! Very clean and excellently equiped ! "
United Kingdom
Elaine
The price is HK$628
HK$1,018 total
includes taxes & fees
13 Sept - 14 Sept
Arbourfield Lodge | Serviced Accomodation
A courtyard with a brick wall, a wooden bench, wicker furniture, and potted plants.

17. Hidden Cottage for Two in Cheadle Staffordshire, ideal for the Peak District.

Hidden Cottage for Two in Cheadle Staffordshire, ideal for the Peak District.
Cheadle
9.4 out of 10, Exceptional, (51 reviews)
"Second time we’ve stayed, lovely cosy home with all amenities and home comforts. Secure and near to all shops. Don’t forget to go to the oatcake shop on Cross Street, open on Sundays too."
United Kingdom
Clare J.
The price is HK$933
HK$1,102 total
includes taxes & fees
7 Sept - 8 Sept
Hidden Cottage for Two in Cheadle Staffordshire, ideal for the Peak District.
A hotel room with a bed, a window with curtains, a radiator, and a door leading to a bathroom.

18. Kingfield Boutique Hotel

Kingfield Boutique Hotel
3.5 star property
Nether Edge
6.4 out of 10, (9 reviews)
"Great value accommodation "
United Kingdom
Caroline
The price is HK$692
HK$831 total
includes taxes & fees
9 Sept - 10 Sept
Kingfield Boutique Hotel
A patio with a stone table and chairs, surrounded by a wooden fence and potted plants.

19. Tranquil Period Cottage On The Edge Of Tideswell, 5 mins stroll to centre.

Tranquil Period Cottage On The Edge Of Tideswell, 5 mins stroll to centre.
Tideswell
8.8 out of 10, Excellent, (21 reviews)
"Perfect property for a family gathering. Lots of space inside and for dining. Parking was great outside the back of the house for all three cars each day."
United Kingdom
Alastair H.
The price is HK$1,708
HK$3,149 total
includes taxes & fees
16 Sept - 17 Sept
Tranquil Period Cottage On The Edge Of Tideswell, 5 mins stroll to centre.
A house with a brick exterior, a glass door, and a small balcony.

20. Hayeswood Lodge Luxury Accommodation

Hayeswood Lodge Luxury Accommodation
3.5 star property
Ilkeston
10.0 out of 10, Exceptional, (35 reviews)
"Great place - very clean and a lovely little breakfast"
United Kingdom
Ian
The price is HK$1,313
HK$1,576 total
includes taxes & fees
1 Oct - 2 Oct
Hayeswood Lodge Luxury Accommodation
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 Winster Hotel Reviews

Leonardo Hotel Sheffield

Leonardo Hotel Sheffield

10/10 Excellent
"Love this hotel always stay here when I visit Sheffield"
Ann 2-night trip
Posted less than an hour ago
Leonardo Hotel Sheffield

Find out more about Winster

Search for holiday rentals in Winster on Expedia! You can easily find your home rentals, villas, holiday apartments in Winster using one of the methods below:

  • View our selection of featured holiday rentals in Winster
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Look no further and take a look at our great range of rental properties in Winster!

Frequently asked questions

Are there holiday rentals in Winster?

Yes, you can find holiday rentals where you'll be just 14 mi (22.5 km) from Alton Towers, providing a more remote option if you want a quieter place to stay.

What are some of the best holiday rentals that Winster has to offer?

Old Nags Head: This holiday home rental outside of Winster comes with free WiFi so that you can feel at home during your trip. Kitchen amenities include a stovetop, a microwave and kitchenware.

How many holiday rentals are there in Winster?

Choose from 7 Expedia holiday rentals in Winster for a memorable holiday.

What can I see and do in Winster?

Explore the area and family-friendly sights such as Alton Towers, or get out into nature at a spot like Peak District National Park. Heights of Abraham Cable Car Station and Gulliver's Kingdom are a couple of places you'll find in the wider area.

What are holiday rentals like in Winster?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winster. Holiday rentals offer amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a small group gathering.