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

Winster Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Winster vacation rentals

Cottage | Exterior detail

1. The Hayloft

The Hayloft
3.5 star property
Matlock
The price is ￥57,137
￥68,565 total
includes taxes & fees
Sep 20 - Sep 21
The Hayloft
Cottage | Interior

2. Ivy Cottage

Ivy Cottage
3.5 star property
Matlock
The price is ￥81,202
￥97,442 total
includes taxes & fees
Sep 22 - Sep 23
Ivy Cottage
Cottage | Living area

3. The Dell

The Dell
2.0 star property
Matlock
10.0 out of 10, Exceptional, (1 review)
"Went for a nice weekend away, took a little working out where it was located, for help, left at the green then left down the tracks :) House was in prestine condition was a lovely stay"
United Kingdom
Shane
The price is ￥76,334
￥76,334 total
includes taxes & fees
Oct 9 - Oct 10
The Dell
Exterior

4. Daisy Cottage

Daisy Cottage
3.5 star property
Matlock
The price is ￥87,421
￥104,905 total
includes taxes & fees
Sep 28 - Sep 29
Daisy Cottage
Exterior

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 traveler
The price is ￥47,264
￥56,717 total
includes taxes & fees
Oct 4 - Oct 5
Aunt Jane's
House | Private kitchen | Fridge, microwave, oven, stovetop

6. Commuters Getaway Chesterfield

Commuters Getaway Chesterfield
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (2 reviews)
The price is ￥15,142
￥23,188 total
includes taxes & fees
Oct 18 - Oct 19
Commuters Getaway Chesterfield
Outdoor dining

7. 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, (179 reviews)
"A true gem! Thoroughly enjoyed our stay here and will definitely be booking again. Wonderful!"
United States
Debbie W.
The price is ￥33,456
￥43,075 total
includes taxes & fees
Sep 23 - Sep 24
Self Catering Holiday Bungalow in Ilam near Dovedale, Ashbourne
Exterior

8. Robin Hood Tower

Robin Hood Tower
3.0 star property
Matlock
10.0 out of 10, Exceptional, (14 reviews)
"This is a wonderfully quirky and unique place to stay. The accommodation is just perfect. Hosts Steve and Elaine have created a tranquil and idyllic tiny retreat at Robin Hood Tower. Comms were great and Steve showed us around, sharing local history and top tips for our trip. Canal side walks were glorious. A magical stay."
United Kingdom
Heidi
The price is ￥36,582
￥43,898 total
includes taxes & fees
Oct 11 - Oct 12
Robin Hood Tower
Interior

9. 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 ￥25,098
￥25,098 total
includes taxes & fees
Sep 22 - Sep 23
Meadow View - (Bottom Cabin) - sleeps 2 guests in 1 bedroom
1 bedroom, WiFi (free)

10. 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 ￥26,499
￥26,499 total
includes taxes & fees
Sep 21 - Sep 22
Hare’s Retreat - ( Middle Cabin ) - sleeps 2 guests in 1 bedroom
Restaurant

11. 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 ￥18,291
￥22,278 total
includes taxes & fees
Sep 23 - Sep 24
Old Nags Head
Private kitchen

12. 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 ￥28,796
￥28,796 total
includes taxes & fees
Sep 20 - Sep 21
Brewers Cottage - sleeps 2 guests in 1 bedroom
1 bedroom, WiFi (free)

13. 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 ￥30,311
￥30,311 total
includes taxes & fees
Sep 22 - Sep 23
Bertie's Retreat - sleeps 2 guests in 1 bedroom
Interior

14. 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 ￥29,266
￥46,616 total
includes taxes & fees
Sep 22 - Sep 23
Historic Water Mill in the heart of the Peak District
Exterior

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 ￥52,417
￥62,900 total
includes taxes & fees
Oct 9 - Oct 10
River Cottage
Cottage | Property grounds

16. 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 ￥33,291
￥42,458 total
includes taxes & fees
Sep 29 - Sep 30
Rose Cottage - Cosy Cottage in Millers Dale
3 bedrooms, WiFi (free), bed sheets

17. 3 bedroom accommodation in Hartington

3 bedroom accommodation in Hartington
Hartington
3 bedroom accommodation in Hartington
Terrace/patio

18. 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, (52 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 ￥18,396
￥21,741 total
includes taxes & fees
Sep 20 - Sep 21
Hidden Cottage for Two in Cheadle Staffordshire, ideal for the Peak District.
Executive Apartment | Egyptian cotton sheets, premium bedding, desk, laptop workspace

19. 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 ￥11,643
￥19,199 total
includes taxes & fees
Sep 26 - Sep 27
Arbourfield Lodge | Serviced Accomodation
Outdoor dining

20. 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 ￥32,368
￥60,596 total
includes taxes & fees
Sep 30 - Oct 1
Tranquil Period Cottage On The Edge Of Tideswell, 5 mins stroll to centre.
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

Novotel Sheffield Centre

Novotel Sheffield Centre

10/10 Excellent
"Staff from the restaurant was really friendly and with great attitude. I enjoyed the service"
Ruben 2-night trip
Posted 22 hours ago
Novotel Sheffield Centre

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 vacation rentals in Winster?

Yes, you can find vacation rentals where you'll be just 14 mi (22.5 km) from Alton Towers, providing a more remote option if you want peace and quiet.

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

Old Nags Head: You might want to consider this vacation rental near Winster, which comes with free WiFi so you can feel at home during your trip. Kitchen amenities include a stovetop, a microwave, and kitchenware.

How many vacation rentals are there in Winster?

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

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 larger area.

What are vacation rentals like in Winster?

Vacation rentals are privately owned properties you can book for several days or more in Winster. Vacation rentals feature amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for families.