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

Holiday Rentals in Winster

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Winster holiday rentals

1. The Dell

The Dell
3.0 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 €432
includes taxes & fees
4 Dec - 5 Dec
The Dell

2. Daisy Cottage

Daisy Cottage
3.5 star property
Matlock
The price is €594
includes taxes & fees
7 Nov - 8 Nov
Daisy Cottage

3. Ivy Cottage

Ivy Cottage
3.5 star property
Matlock
The price is €551
includes taxes & fees
8 Nov - 9 Nov
Ivy Cottage

4. The Hayloft

The Hayloft
3.5 star property
Matlock
The price is €354
includes taxes & fees
22 Nov - 23 Nov
The Hayloft

5. Gratton Grange Farm Holiday Cottage

Gratton Grange Farm Holiday Cottage
3.0 star property
Bakewell
9.2 out of 10, Wonderful, (65 reviews)
"Lovely house and very quiet location which is what I loved . Everything you needed in terms of kitchen facilities /utensils etc . Lovely comfy bed , down side was late check in 4pm and early check out out 10am , no breakfast included but other than than lovely ."
United Kingdom
Irene
The price is €162
includes taxes & fees
8 Nov - 9 Nov
Gratton Grange Farm Holiday Cottage

6. 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
Aunt Jane's

7. Robin Hood Tower

Robin Hood Tower
3.0 star property
Matlock
10.0 out of 10, Exceptional, (15 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 €252
includes taxes & fees
16 Nov - 17 Nov
Robin Hood Tower

8. Rock Mill Retreat

Rock Mill Retreat
Stoney Middleton
10.0 out of 10, Exceptional, (2 reviews)
"For me - everything was comfortable😃 Beautiful interior, red-light,and after walking on the local hills, really comfortable sleeping in the unic-bed!"
Italy
Gabriela
The price is €202
includes taxes & fees
10 Nov - 11 Nov
Rock Mill Retreat

9. 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, (6 reviews)
"It was a great place to stay. I will definitely come back in the future."
United States
HYERYEON
The price is €250
includes taxes & fees
5 Nov - 6 Nov
Rose Cottage - Cosy Cottage in Millers Dale

10. 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 €160
includes taxes & fees
16 Nov - 17 Nov
Hayeswood Lodge Luxury Accommodation

11. Old Nags Head

Old Nags Head
3.0 star property
Hope Valley
10.0 out of 10, Exceptional, (4 reviews)
"Perfect location. Warm staff. Great room."
United Kingdom
Kai
The price is €128
includes taxes & fees
8 Nov - 9 Nov
Old Nags Head

12. Three Cranes Serviced Apartments

Three Cranes Serviced Apartments
3.5 star property
Sheffield City Centre
8.4 out of 10, Very good, (133 reviews)
"Great place to stay"
United Kingdom
Graham
The price is €77
includes taxes & fees
10 Nov - 11 Nov
Three Cranes Serviced Apartments

13. Britannia Chambers

Britannia Chambers
3.0 star property
Leek
8.4 out of 10, Very good, (15 reviews)
"The property was cold and the device to set the temperature seemed to be out of battery. It was somewhat hard to find, and when we entered there was a vacuum cleaner sitting in the hallway. Parking can be hard to find, and the owners' emails seemed to be automatic and not responsive."
Canada
Andrew
The price is €202
includes taxes & fees
6 Nov - 7 Nov
Britannia Chambers

14. Andlestone

Andlestone
3.0 star property
Matlock
10.0 out of 10, Exceptional, (1 review)
"Would recommend - beautiful, spacious and clean."
United Kingdom
Rebecca
The price is €653
includes taxes & fees
17 Nov - 18 Nov
Andlestone

15. Kingfield Boutique Hotel

Kingfield Boutique Hotel
3.5 star property
Nether Edge
5.8 out of 10, (10 reviews)
"Great value accommodation "
United Kingdom
Caroline
The price is €85
includes taxes & fees
5 Nov - 6 Nov
Kingfield Boutique Hotel

16. North Gate House

North Gate House
2.0 star property
Sheffield City Centre
The price is €113
includes taxes & fees
8 Nov - 9 Nov
North Gate House

17. No2

No2
3.5 star property
Mansfield
10.0 out of 10, Exceptional, (6 reviews)
"Just what we needed - clean, good location, easy parking. Recommended."
United Kingdom
J M
The price is €190
includes taxes & fees
8 Nov - 9 Nov
No2

18. Spacesavers

Spacesavers
3.5 star property
Sheffield City Centre
8.2 out of 10, Very good, (59 reviews)
"Great location "
United Kingdom
Lynsey
The price is €77
includes taxes & fees
11 Nov - 12 Nov
Spacesavers

19. The Nest

The Nest
3.5 star property
Sheffield City Centre
6.4 out of 10, (17 reviews)
"I stay here all the time and love it"
United Kingdom
Sharon
The price is €87
includes taxes & fees
5 Nov - 6 Nov
The Nest

20. Nine Ladies

Nine Ladies
3.5 star property
Matlock
The price is €639
includes taxes & fees
10 Nov - 11 Nov
Nine Ladies
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winster Hotel Reviews

Find out more about Winster

Everything you need to know about Winster holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winster holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winster holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winster holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winster. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winster holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winster holiday rentals we have selected for you start as low as €77 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winster rentals

At Expedia, we put the best Winster holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winster rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winster holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winster. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Winster?

Yes, there are holiday rentals close to the most popular sights in Winster, or you can select a more secluded option if you're looking for a relaxing 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 Gulliver's Kingdom, or get out into nature at a spot like Peak District National Park. Heights of Abraham Cable Car Station and Peak District Mining Museum & Temple Mine 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.