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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Winster holiday rentals

A cozy living room with a black leather sofa, a wooden coffee table, and a bookshelf.

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

2. The Hayloft

The Hayloft
3.5 star property
Matlock
The price is RM1,520
RM1,825 total
includes taxes & fees
8 Nov - 9 Nov
The Hayloft
A stone house with a conservatory, a well-maintained lawn, and surrounding greenery.

3. Ivy Cottage

Ivy Cottage
3.5 star property
Matlock
The price is RM2,363
RM2,835 total
includes taxes & fees
10 Nov - 11 Nov
Ivy Cottage
A stone building with multiple windows and a door, surrounded by stone walls and greenery.

4. Daisy Cottage

Daisy Cottage
3.5 star property
Matlock
The price is RM2,544
RM3,052 total
includes taxes & fees
9 Nov - 10 Nov
Daisy Cottage
A living room with a sofa, a coffee table with croissants, a TV, and a staircase.

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 RM614
RM736 total
includes taxes & fees
1 Nov - 2 Nov
Gratton Grange Farm Holiday Cottage
A stone building with a gravel courtyard, a wooden fence, and pink flowers.

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
A stone house with a wooden bench in front, a car parked nearby, and a stone wall in the background.

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 RM952
RM1,143 total
includes taxes & fees
3 Nov - 4 Nov
Robin Hood Tower
A building with a stone facade, a balcony with outdoor seating, and a clear sky.

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 RM867
RM1,041 total
includes taxes & fees
17 Nov - 18 Nov
Rock Mill Retreat
A narrow gravel path flanked by lush greenery and stone buildings with blue shutters.

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 RM894
RM1,138 total
includes taxes & fees
3 Nov - 4 Nov
Rose Cottage - Cosy Cottage in Millers Dale
Restaurant

10. 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 RM476
RM580 total
includes taxes & fees
1 Nov - 2 Nov
Old Nags Head
A dining area with a table set for four, a large window with a view of a red brick building, and a painting of a coastal landscape.

11. North Gate House

North Gate House
2.0 star property
Sheffield City Centre
The price is RM427
RM512 total
includes taxes & fees
29 Oct - 30 Oct
North Gate House
A stone building with a black door, a blue door, and a window with white frames.

12. The Hill

The Hill
3.0 star property
Matlock
9.4 out of 10, Exceptional, (6 reviews)
"Cute little cottage perfect for a couple looking to explore the Peak District. "
United Kingdom
India
The price is RM1,409
RM1,691 total
includes taxes & fees
7 Nov - 8 Nov
The Hill
A house with a brick exterior, a glass door, and a small balcony.

13. 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 RM674
RM809 total
includes taxes & fees
29 Oct - 30 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

Old Hall Hotel

Old Hall Hotel

8/10 Good
"A nice hotel with great staff and a filling breakfast included. It could do with a little TLC, but recommended."
Mark Stephen 2-night trip
Posted 21 hours ago
Old Hall Hotel

Find out more about Winster

Search for holiday rentals in Winster on Expedia.co.uk! 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
  • Use the map to find apartments and other holiday homes in the Winster neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winster while they last

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, 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.