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 vacation 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 AED 1,343
AED 1,611 total
includes taxes & fees
22 Nov - 23 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 AED 1,904
AED 2,285 total
includes taxes & fees
30 Oct - 31 Oct
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 AED 2,054
AED 2,465 total
includes taxes & fees
30 Oct - 31 Oct
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 AED 553
AED 663 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 traveler
The price is AED 1,111
AED 1,333 total
includes taxes & fees
9 Nov - 10 Nov
Aunt Jane's
A stone building with a small garden and a gravel driveway.

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 AED 860
AED 1,032 total
includes taxes & fees
28 Oct - 29 Oct
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 AED 736
AED 883 total
includes taxes & fees
10 Nov - 11 Nov
Rock Mill Retreat
A four-poster bed with a wooden headboard, two bedside tables, and a window with curtains.

9. 3 bedroom accommodation in Hartington

3 bedroom accommodation in Hartington
Hartington
2.0 out of 10, (1 review)
"We booked for two nights at this cottage but unfortunately, our experience was so bad that we left after the first night and went home. After we eventually found the property (signage and directions were not great) we found it unlocked with no key. There was one electric heater in the living room but otherwise the central heating did not work and it was a chilly evening. The thermostat did not rise above 16 degrees. The hot water at the sink was barely lukewarm so we didn’t even attempt a...
United Kingdom
Catriona D.
The price is AED 1,583
AED 1,583 total
includes taxes & fees
29 Oct - 30 Oct
3 bedroom accommodation in Hartington
A stone building with a wooden picnic table and benches, surrounded by lush greenery and potted plants.

10. 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, (181 reviews)
"A true gem! Thoroughly enjoyed our stay here and will definitely be booking again. Wonderful!"
United States
Debbie W.
The price is AED 835
AED 1,061 total
includes taxes & fees
2 Nov - 3 Nov
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.

11. 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 AED 564
AED 564 total
includes taxes & fees
28 Oct - 29 Oct
Meadow View - (Bottom Cabin) - sleeps 2 guests in 1 bedroom
A narrow gravel path flanked by lush greenery and stone buildings with blue shutters.

12. 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 AED 734
AED 940 total
includes taxes & fees
2 Nov - 3 Nov
Rose Cottage - Cosy Cottage in Millers Dale
Room

13. 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 AED 571
AED 696 total
includes taxes & fees
4 Nov - 5 Nov
Old Nags Head
A cozy room with a bed, a sofa, a desk, and a window with curtains.

14. 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 AED 568
AED 568 total
includes taxes & fees
28 Oct - 29 Oct
Hare’s Retreat - ( Middle Cabin ) - sleeps 2 guests in 1 bedroom
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.

15. North Gate House

North Gate House
2.0 star property
Sheffield City Centre
The price is AED 385
AED 462 total
includes taxes & fees
27 Oct - 28 Oct
North Gate House
A stone building with a black door, a blue door, and a window with white frames.

16. 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 AED 1,136
AED 1,363 total
includes taxes & fees
31 Oct - 1 Nov
The Hill
A modern kitchen with built-in appliances, a dining area with a wooden table and chairs, and a clock on the wall.

17. 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 AED 677
AED 677 total
includes taxes & fees
1 Nov - 2 Nov
Brewers Cottage - sleeps 2 guests in 1 bedroom
A house with a brick exterior, a glass door, and a small balcony.

18. 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 AED 590
AED 708 total
includes taxes & fees
28 Oct - 29 Oct
Hayeswood Lodge Luxury Accommodation
A living room with a fireplace, a television, a staircase, and a kitchen in the background.

19. 2 bedroom accommodation in Bradwell

2 bedroom accommodation in Bradwell
Bradwell
8.4 out of 10, Very good, (16 reviews)
"Lovely cottage everything you need"
United States
Gema
The price is AED 673
AED 673 total
includes taxes & fees
1 Nov - 2 Nov
2 bedroom accommodation in Bradwell
A wooden cabin with a porch, furnished with wicker furniture and a glass table.

20. Charming Cottage in Grindleford, Peak District

Charming Cottage in Grindleford, Peak District
Grindleford
9.4 out of 10, Exceptional, (78 reviews)
"Lovely stay"
United States
Alison H.
The price is AED 590
AED 1,081 total
includes taxes & fees
2 Nov - 3 Nov
Charming Cottage in Grindleford, Peak District
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

Radisson Blu Hotel, Sheffield

Radisson Blu Hotel, Sheffield

10/10 Excellent
"Clean, safe environment."
Marie 2-night trip
Posted 1 hour ago
Radisson Blu Hotel, Sheffield

Frequently asked questions

Are there vacation rentals in Winster?

Yes, you can find vacation rentals close to well known local attractions in Winster, or you can choose a more secluded option if you're looking for relaxation.

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

Old Nags Head: You might want to consider this vacation home 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 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 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.