Search Holiday Rentals in Winster

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Winster holiday rentals

Cottage | Property grounds
The Dell

Cottage in Matlock

The Dell
2.0 star property
10.0 out of 10, Exceptional, (1)
"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 12.980.617 ₫
12.980.617 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Dell
Property grounds
Hill Cottage

Cottage in Matlock

Hill Cottage
3.5 star property
The price is 14.866.069 ₫
17.839.283 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Hill Cottage
Cottage | Interior
Ivy Cottage

Cottage in Matlock

Ivy Cottage
3.5 star property
The price is 13.778.308 ₫
16.533.970 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Ivy Cottage
Cottage | Interior
Daisy Cottage

Cottage in Matlock

Daisy Cottage
3.5 star property
The price is 13.959.602 ₫
16.751.522 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Daisy Cottage
Cottage | Private kitchen | Fridge, electric kettle, toaster, cookware/dishes/utensils
The Hayloft

Cottage in Matlock

The Hayloft
3.5 star property
The price is 9.716.267 ₫
11.659.663 ₫ total
includes taxes & fees
10 Jan - 11 Jan 2026
The Hayloft
Fridge, electric kettle, toaster, cookware/dishes/utensils
East Bank Cottage

Cottage in Matlock

East Bank Cottage
2.5 star property
The price is 10.756.749 ₫
12.908.099 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
East Bank Cottage
Room, Private Bathroom (Millie Grace Houseboat) | Lounge
Houseboat Hotels

Houseboat in Sheffield

Houseboat Hotels
3.0 star property
9.4 out of 10, Exceptional, (61)
"Another excellent trip on the houseboat. Love this hotel - great location, fabulous accommodation. Why stay in a regular hotel when you can stay here!"
United Kingdom
Wendy
The price is 4.295.235 ₫
5.154.424 ₫ total
includes taxes & fees
20 Jan - 21 Jan 2026
Houseboat Hotels
Cottage | Interior
Ash House

Cottage in Stoke-on-Trent

Ash House
3.5 star property
10.0 out of 10, Exceptional, (6)
"Can't fault anything about the stay. The cottage, the facilities, the cleanliness, the communication and the value were all absolutely impeccable."
United Kingdom
Andrew
The price is 17.071.807 ₫
20.486.168 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Ash House
House | Private kitchen | Fridge, microwave, oven, stovetop
2-bed House in Chesterfield Free Parking Garden

Residence in Chesterfield

2-bed House in Chesterfield Free Parking Garden
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is 3.154.863 ₫
4.212.410 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
2-bed House in Chesterfield Free Parking Garden
Exterior
Hayeswood Lodge Luxury Accommodation

Holiday Home in Ilkeston

Hayeswood Lodge Luxury Accommodation
3.5 star property
10.0 out of 10, Exceptional, (34)
"Really friendly and helpful hosts and the chalets are finished to a very high standard. Lovely and peaceful with a really comfy bed. Didn’t find fault with anything during my stay and would definitely recommend to others and stay again if I’m in the area. 10/10"
United Kingdom
Nick
The price is 4.225.917 ₫
5.071.243 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hayeswood Lodge Luxury Accommodation
Exterior
Hidden Gem of Sheffield

Apartment in Nether Edge

Hidden Gem of Sheffield
2.5 star property
7.0 out of 10, Good, (2)
"The property itself was ok but it is joined to a building site and all you hear is stihl saws loud music and shouting and swearing from the builders. The 9 pm noise curfew is a joke, bangra until the early hours. Stay Angels were no help at the point of complaint, nothing we can do was their mantra."
United Kingdom
Neil
The price is 2.556.142 ₫
5.157.579 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hidden Gem of Sheffield
Cottage | Private kitchen | Fridge, electric kettle, toaster, cookware/dishes/utensils
Field House

Cottage in Alfreton

Field House
3.5 star property
10.0 out of 10, Exceptional, (3)
"Good location for visiting Derbyshire and the Peak District "
United Kingdom
john
The price is 14.533.698 ₫
17.440.438 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Field House
37-inch Smart TV with cable channels, TV
Spacesavers

Apartment in Sheffield City Centre

Spacesavers
3.5 star property
8.2 out of 10, Very good, (55)
"Property was brilliant and spacious, great for a couple get away."
United Kingdom
Cameron
The price is 2.073.500 ₫
2.488.200 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Spacesavers
Flat-screen TV
Britannia Chambers

Apartment in Leek

Britannia Chambers
3.0 star property
8.4 out of 10, Very good, (15)
"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 5.518.522 ₫
6.622.227 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Britannia Chambers
Superior Studio, 1 Double Bed | Desk, laptop workspace, soundproofing, free WiFi
Three Cranes Serviced Apartments

Apartment in Sheffield City Centre

Three Cranes Serviced Apartments
3.5 star property
8.4 out of 10, Very good, (127)
"Great place to stay"
United Kingdom
Graham
Three Cranes Serviced Apartments
Comfort Studio, 1 Double Bed | Private kitchen | Electric kettle, cookware/dishes/utensils, dining tables
The Nest

Apartment in Sheffield City Centre

The Nest
3.5 star property
6.8 out of 10, (16)
"Excellent location, specious flat, will definitely book again!"
United Kingdom
Magdalena
The Nest
House, Ensuite, Canal View | Shared kitchen
Robin Hood Tower

Holiday Home in Matlock

Robin Hood Tower
3.0 star property
10.0 out of 10, Exceptional, (11)
"Lovely location with everything we needed for a very peaceful vacation. The hosts were very welcoming and gave us a little tour of the grounds and lots of information about the area."
United Kingdom
Judith
The price is 6.220.856 ₫
7.465.027 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Robin Hood Tower
City Studio | Private kitchen | Fridge, microwave, oven, stovetop
Arbourfield Lodge

Aparthotel in Derby

Arbourfield Lodge
2.5 star property
8.0 out of 10, Very good, (3)
"Lovely accommodation! Very clean and excellently equiped ! "
United Kingdom
Elaine
Arbourfield Lodge
Apartment | Terrace/patio
Derby City Centre Apartment With Roof Top Hot Tub

Apartment in Derby

Derby City Centre Apartment With Roof Top Hot Tub
3.0 star property
10.0 out of 10, Exceptional, (2)
"Lovely stay again xx"
United Kingdom
Susan
The price is 5.836.348 ₫
7.643.476 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Derby City Centre Apartment With Roof Top Hot Tub
Cottage | Interior
3 Old Hall Cottages

Cottage in Bakewell

3 Old Hall Cottages
3.5 star property
10.0 out of 10, Exceptional, (1)
"Beautiful property, everything you could want or need is provided for you. Very comfortable & cozy. Nice location for a few days away thank you will come again "
United Kingdom
Derek
The price is 12.690.547 ₫
15.228.656 ₫ total
includes taxes & fees
29 Dec - 30 Dec
3 Old Hall Cottages
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

Ensana Buxton Crescent

Ensana Buxton Crescent

10/10 Excellent
"."
Nigel 1-night trip
Posted 15 hours ago
Ensana Buxton Crescent

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.

How many holiday rentals are there in Winster?

Choose from 5 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 The Grand Pavilion, Matlock Bath 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.