Holiday Rentals in Winster

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Our top choices for Winster holiday rentals

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 €418
includes taxes & fees
6 Jan - 7 Jan 2026
The Dell

Cottage in Matlock

Hill Cottage
3.5 star property
The price is €575
includes taxes & fees
7 Jan - 8 Jan 2026
Hill Cottage

Cottage in Matlock

Ivy Cottage
3.5 star property
The price is €533
includes taxes & fees
6 Jan - 7 Jan 2026
Ivy Cottage

Cottage in Matlock

Daisy Cottage
3.5 star property
The price is €540
includes taxes & fees
5 Jan - 6 Jan 2026
Daisy Cottage

Cottage in Matlock

East Bank Cottage
2.5 star property
The price is €416
includes taxes & fees
2 Jan - 3 Jan 2026
East Bank Cottage

Cottage in Matlock

The Hayloft
3.5 star property
The price is €376
includes taxes & fees
18 Jan - 19 Jan 2026
The Hayloft

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 €166
includes taxes & fees
20 Jan - 21 Jan 2026
Houseboat Hotels
3.0 star property
10.0 out of 10, Exceptional, (2)
"Lovely stay again xx"
United Kingdom
Susan
The price is €246
includes taxes & fees
1 Jan - 2 Jan 2026
Derby City Centre Apartment With Roof Top Hot Tub

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 €213
includes taxes & fees
1 Jan - 2 Jan 2026
Britannia Chambers

Cottage in Stoke-on-Trent

Alveton
3.5 star property
10.0 out of 10, Exceptional, (2)
"Worked brilliantly for a family celebration base! Lots of social space for games etc."
United Kingdom
IRVINE
The price is €914
includes taxes & fees
29 Dec - 30 Dec
Alveton

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

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 €163
includes taxes & fees
6 Jan - 7 Jan 2026
Hayeswood Lodge Luxury Accommodation

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 €80
includes taxes & fees
28 Dec - 29 Dec
Spacesavers

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

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 €166
includes taxes & fees
28 Dec - 29 Dec
Hidden Gem of Sheffield

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

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 €241
includes taxes & fees
21 Jan - 22 Jan 2026
Robin Hood Tower
2.0 star property
10.0 out of 10, Exceptional, (1)
"Property is self catering house at edge of the town. Spacious and decent kitchen. Road quiet (liked that) and easy access to nature reserve/countryside walks. Parking a bit of an issue but didn’t detract from our stay. "
United Kingdom
Philip
The price is €122
includes taxes & fees
27 Dec - 28 Dec
2bed - Garden-pets-freeparking-m1connections

Aparthotel in Derby

Deluxe Studio Apartments
3.0 star property
9.4 out of 10, Exceptional, (11)
"A fabulous place to stay. Convenient to the city centre and great prices. "
United Kingdom
Samuel
The price is €120
includes taxes & fees
7 Jan - 8 Jan 2026
Deluxe Studio Apartments

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 €661
includes taxes & fees
29 Dec - 30 Dec
Ash House
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

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 €80 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?

Perfect for all large groups in 7 all ensuite bedrooms . Pet friendly: This holiday home rental outside of Winster offers a private balcony, a BBQ and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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.