Photo by Roger Temple

Holiday Rentals in Pilsley

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Our top choices for Pilsley holiday rentals

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is €136
includes taxes & fees
1 Jan - 2 Jan 2026
2-bed House in Chesterfield Free Parking Garden

Cabin in Alfreton

The Cabin in Swanwick
10.0 out of 10, Exceptional, (7)
"Very friendly and helpful host. "
United Kingdom
Ashley G.
The price is €91
includes taxes & fees
18 Jan - 19 Jan 2026
The Cabin in Swanwick
2.0 star property
The price is €79
includes taxes & fees
3 Jan - 4 Jan 2026
Private Ensuite Room at Serene Homes Sheffield

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

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

Cottage in Sheffield

Top Hill Farm Cottage
3.0 star property
10.0 out of 10, Exceptional, (1)
"The cottage was perfect for the two of us and our dog to have some fresh air, piece and quiet. The hot tub was lovely, as was the cottage itself. We hope to stay again."
United Kingdom
Sharon
The price is €925
includes taxes & fees
3 Jan - 4 Jan 2026
Top Hill Farm Cottage
10.0 out of 10, Exceptional, (99)
"Lovely place to stay in New Mills, exactly as listed with the loveliest outdoor space. Thanks so much!"
United States
Chloe F.
The price is €173
includes taxes & fees
7 Jan - 8 Jan 2026
Torr Top Place - Peak District single level property. Great access and amenities
10.0 out of 10, Exceptional, (9)
"Amazing location enjoyed every minute we stayed here Katie and Rod were very friendly beautiful little cottage"
United Kingdom
Michelle C.
The price is €120
includes taxes & fees
4 Jan - 5 Jan 2026
Stone built self-catering lodge in stunning location
10.0 out of 10, Exceptional, (4)
"Enjoyable stay"
United Kingdom
Michael
The price is €130
includes taxes & fees
7 Jan - 8 Jan 2026
Meadow View - (Bottom Cabin) - sleeps 2 guests in 1 bedroom

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
4 Jan - 5 Jan 2026
Spacesavers
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
1 Jan - 2 Jan 2026
2bed - Garden-pets-freeparking-m1connections
10.0 out of 10, Exceptional, (5)
"This is a lovely property,set on beautiful grounds! It's cosy and I have already recommended it to a few friends. Would also stay here again ! Thank you"
United Kingdom
Kasaa
The price is €153
includes taxes & fees
5 Jan - 6 Jan 2026
Brewers Cottage - sleeps 2 guests in 1 bedroom

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

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 Hope Valley

Harebell Cottage
3.0 star property
10.0 out of 10, Exceptional, (1)
"Loved our stay here! The cottage was beautiful - so clean and comfortable, with everything we needed. Very friendly owners. Close to great walks and nice places to eat. Highly recommended and would definitely return."
United Kingdom
Linda
The price is €681
includes taxes & fees
4 Jan - 5 Jan 2026
Harebell Cottage

Apartment in Sheffield City Centre

Heart of the city: Luxe1 Bed Apartment
2.0 star property
10.0 out of 10, Exceptional, (2)
"Excellent stay, excellent location. "
United Kingdom
Vicki P.
Heart of the city: Luxe1 Bed Apartment

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
9.6 out of 10, Exceptional, (5)
"So comfortable and cozy. Everything there for our needs, perfect!"
United Kingdom
Suzanne M.
The price is €237
includes taxes & fees
11 Jan - 12 Jan 2026
Rose Cottage - Cosy cottage in Millers Dale
10.0 out of 10, Exceptional, (3)
"Beautiful home enjoyed our stay there"
United Kingdom
amreen k.
The price is €349
includes taxes & fees
4 Jan - 5 Jan 2026
Large family home near the Peak District and Sheffield Centre.
The price is €79
includes taxes & fees
3 Jan - 4 Jan 2026
Serene Homes Sheffield | Peaceful Ensuite Velux Room for Rest & Focus
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 Pilsley Hotel Reviews

Find out more about Pilsley

Everything you need to know about Pilsley 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 Pilsley 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 Pilsley holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pilsley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pilsley. 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 Pilsley 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 Pilsley 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 Pilsley rentals

At Expedia, we put the best Pilsley 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 Pilsley 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 Pilsley 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 Pilsley. 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 Pilsley?

Yes, there are holiday rentals close to the most popular sights in Pilsley, or you can select a more secluded option if you're looking for a relaxing stay. Pilsley is known for its restaurants and bars. Make sure you have time to check out the shopping while you're in the area.

What are some of the best holiday rentals that Pilsley has to offer?

Honeysuckle Cottage, 2 bed, sleeps 3, family-friendly and pet-friendly: This holiday home rental outside of Pilsley is located in a rural location, and has a patio, a BBQ and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and an oven. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What’s there to see and do in Pilsley?

Explore the area and family-friendly sights such as Virgin Balloon Flights, or get out into nature at a spot like Peak District National Park. In the wider area, you’ll find Chatsworth House and Chatsworth House Labyrinth.

What’s a holiday rental in Pilsley like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pilsley. Holiday rentals feature amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.