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Self catering holiday cottages in Winster Derbyshire

Showing all properties across the UK. Select a destination from the list to refine your search.
33 holiday rentals
Online Booking Available
Viewed 19 times recently.
Winster 11 miles away

Field House,

Alfreton, Derbyshire, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
1 bathrooms 1 bathroom
 1 dog welcome  1 dog allowed
family friendly family friendly

Field House in Swanwick, Derbyshire is a remarkable, detached holiday home in attractive surroundings.

ground floor bedroom near local pub
Facilities, Features & Awards:
microwave in kitchenfree WifigardenParking
7 nights from £524
Next available: 17 Dec - 5 nights
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Family-Friendly
Viewed 34 times recently.
no booking fee
Winster 2 miles away

Old Coach House,

Aldwark, Derbyshire, England
sleeps  7 sleeps 7
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
  unlimited  dogs welcome  unlimited dogs welcome
cat friendly cat friendly

Searching for a family cottage in the Peak District National Park? This charming pet-friendly cottage is ideal for family holidays, enjoys an idyllic setting next to fields and should be a hit with the kids with a garden with swings and sandpit where the children can play.

5 (1 reviews)
ground floor bedroom countryside views over fields and farmlands
Facilities, Features & Awards:
gold award winning cottagesmart TVmicrowave in kitchenfree Wifienclosed gardenwood burning stovefireplaceBBQParking
7 nights from £240
Next available: 16 Dec - 4 nights
Family-Friendly
Viewed 37 times recently.
Winster 8 miles away

Billys Bothy,

Ashbourne, Derbyshire, England
sleeps  16 sleeps 16
6 bedrooms 6 bedrooms
6 bathrooms 6 bathrooms
no dogs allowed No pets
family friendly family friendly

Large award winning holiday cottage set within landscaped gardens, near the Peak District, sleeps up to 16 plus 2 cots.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accesssaunafree Wifienclosed gardenwood burning stoveBBQfirepitParking
7 nights from £2430
Next available: 16 Dec - 4 nights
Family-Friendly
Viewed 27 times recently.
Winster 11 miles away

Clusters Chapel,

Belper, Derbyshire, England
sleeps  20 sleeps 20
8 bedrooms 8 bedrooms
5 bathrooms 5 bathrooms
 3 dogs welcome  multi-dogs (up to 3)
family friendly family friendly

Unique 8 bedroom self-catering chapel in Belper, ideal for groups of friends and family, with a sauna suite for relaxation and close to the Peak District National Park.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchensaunafree Wifienclosed gardenwood burning stoveBBQParking
7 nights from £1595
Next available: 16 Dec - 6 nights
Special Offer: 30 Dec - 3 nights
Winster 15 miles away

The Gatehouse,

Sutton-in-Ashfield, Nottinghamshire, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
2 bathrooms 2 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Escape to The Gatehouse in Teversal, Nottinghamshire, a countryside haven sleeping eight, with stunning garden views, a hot tub, and dog-friendly policy, perfect for exploring the East Midlands' rich heritage and scenic trails.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
microwave in kitchen
7 nights from £1172
Next available: 03 Jan - 7 nights
book online online booking
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Online Booking Available
Viewed 26 times recently.
Winster 12 miles away

Hagg Hill Hall,

Chesterfield, Derbyshire, England
sleeps  22 sleeps 22
8 bedrooms 8 bedrooms
6 bathrooms 6 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

8 bedroom country house with private swimming pool, hot tub, sauna, beautiful gardens and a BBQ lodge close to Matlock and the Peak District National Park, pet-friendly with 2 dogs welcome.

ensuite bedroom(s) near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accesssaunaonsite heated poolfree Wifienclosed gardenfireplaceBBQParking
7 nights from £4700
Next available: 04 Jan - 7 nights
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Family-Friendly
Viewed 31 times recently.
Winster 12 miles away

Ebenezer Chapel,

Milford, Derbyshire, England
sleeps  20 sleeps 20
8 bedrooms 8 bedrooms
5 bathrooms 5 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

With a riverside location and river views, this unique chapel conversion in Milford could be the ideal place to holiday with friends or family close to the Peak District, and the on site sauna suite helps to make it a great place to relax and unwind too.

ground floor bedroom river views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchensaunafree Wifigardenwood burning stoveBBQ
7 nights from £1695
Next available: 03 Jan - 7 nights
Special Offer: 09 Jan - 3 nights
Winster 20 miles away

Small Lane Cottage,

Stoke-on-Trent, Staffordshire, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
3 bathrooms 3 bathrooms
no dogs allowed No pets
family friendly family friendly

Discover Small Lane Cottage in Endon, Staffordshire, a charming retreat near the Peak District, boasting scenic views, a hot tub, and sleeping up to eight guests; sorry, no pets allowed.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessfree WifigardenfireplaceParking
7 nights from £1201
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Winster 13 miles away

Langley Barn,

Ashbourne, Derbyshire, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

Langley Barn, nestled in the serene Derbyshire countryside, offers stunning views and sleeps eight; features include a luxurious hot tub, en-suite bedrooms, and proximity to the Peak District and Alton Towers; sorry, no pets.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accessfree WifigardenParking
7 nights from £1370
Next available: 21 Feb - 6 nights
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Winster 12 miles away

Orchard Cottage,

Ashbourne, Staffordshire, England
sleeps  5 sleeps 5
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Nestled in Derbyshire's Peak District, Orchard Cottage is a dog-friendly, luxury retreat with hot tub, sleeping five, offering stunning countryside views near Ashbourne, perfect for exploring and relaxing in its charming garden oasis.

ground floor bedroom near local pub
Facilities, Features & Awards:
dishwasher in kitchenindoor hot tub accessfree WifigardenfireplaceParking
7 nights from £810
Next available: 02 Jan - 7 nights
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Online Booking Available
Viewed 13 times recently.
Winster 14 miles away

The Coach House, Bank Top Farm,

Ashbourne, Derbyshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets

The Coach House in Roston, Derbyshire offers stunning rural views, a private hot tub, and wheelchair accessibility, sleeping four guests in luxury; perfect for exploring Peak District National Park and Alton Towers, sorry no pets.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accessfree WifigardenParking
7 nights from £643
Next available: 05 Jan - 7 nights
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Online Booking Available
Viewed 16 times recently.
Winster 6 miles away

Garden Cottage, Peak District,

Kirk Ireton, Derbyshire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Delightful one bedroom rural retreat featuring neutral calming tones and a very comfortable interior, ideal for a couple looking to enjoy a tranquil romantic break nestled by the beautiful Derbyshire rolling countryside and within the Peak District National Park.

ensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenfree Wifigardenwood burning stovefireplaceParking
7 nights from £457
Next available: 16 Dec - 4 nights
book online online booking
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Online Booking Available
Viewed 12 times recently.
Winster 2 miles away

The Cow Shed,

Bakewell, Derbyshire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets

Escape to The Cowshed, a cosy countryside retreat in Derbyshire's Peak District, boasting stunning views, a private hot tub, and accommodation for two, ideal for romantic getaways; sorry, no pets.

ground floor bedroom near local pub
Facilities, Features & Awards:
indoor hot tub accessfree WifigardenParking
7 nights from £500
Next available: 30 Jan - 7 nights
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Winster 11 miles away

Sycamore Cottage,

Ashbourne, Staffordshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Sycamore Cottage, nestled in Derbyshire's picturesque countryside, offers stunning Peak District views, a relaxing hot tub, and sleeps 4; perfect for explorers, but sorry, no pets.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accessfree WifigardenfireplaceParking
7 nights from £852
Next available: 04 Jan - 7 nights
book online online booking
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Online Booking Available
Viewed 14 times recently.
Winster 14 miles away

The Wood Shed, Bank Top Farm,

Ashbourne, Derbyshire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Escape to The Wood Shed in Roston, Derbyshire; a romantic, dog-free retreat for two with a hot tub and stunning countryside views, nestled in the heart of England, near charming Ashbourne and exciting Alton Towers.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accessfree WifigardenParking
7 nights from £473
Next available: 27 Jan - 7 nights
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* Price quoted is not inclusive of any applicable booking fees or local charges.

Located within the Peak District Park is the quaint village of Winster in Derbyshire. With stone-built cottages, tree lined streets and a setting by the hills of the Peak District this is a beautiful part of England with plenty to recommend it for country cottage holidays.


What Winster offers for Cottage Breaks

Britain’s National Parks are renowned for their beautiful greenery and generous open spaces and the Peak District is no exception to the rule. Comprised of the White Peak and the Dark Peak, which each has its own unique landscape, the Peak District draws in keen walkers and hikers season after season. It is also a great place for keen photographers with its wild natural beauty.

When it comes to relaxing and taking it easy whilst on a cottage break, the Peak District is dotted with numerous pretty towns and villages where you can stop for a reviving cup of tea or refreshing pint. Whatever takes your fancy, you can be assured that the Peak District caters for most tastes.

There are plenty of places to visit whilst enjoying a cottage holiday in Winster both within the national park and outside it.  The National Trust country estate and impressive mansion house of Chatsworth is less than 10 miles away and is a stunning place which offers amazing views over the local landscape. Entrance is of course free to National Trust members and with a pet-friendly policy applying to the grounds, this is a great place for those with dogs.

More stunning scenery can be found at the Heights of Abraham at Matlock Bath around 7 miles from Winster. With woodlands, caverns and amazing views on offer plus a ride on a cable car, the Heights of Abraham makes for a great day out whilst on a self-catering break.

All in all the Peak District has lots to recommend it whether you are planning a romantic getaway or a family holiday. For peace and tranquillity rural country cottages could be a great choice. Whatever you choose, Country Cottages Online features a fantastic collection of good quality cottages.

Whether you choose to book a holiday cottage in Winster, an apartment, a lodge or another type of self-catering holiday accommodation, we hope you have your best holiday yet in Derbyshire.

Frequently Asked Questions about Winster

The best places to stay depend on your preferences, interests and the type of accommodation that best suits you. Country Cottages Online features a great selection of good quality rentals.
See our selection of pet-friendly rentals in Winster, or use the filters to refine your search.
See our selection of lodges and cabins in Winster, Derbyshire.
Read the description of Winster to find out ideas and tips on the best things to see and do. Also see our area guides for more information on what Derbyshire has to offer for holidaymakers.

Winster Holiday Rental Searches