Winster Holiday Cottages

31 properties

Turpins Cottage

, Belper, Derbyshire, Peak District, England
Online Booking Available
Viewed 70 times recently.
Price from £2100
Next available 12/06 to 30/06/23
sleeps  20 sleeps 20
9 bedrooms 9 bedrooms
5 bathrooms 5 bathrooms
2 dogs welcome  2 pets

9 bedroom pet-friendly holiday home

9 bedroom pet-friendly holiday home in Derbyshire with recreation room and garden.

Sleeps 20, 9 Bedroom Rural Holiday House with Games Room with Pool Table, near Belper and the Peak District Turpins cottage could be a stunning location for your next holiday, situated on a pretty farm setting, where you can escape from busy city or town life with your friends and family

Facilities & Features: TVFree WifiGames room
Best for: Group Breaks, Hen groups , Stag groups, Celebrations & Gatherings, Family-friendly, Pet-Friendly Breaks

Two Owls Lodge

, Matlock, Derbyshire, Peak District, England
Online Booking Available
Viewed 82 times recently.
Price from £595
Next available 12/06 to 16/06/23
no booking fee
sleeps  3 sleeps 3
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets

2 bedroom cottage for families

2 bedroom cottage for families in Derbyshire with whirlpool bath, log burner, real fireplace and garden.

Idyllic sleeps 3 rural retreat in a superb country location and with beautiful views over the Derwent Valley, situated just outside of the Peak District National Park and close to Matlock

Facilities & Features: Free Wifi
Best for: Families, No Pets Breaks

Brookside Retreat

, Matlock, Derbyshire, Peak District, England
Online Booking Available
Viewed 64 times recently.
Price from £475
Next available 09/06 to 19/06/23
no booking fee
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
2 dogs welcome  2 pets

1 bedroom pet-friendly cottage

1 bedroom pet-friendly cottage in Derbyshire with garden.

Beautiful romantic retreat for 2, in the heart of Two Dales, just a short drive from the Peak District National Park

Facilities & Features: TVFree Wifi
Best for: Romantic Breaks, Dog-Friendly Breaks

Hillside Croft

, Biggin, Ashbourne, Derbyshire, Peak District, England
Family-Friendly
Viewed 16 times recently.
Price from £2150
Next available 09/06 to 23/06/23
sleeps  16 sleeps 16
5 bedrooms 5 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets

5 bedroom children-welcome cottage

5 bedroom children-welcome cottage in Derbyshire with hot tub, wood stove, open fire and garden.

5 bedroom large holiday house with private hot tub, set on edge of Peak District National Park, close to both Ashbourne and Carsington Water

Facilities & Features: Digital TVFree WifiOutdoor Hot Tub

Sladen Lodge

, Hathersage, Derbyshire, Peak District, England
Online Booking Available
Viewed 42 times recently.
Price from £3920
Next available 19/06 to 23/06/23
no booking fee
sleeps  14 sleeps 14
7 bedrooms 7 bedrooms
7 bathrooms 7 bathrooms
2 dogs welcome  2 pets

7 bedroom pet-friendly holiday home

7 bedroom pet-friendly holiday home in Derbyshire with recreation room and garden.

Welcoming 7 en-suite bedroom holiday lodge with spacious and contemporary furnishings sleeping up to 14 adults (plus 2 children) and boasting a stunning location in the Peak District National Park with spectacular scenery and breath taking views over the Hope Valley

Facilities & Features: Digital TVFree WifiGames room

Old Coach House

, Aldwark, Derbyshire, Peak District, England
Family-Friendly
Viewed 38 times recently.
Price from £240
Next available 02/07 to 07/07/23
no booking fee
sleeps  6 sleeps 6
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
2 dogs welcome  2 pets

2 bedroom pet-friendly holiday rental

2 bedroom pet-friendly holiday rental in Derbyshire with woodburner, real fire and garden.

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

Facilities & Features: TVFree Wifi
5 star rated

Hagg Hill Hall

, Chesterfield, Derbyshire, Peak District, England
Online Booking Available
Viewed 31 times recently.
Price from £4200
Next available 09/06 to 16/06/23
sleeps  22 sleeps 22
8 bedrooms 8 bedrooms
6 bathrooms 6 bathrooms
2 dogs welcome  2 pets

8 bedroom pet-friendly cottage

8 bedroom pet-friendly cottage in Derbyshire with hot tub, swimming bath, sauna, games den, open fireplace and garden.

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

Facilities & Features: TVFree WifiGames roomOutdoor Hot TubSaunaHeated pool
Best for: Group Holidays, Hen parties, Stag parties, Special celebrations, Families, Dogs Welcome Breaks

Clusters Chapel

, Belper, Derbyshire, Peak District, England
Family-Friendly
Viewed 80 times recently.
Price from £1595
Next available 09/06 to 23/06/23
sleeps  20 sleeps 20
8 bedrooms 8 bedrooms
5 bathrooms 5 bathrooms
3 dogs welcome  3 pets

8 bedroom dog-friendly cottage

8 bedroom dog-friendly cottage in Derbyshire with sauna, woodburning stove and garden.

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

Facilities & Features: Digital TVFree WifiSauna
Best for: Groups, Hens, Stags, Special celebrations, Family holidays, Pet-Friendly Breaks

The Haven - Luxury Sheltered Hot Tub & Games Room

, Two Dales, Derbyshire, Peak District, England
Family-Friendly
Viewed 21 times recently.
Price from £2200
Next available 09/06 to 16/06/23
no booking fee
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets

5 bedroom family cottage

5 bedroom family cottage in Derbyshire with hot tub, games room and garden.

No pets 5 bedroom holiday home in a tranquil village setting near Bakewell and the Peak District National Park, with the added luxury of a bubbly outdoor hot tub and games room

Facilities & Features: TVFree WifiGames roomOutdoor Hot Tub
Best for: Groups, Hens, Stags, Celebrations & Gatherings, Family holidays, No Pets Holidays

Ebenezer Chapel

, Milford, Derbyshire, Peak District, England
Family-Friendly
Viewed 49 times recently.
Price from £1495
Next available 09/06 to 29/06/23
Special Offer 08/06 to 30/06/23
sleeps  22 sleeps 22
8 bedrooms 8 bedrooms
5 bathrooms 5 bathrooms
2 dogs welcome  2 pets

8 bedroom pet-friendly holiday home

8 bedroom pet-friendly holiday home in Derbyshire with sauna room, woodburner and garden.

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

Facilities & Features: TVFree WifiSauna
Best for: Group Breaks, Hen groups , Stag groups, Parties & Reunions, Family-friendly, Pets Welcome Breaks

Swallow Barn Dogs-welcome Cottage, Peak District

, Priestcliffe Near Bakewell, Derbyshire, Peak District, England
Online Booking Available
Viewed 12 times recently.
Price from £472
Next available 23/07 to 31/07/23
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
1 dog welcome  1 pet

1 bedroom dog-friendly holiday home

1 bedroom dog-friendly holiday home in Derbyshire with wood stove and garden.

Good quality one bedroom barn conversion nestled in a rural hamlet within the Peak District National Park, this is a charming pet-friendly holiday home which is located just 7 miles from Bakewell

Facilities & Features: TVFree Wifi
4 star rated
Best for: Couples, Dogs Welcome Breaks

Cow Barn, Peak District National Park

, Alport, Derbyshire, Peak District, England
Online Booking Available
Viewed 7 times recently.
Price from £1231
Next available 09/06 to 30/06/23
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets

4 bedroom family cottage

4 bedroom family cottage in Derbyshire with wood stove, open fire and garden.

This beautiful high quality 4 bedroom barn conversion lies within the gorgeous Peak District National Park and boasts a high quality interior and wonderful views over the surrounding Derbyshire countryside

Facilities & Features: TVFree Wifi
5 star rated
Best for: Family holidays, No Pets Holidays

The Escape

, Two Dales, Derbyshire, Peak District, England
Family-Friendly
Viewed 30 times recently.
Price from £2200
Next available 09/06 to 07/07/23
no booking fee
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets

5 bedroom family cottage

5 bedroom family cottage in Derbyshire with hot tub, jacuzzi bath, recreation room and garden.

Sleeps 10 holiday house with warm bubbly outdoor private hot tub and games room, just outside of the Peak District National Park

Facilities & Features: TVFree WifiGames roomOutdoor Hot Tub

The Barn at Hill House

, Leek, Staffordshire, Heart of England , England
Price from £1366
Next available 23/06 to 30/06/23
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
3 bathrooms 3 bathrooms
1 dog welcome  1 pet

4 bedroom pet-friendly cottage

4 bedroom pet-friendly cottage in Staffordshire with garden.

Beautiful 4 bedroom dog-friendly barn conversion with stunning country views, ideal for exploring the Peak District National Park

Facilities & Features: TVFree Wifi
4 star rated
Best for: Families, Pet-Friendly Breaks

Cabin Knoll Country Cottage

, Calwich, Derbyshire, Peak District, England
Online Booking Available
Viewed 9 times recently.
Price from £527
Next available 12/06 to 17/06/23
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets

2 bedroom cottage for families

2 bedroom cottage for families in Derbyshire with log burner, real fireplace and garden.

Two bedroom rural retreat with ample rustic charm and countryside views with a great location just outside of the Peak District National Park close to Dovedale National Nature Reserve and Alton Towers Theme Park, ideal for couples or small families

Facilities & Features: TVFree Wifi
5 star rated
Best for: Family holidays, No Pets Breaks
* 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.

Book a Winster cottage and look forward to discovering some of the best of Derbyshire on holiday.