Cottages in Winster and Holiday rentals - Holiday Lettings - Holiday Rentals Winster

Close

View larger map

Also consider

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,203 Holiday homes

(53) Excellent 

16

Barn rental in Winster

Peak District National Park / Winster

3 5 2 nights min

  • 3 bedrooms
  • sleeps 5
  • 2 nights min
  • Child friendly
“A really comfortable stay with village and countryside on the doorstep” This tastefully furnished and very well eqiupped cottage had everything we needed for a great stay. The living/dining room is larger and more comfortable than the photos convey. There are plenty of walks on the doorstep or a short drive away, and the village is adequately equipped for groceries and a choice of two pubs. The visitor information was valuable, particularly the ordnance survey. We couldn't have wanted for more.

from £100 / night

£500 - £650 / week

Book View

Responds fast!
avg. 1 hour 42 minutes

from £100 / night

(31) Excellent 

17

Winster holiday cottage rental

Peak District National Park / Winster

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 165 km
  • Child friendly

from £65 / night

£360 - £400 / week

Enquire View

from £65 / night

(153) Excellent 

22

Cottage rental in Winster

Peak District National Park / Winster

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Child friendly
  • Private garden
“The cottage is very well equipped and comfortable” First impressions were how clean it was. We were here for a weekend and the only disappointment was that we didn't have enough time to use all of the equipment! We tried very hard to use all of the sitting areas. The cosy lounge was first while watching the TV (no time for a film). In the morning it was reading the papers in the games room and finally the garden room Sunday afternoon. I would recommend for larger groups as plenty of room to spread out while also enough space to be together. The location was ideal for walking cycling and the shops in Matlock are nearby if needed. We only saw our hosts briefly (which suited us) but were encouraged and able to contact them easily if we required anything.

from £60 / night

£345 - £1,195 / week

Enquire View

from £60 / night

(5) Very Good 

19

Home rental in Winster

Peak District National Park / Winster

6 18 min stay varies

  • 6 bedrooms
  • sleeps 18
  • min stay varies
  • Child friendly
  • Pet friendly

from £599 / night

£4,193 / week

Book View

Responds fast!
avg. 1 hour 47 minutes

from £599 / night

(71) Very Good 

Certificate of Excellence

25

Holiday cottage in Winster

Peak District National Park / Winster

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Exellent holiday cottage” We spent a wonderful 4 days here in the Peak District. The cottage is absolutely perfect and very well located in a super village with 2 pubs and a small shop. The owner was incredibly helpful - we would definitely stay here again.

Certificate of Excellence

from £85 / night

£350 - £669 / week

Book View

Responds fast!
avg. 3 hours 24 minutes

from £85 / night

(8) Excellent 

19

Holiday cottage rental

Peak District National Park / Winster

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask owner if suitable for children
  • Private garden

from £80 / night

£480 - £584 / week

Book View

Responds fast!
avg. 2 hours 33 minutes

from £80 / night

(5) Excellent 

17

Winster holiday cottage accommodation

Peak District National Park / Winster

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Pet friendly
  • Private garden

from £65 / night

£375 / week

Book View

from £65 / night

(13) Very Good 

14

Holiday cottage in Winster

Peak District National Park / Winster

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Pet friendly
  • Private garden

from £70 / night

£310 / week

Book View

Responds fast!
avg. 1 hour 59 minutes

from £70 / night

(7) Excellent 

9

Holiday home in Winster

Peak District National Park / Winster

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Child friendly
  • Private garden

from £56 / night

£395 - £966 / week

Enquire View

from £56 / night

(5) Excellent 

19

Winster holiday home rental

Peak District National Park / Winster

2 2 3 nights min

  • 2 bedrooms
  • sleeps 2
  • 3 nights min

from £35 / night

£251 - £561 / week

Enquire View

from £35 / night

(5) Excellent 

15

Holiday home in Winster

Peak District National Park / Winster

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

from £45 / night

£318 - £732 / week

Enquire View

from £45 / night

(17) Excellent 

13

Home letting in Winster

Peak District National Park / Winster

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Pet friendly
  • Private garden

from £42 / night

£296 - £473 / week

Enquire View

from £42 / night

(11) Very Good 

6

Holiday home in Winster

Peak District National Park / Winster

2 3 3 nights min

  • 2 bedrooms
  • sleeps 3
  • 3 nights min
  • Child friendly

from £38 / night

£266 - £645 / week

Enquire View

from £38 / night

10

Winster holiday home rental

Peak District National Park / Winster

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Child friendly

from £38 / night

£267 - £492 / week

Enquire View

from £38 / night

(1) Excellent 

10

Home letting in Winster

Peak District National Park / Winster

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Child friendly
  • Private garden

from £47 / night

£332 - £702 / week

Enquire View

from £47 / night

12

Holiday home in Winster

Peak District National Park / Winster

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £39 / night

£274 - £588 / week

Enquire View

from £39 / night

(13) Very Good 

10

Holiday home accommodation

Peak District National Park / Winster

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Child friendly

from £31 / night

£221 - £442 / week

Enquire View

from £31 / night

(3) Very Good 

12

Home rental in Winster

Peak District National Park / Winster

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Child friendly

from £88 / night

£616 - £1,577 / week

Enquire View

from £88 / night

(16) Very Good 

18

Winster holiday home rental

Peak District National Park / Winster

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Child friendly
  • Private garden

from £47 / night

£334 - £811 / week

Enquire View

from £47 / night

37

Winster holiday home rental

Peak District National Park / Winster

6 14 3 nights min

  • 6 bedrooms
  • sleeps 14
  • 3 nights min
  • Child friendly
  • Private garden

from £200 / night

£1,400 - £4,965 / week

Enquire View

from £200 / night

17

Holiday home in Winster

Peak District National Park / Winster

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £62 / night

£437 - £1,069 / week

Enquire View

from £62 / night

(3) Average 

13

Holiday home in Winster

Peak District National Park / Winster

2 3 3 nights min

  • 2 bedrooms
  • sleeps 3
  • 3 nights min
  • Child friendly
  • Pet friendly

from £42 / night

£300 - £687 / week

Enquire View

from £42 / night

(3) Excellent 

10

Holiday home in Winster

Peak District National Park / Winster

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden

from £47 / night

£332 - £651 / week

Enquire View

from £47 / night

15

Holiday home rental

Peak District National Park / Winster

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Private garden

from £41 / night

£290 - £643 / week

Enquire View

from £41 / night

(7) Very Good 

8

Holiday home in Winster

Peak District National Park / Winster

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden

from £44 / night

£313 - £735 / week

Enquire View

from £44 / night

(7) Excellent 

17

Home letting in Winster

Peak District National Park / Winster

7 16 3 nights min

  • 7 bedrooms
  • sleeps 16
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £270 / night

£1,891 - £5,135 / week

Enquire View

from £270 / night

16

Holiday cottage in Winster

Peak District National Park / Winster

2 3 3 nights min

  • 2 bedrooms
  • sleeps 3
  • 3 nights min

from £46 / night

£326 - £649 / week

Enquire View

from £46 / night

Great rentals within 20 miles that match your search

Distance approx 4.3 miles from Winster

(46) Very Good 

10

Holiday home in Over Haddon

Bakewell / Over Haddon

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £131 / night

£725 - £1,282 / week

Book View

from £131 / night

Distance approx 18.64 miles from Winster

(11) Excellent 

Certificate of Excellence

26

Holiday cottage in Cheadle

Staffordshire / Cheadle

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 0 km
  • Child friendly
  • Ask about pets

Certificate of Excellence

from £80 / night

£450 - £495 / week

Book View

Responds fast!
avg. 2 hours 19 minutes

from £80 / night

Distance approx 4.72 miles from Winster

13

Holiday bungalow in Bakewell

Peak District National Park / Bakewell

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden

from £75 / night

£400 / week

Book View

from £75 / night

Distance approx 9.78 miles from Winster

(2) Excellent 

26

Holiday home rental

Hope Valley / Froggatt

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min

from £95 / night

£465 - £695 / week

Book View

Responds fast!
avg. 3 hours 26 minutes

from £95 / night

Distance approx 12.11 miles from Winster

(63) Excellent 

24

Holiday barn in Ford

Peak District National Park / Ford

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £99 / night

£550 - £1,300 / week

Book View

Responds fast!
avg. 1 hour 1 minutes

from £99 / night

Distance approx 4.3 miles from Winster

(36) Excellent 

Certificate of Excellence

16

Holiday cottage in Over Haddon

Bakewell / Over Haddon

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £87 / night

£417 - £706 / week

Book View

Responds fast!
avg. 41 minutes

from £87 / night

Distance approx 6.81 miles from Winster

(19) Excellent 

23

Holiday barn in Wirksworth

Derbyshire / Wirksworth

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £70 / night

£320 - £495 / week

Book View

from £70 / night

Distance approx 16.6 miles from Winster

(7) Excellent 

Certificate of Excellence

19

Holiday home in Chapel-en-le-Frith

Peak District National Park / Chapel-en-le-Frith

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

Certificate of Excellence

from £50 / night

£350 / week

Book View

Responds fast!
avg. 3 hours 0 minutes

from £50 / night

Distance approx 10.39 miles from Winster

(24) Very Good 

14

Holiday cottage in Ashbourne

Derbyshire / Ashbourne

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Private garden

from £225 / night

£800 - £1,500 / week

Book View

from £225 / night

Distance approx 11.79 miles from Winster

(12) Very Good 

16

Butterton holiday barn rental

Peak District National Park / Butterton

1 6 2 nights min

  • 1 bedroom
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden

from £80 / night

£450 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from £80 / night

Distance approx 12.72 miles from Winster

(55) Excellent 

23

Holiday home letting

Peak District National Park / Waterhouses

13 34 min stay varies

  • 13 bedrooms
  • sleeps 34
  • min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £1,150 / night

£6,600 - £7,500 / week

Enquire View

from £1,150 / night

Distance approx 6.39 miles from Winster

(9) Excellent 

26

Holiday cottage in Ashford-in-the-Water

Bakewell / Ashford-in-the-Water

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly

from £88 / night

£560 - £880 / week

Enquire View

from £88 / night

Distance approx 3.16 miles from Winster Show on Map

(4) Excellent 

11

Matlock holiday cottage rental

Derbyshire / Matlock

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Private garden

from £75 / night

£350 - £600 / week

Book View

Responds fast!
avg. 2 hours 46 minutes

from £75 / night

Top Destination reviews

Derbyshire Village House sleeping up to 18 adults, pub, shop in walking distance
Great House

My aunty booked this for our family for a long weekend - what I found out when I got there is that my ancestors used to actually own the house and my Granddad who was with us had grew up there. Fantastic and beautiful old house located in a quaint little village with plenty of family history. Even without the family history - I would recommend staying here to anyone.see more
Ivy Cottage, Peak District Luxury Accomodation
Beautiful cottage in a lovely quaint village.

Spent 4 nights in this beautiful cottage. Matt and Becky made a wonderful job of ensuring everything was available for us. Everything we needed was in the cottage. They had even put a welcome basket out for us. We enjoyed it so much we have already booked to go again next month. … see more
The Old Barn
Ex uni get together

Very comfortable and clean cottage. Poor phone recep but wifi good. SharonT is very friendly. She let us stay on till after lunch as she had a day gap before the next guests. Thank you Sharon! … see more
Briar Cottage,Peak District National Park, Winster
Beautiful period cottage. Cosy

Super little cottage nestled in the heart of Winster. Every comfort catered for. A lovely period cottage with stylish, contemporary kitchen and bathroom. Thoroughly enjoyed our stay. Great little pubs nearby with plenty of character, nice food and drink, and very pleasant staff. Great walk over to Stanton Moor. Fabulous all round. Many thanks!see more
The Croft Winster
Lovely cottage

Lovely cottage in a lovely village. Owners were helpful with information requested prior to arrival. Cottage was very clean, cosy and comfortable. … see more
The Spook cosy detached cottage with garden and off road parking
Lovely

The cutest house in a perfect little village. Hiking trails just around the corner and close to Matlock Bath, Haddon Hall and Chatsworth. I explored the area by myself and couldn't be more pleased. The owner was very nice and helpful. She stood outside waiting for me when I arrived after midnight! The house is quite simply decorated and had everything I needed. I loved the view from the windows and the cute little garden. The wi-fi was great in every part of the house. I highly recommend staying at the Spook!see more