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

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1,395 Holiday homes

(51) Excellent 

16

Amazing barn in Winster from £100/night | pet friendly, patio & satellite tv

Peak District National Park / Winster

3 5 2 nights min

  • 3 bedrooms
  • sleeps 5
  • 2 nights min
  • Child friendly
“fantastic” This was a wonderful quiet spot and an ideal location for sightseeing. The Barn was well equipped, spotless and comfortable. When we arrived Sharon the owner had kindly left a tray with homemade lemon cake,bottle of wine,crisps and tea and coffee making facilities and milk in the fridge.What a lovely touch. All in all a super holiday let and would recommend to all.

from £100 / night

£500 - £650 / week

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Responds fast!
avg. 1 hour 23 minutes

from £100 / night

(5) Excellent 

17

Country cottage in Winster, Peak District National Park | Ideal for 2 people | patio

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

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from £65 / night

(31) Excellent 

17

Reviewed cottage, great for holidays in Winster | tennis in town | pet friendly

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

(149) Excellent 

22

Popular cottage in Winster from £70/night. Satellite tv, games room

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 £70 / night

£345 - £1,270 / week

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from £70 / 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

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Responds fast!
avg. 2 hours 36 minutes

from £599 / night

24

House with 3 bedrooms in Winster, Peak District National Park | games room, fireplace & garden

Peak District National Park / Winster

3 6 7 nights min

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

from £71 / night

£494 - £871 / week

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from £71 / night

(13) Very Good 

14

Winster - cottage with a very good review rating | garden & wi-fi | cycling holidays

Peak District National Park / Winster

1 2 3 nights min

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

from £62 / night

£310 / week

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Responds fast!
avg. 2 hours 26 minutes

from £62 / night

(8) Excellent 

19

Cosy rental in Winster, Peak District National Park, sleeps 4 | fireplace

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

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Responds fast!
avg. 2 hours 33 minutes

from £80 / night

(67) Very Good 

Certificate of Excellence

25

Certificate of Excellence cottage in Winster with swing set and fireplace - horse riding

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 £80 / night

£350 - £669 / week

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Responds fast!
avg. 2 hours 9 minutes

from £80 / night

19

Pet friendly rental - 2 bedrooms in Winster, Peak District National Park with fireplace

Peak District National Park / Winster

2 4 7 nights min

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

from £60 / night

£417 - £685 / week

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from £60 / night

16

Looking for pet friendly accommodation in Winster? Rent this cottage from £52/night

Peak District National Park / Winster

2 3 7 nights min

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

from £52 / night

£361 - £600 / week

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from £52 / night

(17) Excellent 

13

Private house with 1 bedroom in Winster | wi-fi, garden and more

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

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from £42 / night

(3) Average 

13

Child friendly house in Winster, Peak District National Park - 2 bedrooms | wi-fi

Peak District National Park / Winster

2 3 3 nights min

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

from £44 / night

£312 - £637 / week

Enquire View

from £44 / night

10

1 bedroom accommodation in Winster

Peak District National Park / Winster

1 2 3 nights min

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

from £38 / night

£272 - £492 / week

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from £38 / night

(7) Excellent 

9

Escape to Winster, Peak District National Park in this beautiful holiday house | Sleeps 7, 3 bedrooms

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

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from £56 / night

(3) Excellent 

10

Holiday house in Winster, Peak District National Park, from £46/night. With wi-fi, garden and much more!

Peak District National Park / Winster

2 4 3 nights min

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

from £46 / night

£326 - £606 / week

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from £46 / night

(11) Very Good 

6

Holiday house with 2 bedrooms and wi-fi in Winster

Peak District National Park / Winster

2 3 3 nights min

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

from £37 / night

£259 - £598 / week

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from £37 / night

22

House in Winster with wi-fi from £46/night - Great for walking holidays

Peak District National Park / Winster

2 4 3 nights min

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

from £46 / night

£324 - £678 / week

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from £46 / night

(1) Excellent 

11

Self-catering house in Winster with wi-fi & garden - Great for fishing

Peak District National Park / Winster

3 6 3 nights min

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

from £56 / night

£394 - £996 / week

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from £56 / night

(13) Very Good 

10

Peak District National Park - Check out this amazing 1 bedroom house with wi-fi in Winster

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

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from £31 / night

(5) Excellent 

19

Affordable house rental in Peak District National Park – 2 bedrooms from £35/night

Peak District National Park / Winster

2 2 3 nights min

  • 2 bedrooms
  • sleeps 2
  • 3 nights min

from £35 / night

£248 - £513 / week

Enquire View

from £35 / night

12

Experience a home from home at this house in Winster | garden & wi-fi

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

£276 - £588 / week

Enquire View

from £39 / night

9

House in Winster from £49/night | 2 bedrooms, sleeps 4

Peak District National Park / Winster

2 4 3 nights min

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

from £49 / night

£344 - £677 / week

Enquire View

from £49 / night

17

Child friendly accommodation in Winster with garden, sleeps 6, fishing

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

37

Self-catering holiday rental in Winster, Peak District National Park | wi-fi and garden - pet friendly property

Peak District National Park / Winster

6 14 3 nights min

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

from £216 / night

£1,513 - £4,727 / week

Enquire View

from £216 / night

(5) Excellent 

15

Top rated holiday house in Winster | pet friendly | Sleeps 4 | child friendly

Peak District National Park / Winster

2 4 3 nights min

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

from £47 / night

£331 - £713 / week

Enquire View

from £47 / night

(7) Very Good 

8

House in Winster with garden - from £44/night

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

(1) Excellent 

10

Ideal house in Winster from £45/night | 1 bedroom, sleeps 2

Peak District National Park / Winster

1 2 3 nights min

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

from £45 / night

£319 - £651 / week

Enquire View

from £45 / night

(16) Very Good 

18

Holiday rental in Winster with wi-fi, garden

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 - £838 / week

Enquire View

from £47 / night

(6) Excellent 

17

Winster holiday home letting

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

(3) Very Good 

12

Holiday home in Winster

Peak District National Park / Winster

4 8 3 nights min

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

from £87 / night

£610 - £1,577 / week

Enquire View

from £87 / night

15

2 bedroom house in Winster from £41/night | wi-fi & garden

Peak District National Park / Winster

2 4 3 nights min

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

from £41 / night

£287 - £611 / week

Enquire View

from £41 / 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
The Croft Winster
"Wonderful, picturesque, Cosy Cottage with all mod cons & Dog Friendly too!!"

My partner and I and our faithful Hound Luchia stayed for a weekend in February 2018. We really loved this cottage, facilities were fantastic, everything we needed was provided. (almost)! Excellent place to cook, which we did, wonderful range cooker, very comfortable, beds. Amazing Bathroom. We had snow, although in Peak District this is the norm in winter!! Fantastic garden with stunning and far reaching views, although we didn't spend too much time there due to weather. Our dog loved it though. Winster itself is a wonderful and very picturesque Village, within close proximity to the whole of the Peak District. Local shop is wonderful, stocks pretty much anything you would need. The cottage does have a reasonably low beam in the kitchen, and also a little low when going up the stairs, however my partner is 6'4" and he managed the whole weekend without crashing into anything. The hill up to the cottage is very steep and narrow in places (as stipulated in the directions) although we didn't have any problems and drive a VW Passat Estate. Parking outside the cottage is good, no problems as long as you park next to adjacent wall. Only thing we really missed was some logs for the log burner on the Friday night when we arrived, as it was too late for us to buy any locally after our drive up from London. I know some cottages provide enough for the first night, and other cottages only provide if you book for a whole week. Would be helpful to know in advance, as we love our log fires!! All in all, a fantastic cottage, would stay again in a heartbeat :)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
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 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
The Old Barn
Lovely friendly welcome to a a nice cottage with comfortable well proportioned furniture .

We have visited winster on many occasions over the years.This was the first stay at the old barn, and how lovely it was.A very warm welcome by the owner Sharon.what I particularly liked was that everything you needed was provided The two pubs are very welcoming,both offering nice food and atmosphere.if you get the chance the walk to Elton is very pretty not too far and the pub(the duke of York )is a must.Its like going back in time! Just hope you don't need the loo!see more