Cottages in Middleham and Guest houses - Holiday Lettings - Holiday Rentals Middleham

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571 Holiday homes

(4) Excellent 

17

Home rental in Middleham

North Yorkshire / Middleham

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Private garden

from £69 / night

£344 - £596 / week

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Responds fast!
avg. 1 hour 27 minutes

from £69 / night

(69) Excellent 

22

Holiday cottage in Middleham

North Yorkshire / Middleham

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
“Cosy cottage in beautiful setting” Jenny Wren was a lovely cottage for our romantic anniversary break, we particularly enjoyed the wood burning stove, candles and king size bed! Alan and Angela made us feel very welcome and the extra touches such as a tea set laid out, complete with muffins, and the chocolates on the bed made it feel really special. The village was in an ideal setting for exploring the Dales, and we enjoyed a trip to Hawes and Aysgarth Falls. However, there is also plenty to do locally, with walks to the river from Middleham, and Jervaulx Abbey and Brymor ice cream farm just a short drive away. We were spoilt for choice with the four pubs in the square, but ended up in The White Swan, which serves good bistro-style food at reasonable prices if you go for the early-bird deal. We would thoroughly recommend Jenny Wren as a place for couples to stay at any time of year.

from £58 / night

£332 - £481 / week

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Responds fast!
avg. 2 hours 37 minutes

from £58 / night

(43) Excellent 

23

Holiday bungalow in Middleham

North Yorkshire / Middleham

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 104 km
  • Child friendly
  • Pet friendly
“Home for home.” Everything you need for your stay. Comfortable, home from home. Good base to explore North Yorkshire.

from £95 / night

£498 - £675 / week

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Responds fast!
avg. 58 minutes

from £95 / night

(34) Excellent 

10

Holiday home in Middleham

North Yorkshire / Middleham

6 19 3 nights min

  • 6 bedrooms
  • sleeps 19
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £226 / night

£1,582 / week

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from £226 / night

7

Holiday home in Middleham

North Yorkshire / Middleham

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Child friendly
  • Ask about pets

from £74 / night

£516 / week

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from £74 / night

(4) Excellent 

13

Holiday home in Middleham

North Yorkshire / Middleham

2 4 3 nights min

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

from £62 / night

£438 - £793 / week

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from £62 / night

(2) Excellent 

11

Holiday home in Middleham

North Yorkshire / Middleham

1 2 3 nights min

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

from £49 / night

£347 - £706 / week

Enquire View

from £49 / night

(9) Excellent 

18

Home rental in Middleham

North Yorkshire / Middleham

3 8 3 nights min

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

from £69 / night

£486 - £965 / week

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from £69 / night

14

Holiday home in Middleham

North Yorkshire / Middleham

2 3 3 nights min

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

from £48 / night

£340 - £612 / week

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from £48 / night

(1) Excellent 

17

Holiday cottage in Middleham

North Yorkshire / Middleham

2 4 3 nights min

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

from £44 / night

£314 - £841 / week

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from £44 / night

12

Holiday home in Middleham

North Yorkshire / Middleham

2 3 3 nights min

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

from £43 / night

£305 - £580 / week

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from £43 / night

(3) Excellent 

12

Home rental in Middleham

North Yorkshire / Middleham

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min

from £47 / night

£333 - £596 / week

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from £47 / night

10

Middleham holiday home rental

North Yorkshire / Middleham

3 6 3 nights min

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

from £49 / night

£348 - £771 / week

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from £49 / night

11

Holiday home in Middleham

North Yorkshire / Middleham

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min

from £36 / night

£254 - £446 / week

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from £36 / night

(1) Excellent 

12

Home rental in Middleham

North Yorkshire / Middleham

2 4 3 nights min

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

from £44 / night

£309 - £793 / week

Enquire View

from £44 / night

(5) Excellent 

19

Holiday home in Middleham

North Yorkshire / Middleham

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min

from £138 / night

£969 - £2,084 / week

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from £138 / night

10

Holiday home rental

North Yorkshire / Middleham

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly

from £57 / night

£404 - £919 / week

Enquire View

from £57 / night

(5) Excellent 

14

Middleham holiday home rental

North Yorkshire / Middleham

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min

from £46 / night

£325 - £596 / week

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from £46 / night

(3) Very Good 

15

Holiday home in Middleham

North Yorkshire / Middleham

2 4 min stay varies

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

from £86 / night

£332 - £493 / week

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Responds fast!
avg. 3 hours 25 minutes

from £86 / night

(2) Very Good 

31

Holiday home in Middleham

North Yorkshire / Middleham

7 18 3 nights min

  • 7 bedrooms
  • sleeps 18
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £228 / night

£1,597 - £5,158 / week

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from £228 / night

43

Holiday home in Middleham

North Yorkshire / Middleham

10 21 min stay varies

  • 10 bedrooms
  • sleeps 21
  • min stay varies
  • Car not necessary
  • Private garden

from £687 / night

£4,809 - £53,815 / week

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from £687 / night

Great rentals within 20 miles that match your search

Distance approx 9.37 miles from Middleham

(135) Excellent 

Certificate of Excellence

15

Holiday cottage in Well

North Yorkshire / Well

1 2 2 nights min

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

Certificate of Excellence

from £48 / night

£337 / week

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Responds fast!
avg. 40 minutes

from £48 / night

Distance approx 3.55 miles from Middleham

(16) Excellent 

19

Melmerby, Yorkshire holiday cottage rental

Leyburn / Melmerby, Yorkshire

5 8 min stay varies

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

from £110 / night

£771 - £1,554 / week

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Responds fast!
avg. 50 minutes

from £110 / night

Distance approx 17.65 miles from Middleham

(13) Excellent 

24

Holiday cottage in Northallerton

North Yorkshire / Northallerton

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £83 / night

£436 - £596 / week

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from £83 / night

Distance approx 11.28 miles from Middleham

(21) Very Good 

21

Holiday cottage in Askrigg

Yorkshire Dales National Park / Askrigg

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 50 km
  • Child friendly
  • Pet friendly

from £115 / night

£481 - £630 / week

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from £115 / night

Distance approx 8.63 miles from Middleham

(6) Excellent 

10

Holiday bungalow in Snape, Yorkshire

Bedale / Snape, Yorkshire

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 55 km
  • Private garden

from £86 / night

£390 - £619 / week

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Responds fast!
avg. 3 hours 33 minutes

from £86 / night

Distance approx 19.05 miles from Middleham

(2) Very Good 

11

Cottage rental in Thirsk

North Yorkshire / Thirsk

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Car not necessary
  • Pet friendly

from £81 / night

£458 / week

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Responds fast!
avg. 3 hours 25 minutes

from £81 / night

Distance approx 13.28 miles from Middleham

(32) Excellent 

Certificate of Excellence

15

Holiday cottage in Buckden

Yorkshire Dales National Park / Buckden

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 80 km
  • Child friendly
  • Ask about pets

Certificate of Excellence

from £101 / night

£512 - £858 / week

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Responds fast!
avg. 3 hours 12 minutes

from £101 / night

Distance approx 0.1 miles from Middleham Show on Map

(9) Very Good 

12

Holiday cottage in Spennithorne

Leyburn / Spennithorne

2 4 7 nights min

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

from £66 / night

£458 / week

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from £66 / night

Distance approx 7.41 miles from Middleham

(1) Excellent 

13

Masham holiday farmhouse let

North Yorkshire / Masham

7 16 7 nights min

  • 7 bedrooms
  • sleeps 16
  • 7 nights min
  • Nearest beach 104 km
  • Child friendly
  • Private garden

from £314 / night

£2,176 / week

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from £314 / night

Distance approx 14.01 miles from Middleham

(14) Very Good 

20

Holiday cottage with golf nearby in Pateley Bridge

North Yorkshire / Pateley Bridge

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 0 km
  • Child friendly
  • Car not necessary

from £46 / night

£287 - £544 / week

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Responds fast!
avg. 3 hours 32 minutes

from £46 / night

Distance approx 16.61 miles from Middleham

(11) Very Good 

10

Holiday home rental

Yorkshire Dales National Park / Grassington

1 2 3 nights min

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

from £44 / night

£311 - £652 / week

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from £44 / night

Distance approx 11.07 miles from Middleham

(5) Excellent 

12

Holiday home in Kiplin

North Yorkshire / Kiplin

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly

from £57 / night

£401 - £1,012 / week

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from £57 / night

Distance approx 13.78 miles from Middleham

(9) Excellent 

12

Buckden holiday home rental

Yorkshire Dales National Park / Buckden

2 4 3 nights min

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

from £46 / night

£325 - £1,022 / week

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from £46 / night

Distance approx 13.31 miles from Middleham

(2) Excellent 

14

Holiday home rental

Yorkshire Dales National Park / Buckden

2 4 3 nights min

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

from £42 / night

£294 - £642 / week

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from £42 / night

Distance approx 16.55 miles from Middleham

(2) Very Good 

12

Grassington holiday home rental

Yorkshire Dales National Park / Grassington

2 4 3 nights min

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

from £50 / night

£350 - £844 / week

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from £50 / night

Distance approx 19.51 miles from Middleham

(12) Excellent 

10

Home rental in Barnard Castle

Durham / Barnard Castle

2 4 3 nights min

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

from £39 / night

£273 - £733 / week

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from £39 / night

Distance approx 10.3 miles from Middleham

(1) Excellent 

10

West Tanfield holiday home rental

North Yorkshire / West Tanfield

2 4 3 nights min

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

from £41 / night

£291 - £670 / week

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from £41 / night

Distance approx 4.33 miles from Middleham

6

Holiday cottage rental

Leyburn / West Witton

2 4 3 nights min

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

from £46 / night

£323 - £649 / week

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from £46 / night

Distance approx 6.81 miles from Middleham

(2) Excellent 

16

West Burton holiday home rental

North Yorkshire / West Burton

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly

from £45 / night

£319 - £641 / week

Enquire View

from £45 / night

Top Destination reviews

Honeykiln Cottage
An excellent base, for a visit to North Yorkshire.

We were visiting family who live in Middleham and have stayed in many cottages B&Bs over the years,this one is the best yet.It is in a fairly new ,quiet,on a very small estate.The cottage is very comfortable,with a private garden.We were greeted with a vase of flowers and a lovely welcoming tray,in this bright and spacious cottage.Although we did not have to cook during our visit all the necessary kitchen and dining requirements were in place. In fact it is a FIRST CLASS HOLIDAY COTTAGE situated in just the place for a visit to North Yorkshire and The Dales-You will not be disappointed.see more
Yorkshire Dales House
Stunning property

An absolutely fantastic property. Wonderfully comfortable, beautifully furnished and appointed, and in an outstanding location (four pubs all serving fabulous Black Sheep beer, not to mention two great takeaways, all within walking distance, yet still a picturesque and peaceful location - life doesn't get any better!). Owners and managers a pleasure to deal with. A perfect destination for a get-together with family and friends. Middleham Castle directly opposite the property - stunning views from the house. Short drive to Aysgarth Falls and Wensleydale. Thank you so much for a great holiday.see more
Fox Cottage, Middleham, Wensleydale. WiFi.
Excellent

Just what I want, everything is good quality and comfortable and in easy reach of pubs and restaurants so I don’t need to cook. … see more
Jenny Wren Cottage
Peace n quiet

Really enjoyed our few days in this delightful cottage .Jenny Wren is everything we could have wanted , warm cosy & really well equipped.We would definitely recommend this cottage and look forward to coming back in the spring … see more

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