A historic stone castle with multiple towers and battlements, surrounded by a grassy field and a stone wall.

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Middleham cottages

A balcony with a table, a bottle, and a glass.

1. In & Out Cottage

In & Out Cottage
3.0 star property
Leyburn
The price is CA $529
CA $635 total
includes taxes & fees
Aug 23 - Aug 24
In & Out Cottage
A stone building with a green door, windows, and a small garden area with plants.

2. Cosy cottage in the heart of Middleham famous for its horse racing stables.

Cosy cottage in the heart of Middleham famous for its horse racing stables.
Middleham, near Leyburn
10.0 out of 10, Exceptional, (13 reviews)
"The cottage was lovely with many traditional features. Lovely views. Enough local amenities for any stay, plus you get to see lots of horses!"
United States
Paul Tasker
The price is CA $822
CA $822 total
includes taxes & fees
Sep 15 - Sep 16
Cosy cottage in the heart of Middleham famous for its horse racing stables.
A stone building with multiple windows and a door, outdoor seating area with chairs and a table, and a gravel ground.

3. Teal Cottage

Teal Cottage
2.0 star property
Leyburn
10.0 out of 10, Exceptional, (1 review)
The price is CA $565
CA $678 total
includes taxes & fees
Aug 30 - Aug 31
Teal Cottage
An outdoor dining area with a table set for two, surrounded by a wooden fence, overlooking a grassy field with sheep.

4. Poppy's Footprint

Poppy's Footprint
2.0 star property
Leyburn
The price is CA $566
CA $679 total
includes taxes & fees
Sep 4 - Sep 5
Poppy's Footprint
A stone building with a garden in front, surrounded by trees and a clear sky.

5. The Summer Palace

The Summer Palace
3.0 star property
Leyburn
The price is CA $566
CA $679 total
includes taxes & fees
Aug 23 - Aug 24
The Summer Palace
A stone building with a traditional design, featuring a central entrance with a door and window shutters, and a small garden area with potted plants.

6. White Swan Cottage

White Swan Cottage
3.5 star property
Leyburn
10.0 out of 10, Exceptional, (1 review)
"This is a beautifully appointed cottage with everything you need for a comfortable stay. It's in a quiet location looking out onto a courtyard. Although there is no onsite parking, we had no trouble finding a parking space on the square. Visitors should also be aware that there is no outdoor seating area but we were out and about so this wasn't a problem for us. We would recommend the fish and chip place - but go for small fish and chips! The large are for those with a very large appetite! ...
United Kingdom
Janet
The price is CA $714
CA $857 total
includes taxes & fees
Sep 5 - Sep 6
White Swan Cottage
A stone building with a round shape, a wooden door, and a small window. There is a table and chairs outside, surrounded by plants and flowers.

7. The Round House

The Round House
3.0 star property
Leyburn
The price is CA $566
CA $679 total
includes taxes & fees
Aug 23 - Aug 24
The Round House
A stone building with a white door, windows, and a small garden area with a barrel and potted plants.

8. Prospect House

Prospect House
3.5 star property
Leyburn
10.0 out of 10, Exceptional, (1 review)
"Nice big property in centre of Middleham - gateway to Wensleydale. Large rooms sleeping up to 6 and large social kitchen area. The gem is the garden offset from house which is a sun trap all day long, We were lucky with weather and made full use of this ! Recommended property."
United Kingdom
ANTHONY
The price is CA $699
CA $839 total
includes taxes & fees
Sep 3 - Sep 4
Prospect House
A brick building with a sign for Theakston Richard III pub, outdoor seating, and a bicycle rack.

9. Demonicus

Demonicus
3.5 star property
Leyburn
The price is CA $886
CA $1,064 total
includes taxes & fees
Sep 5 - Sep 6
Demonicus
A stone building with a white door, windows, and a small garden area.

10. Kelda Garthr

Kelda Garthr
3.0 star property
Leyburn
The price is CA $961
CA $1,153 total
includes taxes & fees
Aug 31 - Sep 1
Kelda Garthr
A stone building with a large window and a stone chimney, surrounded by lush green trees and a well-maintained lawn.

11. Beningborough

Beningborough
3.0 star property
Leyburn
The price is CA $2,053
CA $2,463 total
includes taxes & fees
Sep 4 - Sep 5
Beningborough
A stone building with a door and windows, a small garden, and a paved driveway.

12. 1 bedroom accommodation in East Witton, near Leyburn

1 bedroom accommodation in East Witton, near Leyburn
East Witton, near Leyburn
10.0 out of 10, Exceptional, (4 reviews)
"Loved Stable Cottage and have already booked to return. The location, standard of the property and the hosts are all excellent."
United States
Paul Roney
The price is CA $559
CA $559 total
includes taxes & fees
Sep 11 - Sep 12
1 bedroom accommodation in East Witton, near Leyburn
A two-story stone building with a pitched roof, a front door, and multiple windows.

13. 66 Dale Grove

66 Dale Grove
3.0 star property
Leyburn
10.0 out of 10, Exceptional, (1 review)
"Very cosy house. Perfect for three adults on a walking holiday. Lovely hot shower. Well equipped kitchen. Perfect location for many lovely walks. Shame about the soft mattresses in the twin room. Otherwise faultless. "
United Kingdom
Nicola
The price is CA $539
CA $647 total
includes taxes & fees
Sep 1 - Sep 2
66 Dale Grove
A stone building with a paved patio, a bench, and a table with chairs.

14. River Dance Cottage

River Dance Cottage
3.0 star property
Leyburn
10.0 out of 10, Exceptional, (3 reviews)
"Great cosy cottage in a fantastic location. Definitely recommend "
United Kingdom
Adam
The price is CA $267
CA $442 total
includes taxes & fees
Sep 10 - Sep 11
River Dance Cottage
A white two-story house with a brick chimney, a stone wall, and a garden with purple flowers.

15. 17th-century cottage overlooking village green.

17th-century cottage overlooking village green.
Crakehall
9.6 out of 10, Exceptional, (5 reviews)
"Loved this cottage , had everything you needed , pub next door very handy , we took our grandson to lightwater valley and the forbidden corner approximately 20mins by car to both destinations already looking to book again"
United States
Julie C.
The price is CA $875
CA $875 total
includes taxes & fees
Aug 30 - Aug 31
17th-century cottage overlooking village green.
A stone house with a well-maintained lawn and a wooden fence.

16. Holiday home for 4 people, breath taking scenery, bike storage, WiFi & only a short walk to the pub.

Holiday home for 4 people, breath taking scenery, bike storage, WiFi & only a short walk to the pub.
Richmond
9.4 out of 10, Exceptional, (10 reviews)
"Great location with great walks. Cottage was outstandingly clean and comfortable, the welcome pack was a lovely touch. Would definitely stop at this cottage again."
United Kingdom
josephine G.
The price is CA $1,247
CA $1,247 total
includes taxes & fees
Sep 2 - Sep 3
Holiday home for 4 people, breath taking scenery, bike storage, WiFi & only a short walk to the pub.
A stone house with a white door, windows, and a white picket fence.

17. A dales bolthole & quintessential country cottage – cosy, appealing & in an idyllic rural setting

A dales bolthole & quintessential country cottage – cosy, appealing & in an idyllic rural setting
Richmond
8.8 out of 10, Excellent, (3 reviews)
"Beautiful, cozy cottage in perfect Swaledale. Loved it."
United Kingdom
Joe M.
The price is CA $946
CA $946 total
includes taxes & fees
Sep 14 - Sep 15
A dales bolthole & quintessential country cottage – cosy, appealing & in an idyllic rural setting
A stone building with two windows and a door, a small balcony, and a sign that reads "MOUSE HOUSE".

18. A fantastic, 2 bed cottage, sleeping 4 people and 1 furry friend w/open fire, WiFi & central heating

A fantastic, 2 bed cottage, sleeping 4 people and 1 furry friend w/open fire, WiFi & central heating
Richmond
9.4 out of 10, Exceptional, (3 reviews)
"Lovely cottage, clean & had everything we needed for a comfortable stay."
United Kingdom
Alison S.
The price is CA $902
CA $902 total
includes taxes & fees
Sep 1 - Sep 2
A fantastic, 2 bed cottage, sleeping 4 people and 1 furry friend w/open fire, WiFi & central heating

19. A hidden gem with the appeal of a traditional Yorkshire Dales Cottage - dog friendly, pubs nearby

A hidden gem with the appeal of a traditional Yorkshire Dales Cottage - dog friendly, pubs nearby
Richmond
The price is CA $873
CA $873 total
includes taxes & fees
Sep 8 - Sep 9
A hidden gem with the appeal of a traditional Yorkshire Dales Cottage - dog friendly, pubs nearby
A stone wall with a wooden bench and picnic table in a rural setting.

20. A cosy hillside hideaway in the heart of the Yorkshire Dales

A cosy hillside hideaway in the heart of the Yorkshire Dales
Richmond
10.0 out of 10, Exceptional, (4 reviews)
"The condition of the cottage was outstanding, excellent in fact and the location was fantastic!"
United Kingdom
GAVIN T.
The price is CA $1,136
CA $1,136 total
includes taxes & fees
Aug 30 - Aug 31
A cosy hillside hideaway in the heart of the Yorkshire Dales
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middleham Hotel Reviews

The Ripon Inn - The Inn Collection Group

The Ripon Inn - The Inn Collection Group

10/10 Excellent
"Great property. Nothing negative to say about it. The bar is a great place to unwind. Friendly staff. Our family room (with bunk beds) was spacious, clean & well appointed. Perfect location if you're starting or ending your day with a visit to Fountains Abbey as its only a few minutes away. Great place!"
Erich 1-night trip
Posted 13 hours ago
The Ripon Inn - The Inn Collection Group

Find out more about Middleham

Middleham Cottages information

Number of reviews
48
Accommodation
1224 Cottages
Lowest Price
CA $442
Highest Price
CA $2,463