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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Middleham cottages

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.

1. The Round House

The Round House
3.0 star property
Leyburn
The price is €430
includes taxes & fees
25 Oct - 26 Oct
The Round House
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 €461
includes taxes & fees
30 Oct - 31 Oct
Cosy cottage in the heart of Middleham famous for its horse racing stables.
A stone building with a garden in front, surrounded by trees and a clear sky.

3. The Summer Palace

The Summer Palace
3.0 star property
Leyburn
The price is €430
includes taxes & fees
7 Nov - 8 Nov
The Summer Palace
A balcony with a table, a bottle, and a glass.

4. In & Out Cottage

In & Out Cottage
3.0 star property
Leyburn
The price is €402
includes taxes & fees
25 Oct - 26 Oct
In & Out Cottage
A stone building with multiple windows and a door, outdoor seating area with chairs and a table, and a gravel ground.

5. Teal Cottage

Teal Cottage
2.0 star property
Leyburn
10.0 out of 10, Exceptional, (1 review)
The price is €430
includes taxes & fees
31 Oct - 1 Nov
Teal Cottage
A stone building with multiple windows, a door, and a small garden with flowers and a hedge.

6. Cartmel Cottage

Cartmel Cottage
3.0 star property
Leyburn
The price is €364
includes taxes & fees
8 Nov - 9 Nov
Cartmel Cottage
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.

7. 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 €543
includes taxes & fees
31 Oct - 1 Nov
White Swan Cottage
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 €530
includes taxes & fees
2 Nov - 3 Nov
Prospect House
A stone building with a conservatory.

9. Kelda Garthr

Kelda Garthr
3.0 star property
Leyburn
The price is €519
includes taxes & fees
31 Oct - 1 Nov
Kelda Garthr
A brick building with a sign for Theakston Richard III pub, outdoor seating, and a bicycle rack.

10. Demonicus

Demonicus
3.5 star property
Leyburn
The price is €674
includes taxes & fees
2 Nov - 3 Nov
Demonicus
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 €1,320
includes taxes & fees
20 Nov - 21 Nov
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 €294
includes taxes & fees
5 Nov - 6 Nov
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 €409
includes taxes & fees
25 Oct - 26 Oct
66 Dale Grove
A small, single-story wooden cabin with a tiled roof, two windows, and a small porch.

14. 2 bedroom accommodation in Charlcot, near Masham

2 bedroom accommodation in Charlcot, near Masham
Charlcot, near Masham
9.0 out of 10, Wonderful, (6 reviews)
"Lovely and peaceful accommodation, very clean on arrival and well equipped. Very much enjoyed our stay and will definitely look at booking again."
United States
Richard Johnson
The price is €313
includes taxes & fees
11 Nov - 12 Nov
2 bedroom accommodation in Charlcot, near Masham
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.
17th-century cottage overlooking village green.
A patio with a table and chairs, a small tree, and a view of a fenced field.

16. 5 bedroom accommodation in Hudswell, near Richmond

5 bedroom accommodation in Hudswell, near Richmond
Hudswell, near Richmond
9.2 out of 10, Wonderful, (15 reviews)
"Overall our stay was fantastic, comfortable and useable property . Great base for exploring the local area ."
United States
Mark Hawkins
The price is €437
includes taxes & fees
12 Nov - 13 Nov
5 bedroom accommodation in Hudswell, near Richmond
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 €459
includes taxes & fees
20 Nov - 21 Nov
A dales bolthole & quintessential country cottage – cosy, appealing & in an idyllic rural setting
A stone house with multiple windows, a small porch, and a car parked in the driveway.

18. An exceptional holiday home for 6 people & 2 dogs with multi-fuel stove, WiFi.

An exceptional holiday home for 6 people & 2 dogs with multi-fuel stove, WiFi.
Richmond
10.0 out of 10, Exceptional, (12 reviews)
"Perfect cottage for 2, very well equipped, brilliant location with walks from the doorstep, lots of good pubs within walking distance, Dales bike Centre across the road served amazing food ( take away too if you wanted) would stay again"
United Kingdom
Helen F.
The price is €506
includes taxes & fees
30 Oct - 31 Oct
An exceptional holiday home for 6 people & 2 dogs with multi-fuel stove, WiFi.
A stone house with a well-maintained lawn and a wooden fence.

19. 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 €515
includes taxes & fees
2 Nov - 3 Nov
Holiday home for 4 people, breath taking scenery, bike storage, WiFi & only a short walk to the pub.
Two wicker chairs with cushions, a small round table with a potted plant and two wine glasses, set on a dirt path with a view of a grassy field and a wooden fence.

20. Peaceful two-bedroom barn with private meadow, modern comforts, and direct access to Yorkshire Dale

Peaceful two-bedroom barn with private meadow, modern comforts, and direct access to Yorkshire Dale
Richmond
10.0 out of 10, Exceptional, (2 reviews)
"What an amazing place. So tastefully decorated and charming with everything we needed for our 2 week stay. Beautiful renovated barn that was secluded enough for privacy yet close to the hiking trails. We loved hearing the roaster in the morning and our neighbours ‘the sheep’ were adorable. We will definitely be back!"
Canada
Christine L.
The price is €516
includes taxes & fees
5 Nov - 6 Nov
Peaceful two-bedroom barn with private meadow, modern comforts, and direct access to Yorkshire Dale
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

Kings Head Masham by Chef and Brewer Collection

Kings Head Masham by Chef and Brewer Collection

10/10 Excellent
"Once I got my head past the idea that ‘this is not a Marriott’ I came to realize this is a great hotel. Room was comfortable. I was able to park right outside the hotel front door every night. Breakfast was good. The bar area is well presented with a good mix of locals and tourists to talk to. Room attended to daily. The local town is very pleasant. Some great coffee shops and pubs."
Charles 7-night trip
Posted 8 hours ago
Kings Head Masham by Chef and Brewer Collection

Find out more about Middleham

Middleham Cottages information

Number of reviews
73
Accommodation
1328 Cottages
Lowest Price
€294
Highest Price
€1,320