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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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 CA $568
CA $681 total
includes taxes & fees
Oct 22 - Oct 23
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 CA $752
CA $752 total
includes taxes & fees
Oct 30 - Oct 31
Cosy cottage in the heart of Middleham famous for its horse racing stables.
A balcony with a table, a bottle, and a glass.

3. In & Out Cottage

In & Out Cottage
3.0 star property
Leyburn
The price is CA $531
CA $637 total
includes taxes & fees
Oct 10 - Oct 11
In & Out Cottage
A stone building with multiple windows and a door, outdoor seating area with chairs and a table, and a gravel ground.

4. Teal Cottage

Teal Cottage
2.0 star property
Leyburn
10.0 out of 10, Exceptional, (1 review)
The price is CA $568
CA $681 total
includes taxes & fees
Oct 17 - Oct 18
Teal Cottage
A stone building with multiple windows, a door, and a small garden with flowers and a hedge.

5. Cartmel Cottage

Cartmel Cottage
3.0 star property
Leyburn
The price is CA $481
CA $577 total
includes taxes & fees
Oct 23 - Oct 24
Cartmel Cottage
A stone building with a conservatory.

6. Kelda Garthr

Kelda Garthr
3.0 star property
Leyburn
The price is CA $685
CA $822 total
includes taxes & fees
Oct 31 - Nov 1
Kelda Garthr
A stone building with a white door, windows, and a small garden area with a barrel and potted plants.

7. 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 $703
CA $843 total
includes taxes & fees
Oct 8 - Oct 9
Prospect House
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.

8. 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 $717
CA $861 total
includes taxes & fees
Oct 8 - Oct 9
White Swan Cottage
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 $890
CA $1,068 total
includes taxes & fees
Oct 8 - Oct 9
Demonicus
A stone building with a large window and a stone chimney, surrounded by lush green trees and a well-maintained lawn.

10. Beningborough

Beningborough
3.0 star property
Leyburn
The price is CA $1,769
CA $2,123 total
includes taxes & fees
Oct 8 - Oct 9
Beningborough
A stone building with a door and windows, a small garden, and a paved driveway.

11. 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 $579
CA $579 total
includes taxes & fees
Oct 25 - Oct 26
1 bedroom accommodation in East Witton, near Leyburn
A two-story stone building with a pitched roof, a front door, and multiple windows.

12. 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 $541
CA $649 total
includes taxes & fees
Oct 13 - Oct 14
66 Dale Grove
A small, single-story wooden cabin with a tiled roof, two windows, and a small porch.

13. 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 CA $521
CA $521 total
includes taxes & fees
Oct 12 - Oct 13
2 bedroom accommodation in Charlcot, near Masham
A stone building with a paved patio, a bench, and a table with chairs.

14. River Dance Cottage

River Dance Cottage
3.5 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 $444 total
includes taxes & fees
Oct 5 - Oct 6
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 $650
CA $650 total
includes taxes & fees
Oct 23 - Oct 24
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 CA $854
CA $854 total
includes taxes & fees
Oct 14 - Oct 15
5 bedroom accommodation in Hudswell, near Richmond
A stone house with multiple windows, a small porch, and a car parked in the driveway.

17. 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 CA $801
CA $801 total
includes taxes & fees
Oct 30 - Oct 31
An exceptional holiday home for 6 people & 2 dogs with multi-fuel stove, WiFi.
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 $683
CA $683 total
includes taxes & fees
Nov 2 - Nov 3
A fantastic, 2 bed cottage, sleeping 4 people and 1 furry friend w/open fire, WiFi & central heating
A stone house with a white door, windows, and a white picket fence.

19. 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 $801
CA $801 total
includes taxes & fees
Oct 31 - Nov 1
A dales bolthole & quintessential country cottage – cosy, appealing & in an idyllic rural setting
A stone cottage with a green door, a bench outside, and a view of the countryside.

20. Low Cottage, a dog friendly holiday home for up to four people in the pretty village of Reeth.

Low Cottage, a dog friendly holiday home for up to four people in the pretty village of Reeth.
Richmond
10.0 out of 10, Exceptional, (12 reviews)
"Very nice cottage in perfect location"
United Kingdom
Ian H.
The price is CA $821
CA $821 total
includes taxes & fees
Oct 7 - Oct 8
Low Cottage, a dog friendly holiday home for up to four people in the pretty village of Reeth.
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 Wensleydale Hotel

The Wensleydale Hotel

10/10 Excellent
"Nice and pleasant hotel room well kept and the staff was excellent breakfast was great plenty off drinks to chose from highly recommend"
Daniel 2-night trip
Posted 16 hours ago
The Wensleydale Hotel

Find out more about Middleham

Middleham Cottages information

Number of reviews
79
Accommodation
1328 Cottages
Lowest Price
CA $444
Highest Price
CA $2,123