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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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
$398 nightly
The price is $478
Oct 22 - Oct 23
Total with taxes and fees
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
$512 nightly
The price is $512
Oct 30 - Oct 31
Total with taxes and fees
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
$372 nightly
The price is $447
Oct 25 - Oct 26
Total with taxes and fees
In & Out Cottage
A stone building with a garden in front, surrounded by trees and a clear sky.

4. The Summer Palace

The Summer Palace
3.0 star property
Leyburn
$398 nightly
The price is $478
Nov 7 - Nov 8
Total with taxes and fees
The Summer Palace
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
$337 nightly
The price is $405
Nov 3 - Nov 4
Total with taxes and fees
Cartmel Cottage
A stone building with multiple windows and a door, outdoor seating area with chairs and a table, and a gravel ground.

6. Teal Cottage

Teal Cottage
2.0 star property
Leyburn
10.0 out of 10, Exceptional, (1 review)
$398 nightly
The price is $478
Oct 17 - Oct 18
Total with taxes and fees
Teal Cottage
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
$493 nightly
The price is $591
Oct 30 - Oct 31
Total with taxes and fees
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
$503 nightly
The price is $603
Oct 27 - Oct 28
Total with taxes and fees
White Swan Cottage
A stone building with a conservatory.

9. Kelda Garthr

Kelda Garthr
3.0 star property
Leyburn
$480 nightly
The price is $576
Oct 31 - Nov 1
Total with taxes and fees
Kelda Garthr
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
$1,241 nightly
The price is $1,489
Nov 6 - Nov 7
Total with taxes and fees
Beningborough
A brick building with a sign for Theakston Richard III pub, outdoor seating, and a bicycle rack.

11. Demonicus

Demonicus
3.5 star property
Leyburn
$624 nightly
The price is $749
Nov 2 - Nov 3
Total with taxes and fees
Demonicus
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
$327 nightly
The price is $327
Nov 5 - Nov 6
Total with taxes and fees
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
$379 nightly
The price is $455
Oct 24 - Oct 25
Total with taxes and fees
66 Dale Grove
A stone building with a paved patio, a bench, and a table with chairs.

14. River Dance Cottage

River Dance Cottage
3.5 star property
Leyburn
10.0 out of 10, Exceptional, (3 reviews)
"Great cosy cottage in a fantastic location. Definitely recommend "
United Kingdom
Adam
$259 nightly
The price is $311
Nov 1 - Nov 2
Total with taxes and fees
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.
$456 nightly
The price is $456
Oct 23 - Oct 24
Total with taxes and fees
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
$486 nightly
The price is $486
Nov 12 - Nov 13
Total with taxes and fees
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.
$562 nightly
The price is $562
Oct 31 - Nov 1
Total with taxes and fees
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.
$562 nightly
The price is $562
Oct 30 - Oct 31
Total with taxes and fees
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.
$572 nightly
The price is $572
Nov 2 - Nov 3
Total with taxes and fees
Holiday home for 4 people, breath taking scenery, bike storage, WiFi & only a short walk to the pub.
A stone house with a traditional design, featuring a central door, two windows, and a satellite dish.

20. A cosy stone cottage with stunning views, village charm, and adventure at your doorstep

A cosy stone cottage with stunning views, village charm, and adventure at your doorstep
Richmond
9.6 out of 10, Exceptional, (4 reviews)
"lovely property in a good location."
United States
Tim B.
$681 nightly
The price is $681
Oct 19 - Oct 20
Total with taxes and fees
A cosy stone cottage with stunning views, village charm, and adventure at your doorstep
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

Black Swan Inn

Black Swan Inn

8/10 Good
"The room was clean & comfortable, but the shower door was broken, so got the bathroom floor wet. Breakfast was excellent and staff, friendly & helpful."
Nick 2-night trip
Posted 15 hours ago
Black Swan Inn

Find out more about Middleham

Middleham Cottages information

Number of reviews
72
Accommodation
1328 Cottages
Lowest Price
$311
Highest Price
$1,489