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 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Middleham cottages

A stone building with multiple windows, a door, and a small garden with flowers and a hedge.

1. Cartmel Cottage

Cartmel Cottage
3.0 star property
Leyburn
$345 nightly
The price is $415
Sep 23 - Sep 24
Total with taxes and fees
Cartmel 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
$561 nightly
The price is $561
Oct 1 - Oct 2
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
$380 nightly
The price is $456
Sep 30 - Oct 1
Total with taxes and fees
In & Out 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
$408 nightly
The price is $489
Sep 5 - Sep 6
Total with taxes and fees
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
$408 nightly
The price is $489
Sep 26 - Sep 27
Total with taxes and fees
The Summer Palace
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)
$407 nightly
The price is $488
Sep 21 - Sep 22
Total with taxes and fees
Teal 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
$514 nightly
The price is $616
Oct 1 - Oct 2
Total with taxes and fees
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
$503 nightly
The price is $604
Sep 21 - Sep 22
Total with taxes and fees
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
$638 nightly
The price is $765
Sep 28 - Sep 29
Total with taxes and fees
Demonicus
A stone building with a conservatory.

10. Kelda Garthr

Kelda Garthr
3.0 star property
Leyburn
$522 nightly
The price is $626
Oct 3 - Oct 4
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.

11. Beningborough

Beningborough
3.0 star property
Leyburn
$1,267 nightly
The price is $1,521
Oct 2 - Oct 3
Total with taxes and fees
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
$402 nightly
The price is $402
Sep 11 - Sep 12
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
$387 nightly
The price is $465
Sep 9 - Sep 10
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
3.0 star property
Leyburn
10.0 out of 10, Exceptional, (3 reviews)
"Great cosy cottage in a fantastic location. Definitely recommend "
United Kingdom
Adam
$265 nightly
The price is $318
Sep 20 - Sep 21
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.
$466 nightly
The price is $466
Sep 26 - Sep 27
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
$572 nightly
The price is $572
Sep 28 - Sep 29
Total with taxes and fees
5 bedroom accommodation in Hudswell, near Richmond
A stone house with a well-maintained lawn and a wooden fence.

17. 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.
$898 nightly
The price is $898
Sep 3 - Sep 4
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 wall with a wooden bench and picnic table in a rural setting.

18. 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.
$816 nightly
The price is $816
Sep 21 - Sep 22
Total with taxes and fees
A cosy hillside hideaway in the heart of the Yorkshire Dales
A stone building with two windows and a door, a small balcony, and a sign that reads "MOUSE HOUSE".

19. 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.
$649 nightly
The price is $649
Sep 21 - Sep 22
Total with taxes and fees
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.

20. 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.
$637 nightly
The price is $637
Oct 3 - Oct 4
Total with taxes and fees
A dales bolthole & quintessential country cottage – cosy, appealing & in an idyllic rural setting
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 Inn South Stainley

The Inn South Stainley

10/10 Excellent
"This was a super stay . Helpful staff and lovely rooms as well as access to an excellent Sunday lunch and cooked breakfast in the morning"
Catherine 1-night trip
Posted 14 hours ago
The Inn South Stainley

Find out more about Middleham

Middleham Cottages information

Number of reviews
63
Accommodation
1328 Cottages
Lowest Price
$318
Highest Price
$1,521