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

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
$403 nightly
The price is $484
Oct 30 - Oct 31
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
$519 nightly
The price is $519
Oct 30 - Oct 31
Total with taxes and fees
Cosy cottage in the heart of Middleham famous for its horse racing stables.
A view through a glass door into a garden with a white outdoor seating area and a stone pathway.

3. The Carriage House - sleeps 4 guests in 2 bedrooms

The Carriage House - sleeps 4 guests in 2 bedrooms
Leyburn
$960 nightly
The price is $960
Oct 30 - Oct 31
Total with taxes and fees
The Carriage House - sleeps 4 guests in 2 bedrooms
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
$403 nightly
The price is $484
Nov 7 - Nov 8
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.

5. Teal Cottage

Teal Cottage
2.0 star property
Leyburn
10.0 out of 10, Exceptional, (1 review)
$403 nightly
The price is $484
Nov 5 - Nov 6
Total with taxes and fees
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
$342 nightly
The price is $410
Nov 3 - Nov 4
Total with taxes and fees
Cartmel 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
$499 nightly
The price is $599
Nov 6 - Nov 7
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
$509 nightly
The price is $611
Nov 5 - Nov 6
Total with taxes and fees
White Swan Cottage
A stone building with a conservatory.

9. Kelda Garthr

Kelda Garthr
3.0 star property
Leyburn
$486 nightly
The price is $583
Nov 5 - Nov 6
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
$1,238 nightly
The price is $1,486
Nov 20 - Nov 21
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
$632 nightly
The price is $758
Nov 23 - Nov 24
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
$331 nightly
The price is $331
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
$384 nightly
The price is $461
Oct 27 - Oct 28
Total with taxes and fees
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
$352 nightly
The price is $352
Nov 11 - Nov 12
Total with taxes and fees
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.
$461 nightly
The price is $461
Oct 29 - Oct 30
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
$492 nightly
The price is $492
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.
$516 nightly
The price is $516
Nov 5 - Nov 6
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.
$569 nightly
The price is $569
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.
$579 nightly
The price is $579
Nov 5 - Nov 6
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 building with two windows and a door, a small balcony, and a sign that reads "MOUSE HOUSE".

20. 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.
$485 nightly
The price is $485
Nov 2 - Nov 3
Total with taxes and fees
A fantastic, 2 bed cottage, sleeping 4 people and 1 furry friend w/open fire, WiFi & central heating
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
"Our 2 nights stay at the Black Swan was mostly good. Evening meal was very good on the first night. The bar was busy and had a nice atmosphere plus friendly locals. The room was comfortable, bathroom okay apart from the door which has noisy latch which can wake you up if you are a light sleeper. Some noise from machinery which kept cutting in and heard in the bedroom. Breakfast was okay but a little sparse for a cooked breakfast."
Philip 2-night trip
Posted 3 hours ago
Black Swan Inn

Find out more about Middleham

Middleham Cottages information

Number of reviews
74
Accommodation
1328 Cottages
Lowest Price
$331
Highest Price
$1,486