Lodging Image

Middleham Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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 vacation rentals

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 ￥63,364
￥76,037 total
includes taxes & fees
Oct 23 - Oct 24
The Round House
A hotel room with a neatly made bed, two pillows, a bedside lamp, and a window with curtains.

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 ￥81,495
￥81,495 total
includes taxes & fees
Oct 30 - Oct 31
Cosy cottage in the heart of Middleham famous for its horse racing stables.
A bedroom with a bed, bedside tables, a dresser, a mirror, and a chair.

3. 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 ￥78,399
￥94,079 total
includes taxes & fees
Oct 30 - Oct 31
Prospect House
A stone building with a green door, a window with a white frame, and a table with chairs outside.

4. Teal Cottage

Teal Cottage
2.0 star property
Leyburn
10.0 out of 10, Exceptional, (1 review)
The price is ￥63,364
￥76,037 total
includes taxes & fees
Nov 2 - Nov 3
Teal Cottage
A modern kitchen with white cabinets, a wooden countertop, and a built-in oven. There is a dining area with white chairs and a table set for two.

5. 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 ￥80,141
￥96,169 total
includes taxes & fees
Oct 31 - Nov 1
White Swan Cottage
A stone building with a garden in front, surrounded by trees and a clear sky.

6. The Summer Palace

The Summer Palace
3.0 star property
Leyburn
The price is ￥63,364
￥76,037 total
includes taxes & fees
Nov 7 - Nov 8
The Summer Palace
A bedroom with a bed, a wooden dresser, a chair, a mirror, and a shower area.

7. In & Out Cottage

In & Out Cottage
3.0 star property
Leyburn
The price is ￥59,336
￥71,203 total
includes taxes & fees
Oct 25 - Oct 26
In & Out Cottage
A stone building with a conservatory.

8. Kelda Garthr

Kelda Garthr
3.0 star property
Leyburn
The price is ￥76,430
￥91,716 total
includes taxes & fees
Nov 2 - Nov 3
Kelda Garthr
A courtyard with a table set for tea, a chair, and potted plants.

9. Demonicus

Demonicus
3.5 star property
Leyburn
The price is ￥99,342
￥119,210 total
includes taxes & fees
Nov 2 - Nov 3
Demonicus
A stone building with multiple windows, a door, and a small garden with flowers and a hedge.

10. Cartmel Cottage

Cartmel Cottage
3.0 star property
Leyburn
The price is ￥53,779
￥64,535 total
includes taxes & fees
Nov 3 - Nov 4
Cartmel Cottage
A stone building with a patio area featuring a table and chairs.

11. Beningborough

Beningborough
3.0 star property
Leyburn
The price is ￥194,858
￥233,830 total
includes taxes & fees
Nov 20 - Nov 21
Beningborough
A modern kitchen with a washing machine, oven, and a view of the outside.

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 ￥60,321
￥72,385 total
includes taxes & fees
Oct 27 - Oct 28
66 Dale Grove
A window with a clear view of a rural landscape, including barns and a grassy field.

13. 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 ￥52,091
￥52,091 total
includes taxes & fees
Nov 5 - Nov 6
1 bedroom accommodation in East Witton, near Leyburn
A modern kitchen with a built-in oven, a microwave, and a flat-screen TV mounted on the wall.

14. Modern Self-catering Apartment - The Holt

Modern Self-catering Apartment - The Holt
Leyburn
10.0 out of 10, Exceptional, (14 reviews)
"Top quality accommodation with everything you need for an enjoyable and convenient stay in the Dales."
United States
Janet
The price is ￥20,035
￥20,035 total
includes taxes & fees
Nov 5 - Nov 6
Modern Self-catering Apartment - The Holt
A neatly made bed with a striped bedspread, a bedside table with a lamp, and two framed botanical prints on the wall.

15. The Drey Apartment - self-catered Dales luxury

The Drey Apartment - self-catered Dales luxury
Leyburn
10.0 out of 10, Exceptional, (11 reviews)
"Ideal location , spotlessly clean and modern , superb !"
United States
Kevin
The price is ￥21,058
￥21,058 total
includes taxes & fees
Nov 4 - Nov 5
The Drey Apartment - self-catered Dales luxury
A wooden shelf with decorative items and books.

16. The Den - Small but cosy apartment in the Dales.

The Den - Small but cosy apartment in the Dales.
Leyburn
10.0 out of 10, Exceptional, (8 reviews)
"The views The Den was warm, comfortable and very clean Ideal location for the short walk into Leyburn"
United States
JOANNE
The price is ￥17,294
￥17,294 total
includes taxes & fees
Nov 17 - Nov 18
The Den - Small but cosy apartment in the Dales.
A cozy cabin interior with a wooden ceiling, a purple sofa, a TV, a fireplace, and a dining area with a table and chairs.

17. 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 ￥55,466
￥55,466 total
includes taxes & fees
Nov 11 - Nov 12
2 bedroom accommodation in Charlcot, near Masham
A cozy living room with a fireplace, a wooden ceiling, and a large window.

18. 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 ￥72,612
￥72,612 total
includes taxes & fees
Oct 23 - Oct 24
17th-century cottage overlooking village green.
A dining area with a wooden table and chairs, a vase, and a cabinet with glass doors.

19. 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 ￥77,399
￥77,399 total
includes taxes & fees
Nov 12 - Nov 13
5 bedroom accommodation in Hudswell, near Richmond
A stone building with a grassy yard and a tree with autumn leaves.

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.
The price is ￥81,339
￥81,339 total
includes taxes & fees
Oct 31 - Nov 1
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middleham Hotel Reviews

Blackwell Grange Hotel

Blackwell Grange Hotel

10/10 Excellent
"Well nice hotel no complaints"
jonathan 1-night trip
Posted 1 day ago
Blackwell Grange Hotel

Find out more about Middleham

Search for holiday rentals in Middleham on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleham using one of the methods below:

  • View our selection of featured holiday rentals in Middleham
  • Use the map to find apartments and other holiday homes in the Middleham neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middleham while they last

Look no further and take a look at our great range of rental properties in Middleham!

Frequently asked questions

Can I find a vacation rental in Middleham?

Yes, we offer vacation rentals close to popular local attractions in Middleham, or you can choose a more remote option if you're looking for a relaxing stay. Middleham is known for its bars.

What's the top vacation rental in Middleham?

Hill Top Farm, Askrigg, Yorkshire Dales: This vacation home near Middleham offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and an oven. You and your friends and family can relax into your vacation with amenities like an arcade game room.

How many vacation rentals will I find in Middleham?

Choose from 11 Expedia vacation rentals in Middleham for a memorable vacation.

What can I see and do in Middleham?

Explore the area and family-friendly sights such as The Forbidden Corner, or get out into nature at a spot like Yorkshire Dales National Park. In the larger area, you’ll find Middleham Castle and Jervaulx Abbey.

What are vacation rentals like in Middleham?

Vacation rentals are private properties you can stay in for a couple days or more in Middleham. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family trip or a small group gathering.