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Middleham Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Middleham holiday 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 NZ$852
includes taxes & fees
10 Nov - 11 Nov
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 NZ$930
includes taxes & fees
15 Nov - 16 Nov
Cosy cottage in the heart of Middleham famous for its horse racing stables.
A stone building with a garden in front, surrounded by trees and a clear sky.

3. The Summer Palace

The Summer Palace
3.0 star property
Leyburn
The price is NZ$852
includes taxes & fees
21 Nov - 22 Nov
The Summer Palace
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 NZ$852
includes taxes & fees
15 Nov - 16 Nov
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 NZ$986
includes taxes & fees
10 Nov - 11 Nov
White Swan 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
The price is NZ$722
includes taxes & fees
8 Nov - 9 Nov
Cartmel Cottage
A bedroom with a bed, bedside tables, a dresser, a mirror, and a chair.

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 NZ$1,054
includes taxes & fees
14 Nov - 15 Nov
Prospect House
A courtyard with a table set for tea, a chair, and potted plants.

8. Demonicus

Demonicus
3.5 star property
Leyburn
The price is NZ$1,335
includes taxes & fees
9 Nov - 10 Nov
Demonicus
A stone building with a patio area featuring a table and chairs.

9. Beningborough

Beningborough
3.0 star property
Leyburn
The price is NZ$2,906
includes taxes & fees
20 Nov - 21 Nov
Beningborough
A modern kitchen with a built-in oven, microwave, and stainless steel range hood.

10. Modern Self-catering Apartment - The Holt

Modern Self-catering Apartment - The Holt
Leyburn
10.0 out of 10, Exceptional, (15 reviews)
"Top quality accommodation with everything you need for an enjoyable and convenient stay in the Dales."
United States
Janet
The price is NZ$227
includes taxes & fees
5 Nov - 6 Nov
Modern Self-catering Apartment - The Holt
A modern bedroom with a bed, dresser, and bedside tables.

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

The Den - Small but cosy apartment in the Dales.
Leyburn
9.6 out of 10, Exceptional, (10 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 NZ$180
includes taxes & fees
30 Nov - 1 Dec
The Den - Small but cosy apartment in the Dales.
A neatly made bed with patterned pillows, a window with blinds, and framed botanical prints on the wall.

12. The Drey Apartment - self-catered Dales luxury

The Drey Apartment - self-catered Dales luxury
Leyburn
10.0 out of 10, Exceptional, (14 reviews)
"Very spacious and clean"
United States
Julie
The price is NZ$240
includes taxes & fees
9 Nov - 10 Nov
The Drey Apartment - self-catered Dales luxury
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 NZ$608
includes taxes & fees
11 Nov - 12 Nov
1 bedroom accommodation in East Witton, near Leyburn
A modern kitchen with a washing machine, oven, and a view of the outside.

14. 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 NZ$816
includes taxes & fees
8 Nov - 9 Nov
66 Dale Grove
A cozy cabin interior with a wooden ceiling, a purple sofa, a TV, a fireplace, and a dining area with a table and chairs.

15. 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 NZ$632
includes taxes & fees
11 Nov - 12 Nov
2 bedroom accommodation in Charlcot, near Masham
A wooden table with a wine bottle and glasses, set against a stone wall with a view of a stone building and trees.

16. Yorkshire Dales walker’s delight! Pet friendly

Yorkshire Dales walker’s delight! Pet friendly
Middlesmoor
9.4 out of 10, Exceptional, (3 reviews)
"A perfect place to stay after a long day's walk on the Nidderdale Way. The appartement was lovely and warm when we arrived and enjoyed a good hot shower in the shower room. The kitchen was small but everything we needed to make breakfast before starting the next leg of the walk, The bed was very comfortable and had a good night's sleep. Had a good meal and a couple of good pints in the Crown Inn which was only a 2 minute walk away."
United Kingdom
David
The price is NZ$262
includes taxes & fees
5 Nov - 6 Nov
Yorkshire Dales walker’s delight! Pet friendly
A neatly made bed with a teal blanket, two pillows, and a remote control on a green textured bedspread.

17. Cosy Grade II Listed Apartment in Charming Bedale

Cosy Grade II Listed Apartment in Charming Bedale
Bedale
10.0 out of 10, Exceptional, (2 reviews)
"Very comfortable, well equipped apartment which was very close to local amenities "
United States
Marion B.
The price is NZ$247
includes taxes & fees
5 Nov - 6 Nov
Cosy Grade II Listed Apartment in Charming Bedale
A stone building with a sign reading 'HILL HOUSE,' a window with a view, and a table with food and drinks.

18. Charming Countryside Cottage Yorkshire Dales

Charming Countryside Cottage Yorkshire Dales
2.0 star property
Richmond
The price is NZ$1,626
includes taxes & fees
7 Nov - 8 Nov
Charming Countryside Cottage Yorkshire Dales
A two-story building with multiple windows, some with shutters, and a well-lit entrance.

19. Stable Yard Rooms

Stable Yard Rooms
3.0 star property
Richmond
7.4 out of 10, Good, (3 reviews)
"The property is excellent for a one night stay. Only negative is there is nowhere to sit and eat your breakfast."
United Kingdom
Nadine
The price is NZ$284
includes taxes & fees
12 Nov - 13 Nov
Stable Yard Rooms
A quaint village street with stone buildings, a church, and a car park.

20. Beautiful, 2 bedroom, first floor apartment, at the heart of a busting Dales Village.

Beautiful, 2 bedroom, first floor apartment, at the heart of a busting Dales Village.
Richmond
9.8 out of 10, Exceptional, (12 reviews)
"Great little place in a prime location in a fantastic location. The layout is quirky but part of the charm and a wonderful view from the sitting / dining / kitchen area"
United Kingdom
Ian
The price is NZ$644
includes taxes & fees
9 Nov - 10 Nov
Beautiful, 2 bedroom, first floor apartment, at the heart of a busting Dales Village.
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

A stone fireplace, wooden barrels, and a wooden staircase in a rustic interior.
The Saddle Room Restaurant

The Saddle Room Restaurant

The Saddle Room Restaurant
Leyburn

10/10 Excellent

We loved the cosy, relaxing accommodation and appreciated the upgrade. The pizza was wonderful.
Australia
Karen
Reviewed August 5, 2025
The Saddle Room Restaurant

Find out more about Middleham

Everything you need to know about Middleham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middleham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middleham holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middleham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleham. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleham holiday rentals we have selected for you start as low as NZ$180 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middleham rentals

At Expedia, we put the best Middleham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middleham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middleham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middleham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a holiday rental in Middleham?

Yes, there are holiday rentals close to the most popular sights in Middleham, or you can select a more secluded option if you're looking for a relaxing stay. Middleham is known for its bars.

What are some of the best holiday rentals that Middleham has to offer?

Hill Top Farm, Askrigg, Yorkshire Dales: This holiday home rental outside of Middleham offers a fireplace, a garden and a BBQ 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 holiday with amenities such as an arcade/games room.

How many holiday rentals will I find in Middleham?

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

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 wider area, you’ll find Middleham Castle and Jervaulx Abbey.

What are holiday rentals like in Middleham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middleham. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.