A historic stone castle with multiple towers and battlements, surrounded by a grassy field and a stone wall.

Middleham Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Middleham vacation rentals

A bedroom with a bed, a wooden dresser, a chair, a mirror, and a shower area.

1. In & Out Cottage

In & Out Cottage
3.0 star property
Leyburn
$373 nightly
The price is $447
Oct 10 - Oct 11
Total with taxes and fees
In & Out Cottage
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
$550 nightly
The price is $550
Oct 1 - Oct 2
Total with taxes and fees
Cosy cottage in the heart of Middleham famous for its horse racing stables.
A stone building with a green door, a window with a white frame, and a table with chairs outside.

3. Teal Cottage

Teal Cottage
2.0 star property
Leyburn
10.0 out of 10, Exceptional, (1 review)
$399 nightly
The price is $478
Oct 17 - Oct 18
Total with taxes and fees
Teal Cottage
A stone building with multiple windows, a door, and a small garden with flowers and a hedge.

4. Cartmel Cottage

Cartmel Cottage
3.0 star property
Leyburn
$338 nightly
The price is $405
Oct 23 - Oct 24
Total with taxes and fees
Cartmel Cottage
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.

5. The Round House

The Round House
3.0 star property
Leyburn
$399 nightly
The price is $478
Oct 22 - Oct 23
Total with taxes and fees
The Round House
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.

6. 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 $604
Oct 3 - Oct 4
Total with taxes and fees
White Swan 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
$493 nightly
The price is $592
Oct 6 - Oct 7
Total with taxes and fees
Prospect House
A stone building with a conservatory.

8. Kelda Garthr

Kelda Garthr
3.0 star property
Leyburn
$511 nightly
The price is $613
Oct 3 - Oct 4
Total with taxes and fees
Kelda Garthr
A courtyard with a table set for tea, a chair, and potted plants.

9. Demonicus

Demonicus
3.5 star property
Leyburn
$625 nightly
The price is $750
Oct 1 - Oct 2
Total with taxes and fees
Demonicus
A stone building with a patio area featuring a table and chairs.

10. Beningborough

Beningborough
3.0 star property
Leyburn
$1,242 nightly
The price is $1,490
Oct 2 - Oct 3
Total with taxes and fees
Beningborough
A wooden shelf with decorative items and books.

11. 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
$102 nightly
The price is $102
Oct 1 - Oct 2
Total with taxes and fees
The Den - Small but cosy apartment in the Dales.
A neatly made bed with a striped bedspread, a bedside table with a lamp, and two 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, (11 reviews)
"Ideal location , spotlessly clean and modern , superb !"
United States
Kevin
$138 nightly
The price is $138
Oct 15 - Oct 16
Total with taxes and fees
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
$407 nightly
The price is $407
Oct 25 - Oct 26
Total with taxes and fees
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
$379 nightly
The price is $455
Oct 5 - Oct 6
Total with taxes and fees
66 Dale Grove
A stone building with a paved patio, a bench, and a table with chairs.

15. 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
$260 nightly
The price is $311
Sep 29 - Sep 30
Total with taxes and fees
River Dance Cottage
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
$146 nightly
The price is $146
Sep 29 - Sep 30
Total with taxes and fees
Yorkshire Dales walker’s delight! Pet friendly
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
$366 nightly
The price is $366
Oct 12 - Oct 13
Total with taxes and fees
2 bedroom accommodation in Charlcot, near Masham
A neatly made bed with a teal blanket, two pillows, and a remote control on a green textured bedspread.

18. 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.
$167 nightly
The price is $167
Sep 29 - Sep 30
Total with taxes and fees
Cosy Grade II Listed Apartment in Charming Bedale
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
$93 nightly
The price is $111
Sep 29 - Sep 30
Total with taxes and fees
Stable Yard Rooms
A stone building with a sign reading 'HILL HOUSE,' a window with a view, and a table with food and drinks.

20. Charming Countryside Cottage Yorkshire Dales

Charming Countryside Cottage Yorkshire Dales
2.0 star property
Richmond
$267 nightly
The price is $320
Sep 30 - Oct 1
Total with taxes and fees
Charming Countryside Cottage Yorkshire Dales
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

Find out more about Middleham

Everything you need to know about Middleham vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middleham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middleham vacation 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 low season months. For more hustle and bustle, you may prefer to visit Middleham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $411 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middleham rentals

At Expedia, we put the best Middleham vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Oughtershaw Hall - a large propertie that sleeps 16 guests in 8 bedrooms: This vacation home rental near Middleham is located in a rural location and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher to make your meal-planning easier. It offers a patio, a garden, and an arcade game room so you can immerse yourself in your vacation.

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.