A rural road winding through a green landscape with sheep grazing, a stone bridge, and houses in the background.

Holiday Rentals in Castleton

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Our top choices for Castleton holiday rentals

1. Luxury retreat for 2 couples/ family in spectacular location in North York Moors

Luxury retreat for 2 couples/ family in spectacular location in North York Moors
Glaisdale
10.0 out of 10, Exceptional, (43 reviews)
"The property was excellent, beautiful throughout. We enjoyed our stay and the hosts were very welcoming and friendly. We would highly recommend "
United Kingdom
Catherine C.
The price is €536
includes taxes & fees
2 Sept - 3 Sept
Luxury retreat for 2 couples/ family in spectacular location in North York Moors

2. Cliffe Cottage

Cliffe Cottage
3.0 star property
Saltburn-by-the-Sea
The price is €355
includes taxes & fees
12 Sept - 13 Sept
Cliffe Cottage

3. Baby Moon

Baby Moon
2.0 star property
Guisborough
9.6 out of 10, Exceptional, (10 reviews)
"Really good customer service, the yurt was very comfortable. Good sites nearby to drive to (not walking distance)."
United Kingdom
Anonymous traveller
The price is €133
includes taxes & fees
6 Sept - 7 Sept
Baby Moon

4. Xl Bell Tent - Sleeps 6 - Log Burner - Parking

Xl Bell Tent - Sleeps 6 - Log Burner - Parking
3.0 star property
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, we were all very impressed!"
United Kingdom
Tom
The price is €134
includes taxes & fees
15 Sept - 16 Sept
Xl Bell Tent - Sleeps 6 - Log Burner - Parking

5. Little Pythorn - UK45253

Little Pythorn - UK45253
Westerdale, near Castleton
9.8 out of 10, Exceptional, (6 reviews)
"A wonderful stay in a beautiful cottage. A really good relaxing break. Some excellent places to eat but remember you’re in the North YorkshireMoors. Lots of lovely walks around and places to visit.We will be back!"
United States
Kath W.
The price is €296
includes taxes & fees
24 Sept - 25 Sept
Little Pythorn - UK45253

6. Station Suites

Station Suites
4.0 star property
Middlesbrough
9.2 out of 10, Wonderful, (57 reviews)
"good parking, good breakfast, perfect for the train station, good size rooms"
United Kingdom
Alan
The price is €93
includes taxes & fees
6 Sept - 7 Sept
Station Suites

7. CoStays Aparthotel - Middlesbrough

CoStays Aparthotel - Middlesbrough
3.5 star property
Middlesbrough
8.2 out of 10, Very good, (16 reviews)
"Very impressive amenities and so clean with a huge comfortable bed."
United Kingdom
emma
The price is €73
includes taxes & fees
6 Sept - 7 Sept
CoStays Aparthotel - Middlesbrough

8. Middlesbrough Lodge

Middlesbrough Lodge
Middlesbrough
The price is €54
includes taxes & fees
5 Sept - 6 Sept
Middlesbrough Lodge

9. A charming, three-bedroom cottage nestled in a hidden gem of a village.

A charming, three-bedroom cottage nestled in a hidden gem of a village.
Skinningrove, near Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (3 reviews)
"Cottage was clean and comfortable with every kitchen utensil you might want! A few minutes walk to the sandy beach. We had a great time!"
United States
Kate Bedford
The price is €518
includes taxes & fees
25 Sept - 26 Sept
A charming, three-bedroom cottage nestled in a hidden gem of a village.

10. Old Mill Tiny Homes

Old Mill Tiny Homes
2.0 star property
Yarm
10.0 out of 10, Exceptional, (1 review)
"Spotlessly clean and so cosy Brilliant stay Lovely pub within walking distance "
United Kingdom
Caroline
The price is €178
includes taxes & fees
23 Sept - 24 Sept
Old Mill Tiny Homes

11. Middlesbrough LUXE HOME

Middlesbrough LUXE HOME
3.0 star property
Middlesbrough
The price is €113
includes taxes & fees
2 Oct - 3 Oct
Middlesbrough LUXE HOME

12. Chapel Cottage

Chapel Cottage
3.5 star property
Whitby
10.0 out of 10, Exceptional, (1 review)
The price is €315
includes taxes & fees
18 Sept - 19 Sept
Chapel Cottage

13. EWE COTE HALL FARMHOUSE, pet friendly, with open fire in Whitby

EWE COTE HALL FARMHOUSE, pet friendly, with open fire in Whitby
Whitby
EWE COTE HALL FARMHOUSE, pet friendly, with open fire in Whitby

14. Shepherds Rest - Shepherds hut - New for 2026

Shepherds Rest - Shepherds hut - New for 2026
3.0 star property
Saltburn-by-the-Sea
The price is €149
includes taxes & fees
6 Sept - 7 Sept
Shepherds Rest - Shepherds hut - New for 2026

15. Stockton 2BR Retreat Sleeps 6 Stay With Us

Stockton 2BR Retreat Sleeps 6 Stay With Us
2.0 star property
Stockton-on-Tees
The price is €293
includes taxes & fees
4 Sept - 5 Sept
Stockton 2BR Retreat Sleeps 6 Stay With Us

16. Whitby Bridge Luxury Apartments

Whitby Bridge Luxury Apartments
3.5 star property
Whitby
8.0 out of 10, Very good, (20 reviews)
"Perfect for what i needed bery clean ideal location"
United Kingdom
Stuart
The price is €174
includes taxes & fees
15 Sept - 16 Sept
Whitby Bridge Luxury Apartments

17. Cosy Beachside Apartment, Spectacular Views in Picturesque Village.

Cosy Beachside Apartment, Spectacular Views in Picturesque Village.
Whitby
8.4 out of 10, Very good, (6 reviews)
"Perfect location, perfect for a weekend getaway"
United Kingdom
Ronnie B.
The price is €239
includes taxes & fees
19 Sept - 20 Sept
Cosy Beachside Apartment, Spectacular Views in Picturesque Village.

18. Demeter Holiday Cottage

Demeter Holiday Cottage
2.0 star property
Whitby
9.8 out of 10, Exceptional, (7 reviews)
"From start to finish this was a great stay. Would highly recommend staying here as a base for seeing Whitby as well as all of the fossil hunting tours in the area. "
United States
Charles
Demeter Holiday Cottage

19. The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite

The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite
High Leven
7.8 out of 10, Good, (8 reviews)
"Quirky. Most comfortable bed we've ever slept in."
United Kingdom
Leigh
The price is €254
includes taxes & fees
2 Sept - 3 Sept
The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite

20. Keldholme Cottage 1 - UK10992

Keldholme Cottage 1 - UK10992
Keldholme, near Kirkbymoorside
9.8 out of 10, Exceptional, (10 reviews)
"Excellent for get away from it all beautiful countryside and walks."
United States
John Kelly
The price is €354
includes taxes & fees
28 Sept - 29 Sept
Keldholme Cottage 1 - UK10992
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 Castleton Hotel Reviews

Find out more about Castleton

Everything you need to know about Castleton 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 Castleton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Castleton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Castleton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castleton. 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 Castleton 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 Castleton holiday rentals we have selected for you start as low as €73 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castleton rentals

At Expedia, we put the best Castleton 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 Castleton 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 Castleton 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 Castleton. 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 holiday rentals in Castleton?

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

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

Historic Fisherman’s Cottage Whitby Quiet Old Yard Sleeps 6: This holiday home rental outside of Castleton is located on the beach, and has a patio, a selection of books and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in Castleton?

Explore the area and family-friendly sights such as Teesside Autodrome, or get out into nature at a spot like North York Moors National Park. In the wider area, you’ll find Danby Castle and Roseberry Topping.

What are holiday rentals like in Castleton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castleton. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family trips.