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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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Castleton holiday rentals

A modern kitchen with light green cabinets, a wooden countertop, a built-in oven, and a window providing natural light.

1. 2 bedroom accommodation in Castleton near Whitby

2 bedroom accommodation in Castleton near Whitby
Castleton near Whitby
10.0 out of 10, Exceptional, (1 review)
"We had a fantastic 10-day stay in this wonderful cottage. Sara and Jason welcomed us with a great welcome package and a heated cottage. The house is well furnitured, and many details make the stay very comfortable. Hope to come back soon. "
Germany
Sonja F.
2 bedroom accommodation in Castleton near Whitby
A modern hotel lobby with a large digital display, seating areas, and a view of the interior.

2. Station Suites

Station Suites
4.0 star property
Middlesbrough
9.4 out of 10, Exceptional, (69 reviews)
"good parking, good breakfast, perfect for the train station, good size rooms"
United Kingdom
Alan
The price is €105
includes taxes & fees
18 Oct - 19 Oct
Station Suites
A modern hotel room with a large bed, a balcony, and a view of the city at dusk.

3. CoStays Aparthotel - Middlesbrough

CoStays Aparthotel - Middlesbrough
3.5 star property
Middlesbrough
7.4 out of 10, Good, (22 reviews)
The price is €76
includes taxes & fees
18 Oct - 19 Oct
CoStays Aparthotel - Middlesbrough
A bunk bed room with two beds, a door, and a window with blinds.

4. Cosy, 2 Bedroom Cottage in Guisborough Town Centre

Cosy, 2 Bedroom Cottage in Guisborough Town Centre
North Yorkshire
10.0 out of 10, Exceptional, (2 reviews)
"It’s well situated and a nice place to stay. "
United States
jane
The price is €109
includes taxes & fees
19 Oct - 20 Oct
Cosy, 2 Bedroom Cottage in Guisborough Town Centre
A modern kitchen with stone walls, white cabinetry, and a herringbone wood floor.

5. Stoney Nook Cottage

Stoney Nook Cottage
Guisborough
9.2 out of 10, Wonderful, (5 reviews)
"Beautifully renovated cottage with comfortable bed and modern washroom. Conveniently located for exploring Guisborough and helpful guidebook with suggestions for the kids and adults. The grocery store is a 5-minute block away also. Andy was very helpful and easy to communicate with."
Canada
Shelley & J.
The price is €109
includes taxes & fees
18 Oct - 19 Oct
Stoney Nook Cottage
A corner room with a built-in wood stove, a small storage space below, and a view through a glass door.

6. 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 €137
includes taxes & fees
2 Nov - 3 Nov
Shepherds Rest - Shepherds hut - New for 2026
A staircase with white balusters, a door with a circular glass window, and a wall-mounted light fixture.

7. Middlesbrough Lodge

Middlesbrough Lodge
Middlesbrough
10.0 out of 10, Exceptional, (1 review)
"Nice room and straightforward checking in. Good value if you are on a budget. Small bedroom and bathroom but good well equipped shared kitchen with all facilities including washing machine with line and pegs outside if needed."
United Kingdom
Beatrice
The price is €55
includes taxes & fees
19 Oct - 20 Oct
Middlesbrough Lodge
A cozy living room with a dark sofa, a dining table with chairs, a large tapestry, and a window with curtains.

8. Host & Stay | The Artists Pad

Host & Stay | The Artists Pad
Saltburn-by-the-Sea
9.2 out of 10, Wonderful, (5 reviews)
"The property is in a great location, right in the centre of town and close to the beach. Comfy beds and plenty of space for us all. "
United States
Sarah F.
The price is €178
includes taxes & fees
17 Oct - 18 Oct
Host & Stay | The Artists Pad
A spacious loft with a high ceiling, exposed wooden beams, a kitchen area, and a staircase leading to an upper level.

9. 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, (44 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 €488
includes taxes & fees
26 Oct - 27 Oct
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
A stone building with a tiled roof, a glass door, and a patio with a table and chairs.

10. The Byre

The Byre
3.0 star property
Middlesbrough
10.0 out of 10, Exceptional, (1 review)
"I had a wonderful 5-day stay at Byre Cottage in North Yorkshire. The cottage is beautiful, cosy, and full of character, with a lovely fireplace that made the evenings especially relaxing and warm. The location is absolutely stunning, set between peaceful farmland and rolling hills, surrounded by nature and wildlife. Waking up to the fresh countryside air and quiet views each morning was truly refreshing. It’s the perfect place to relax, unwind, and enjoy the beauty of the Yorkshire countryside"
United Kingdom
Edyta
The price is €327
includes taxes & fees
21 Oct - 22 Oct
The Byre
A bedroom with a bed, a television, a window, and a door leading to a bathroom.

11. 2 Bedroom House with Garden next to the River Tees

2 Bedroom House with Garden next to the River Tees
Stockton on Tees
10.0 out of 10, Exceptional, (4 reviews)
"Good location, host was very responsive, property had everything we needed. Good check-in/out process "
United Kingdom
David R.
The price is €108
includes taxes & fees
18 Oct - 19 Oct
2 Bedroom House with Garden next to the River Tees
A neatly made bed with pillows, a bedside lamp, a tray with a mug and croissants, and a painting above the bed.

12. Clarence Cottage

Clarence Cottage
4.0 star property
Whitby
10.0 out of 10, Exceptional, (19 reviews)
"Only thing wrong was we didn’t stay long enough. We loved this little cottage. It’s a beautiful little home away from home. Whitby was fantastic as well. Wish we’d known ahead of time how much we would love it so we could have booked a longer stay."
United States
Darryl
The price is €183
includes taxes & fees
21 Oct - 22 Oct
Clarence Cottage
A rocky beach with waves, a sandy shore, and a cliff.

13. 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 €429
includes taxes & fees
5 Nov - 6 Nov
A charming, three-bedroom cottage nestled in a hidden gem of a village.
An outdoor seating area with a sofa and two chairs, a table with drinks, and a potted plant.

14. Hideaway

Hideaway
3.0 star property
Whitby
10.0 out of 10, Exceptional, (1 review)
"It was a lovely little cottage, had everything we could need. Staff were also very helpful. very comfortable place. We enjoyed our stay very much. However the mattresses were a bit hard but that made little difference. We still slept well 😊 would recommend! "
United Kingdom
Georgina
The price is €222
includes taxes & fees
19 Oct - 20 Oct
Hideaway
A modern building with a combination of dark siding and wooden accents, featuring multiple windows and a door with a small set of stairs leading up to it.

15. 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 €181
includes taxes & fees
22 Oct - 23 Oct
Old Mill Tiny Homes
A modern living room with a grey sectional sofa, a round white table, and wooden chairs. There is a potted plant on the table, and the room has a wooden floor and a large window with blinds.

16. Host & Stay | Staffordshire Hideaway

Host & Stay | Staffordshire Hideaway
Whitby
8.0 out of 10, Very good, (9 reviews)
"We really enjoyed our stay and would definitely stay again. One thing I would suggest is getting new mattress. It is quite worn and lumpy. Apart from that it's a great place. "
United Kingdom
Stuart
The price is €159
includes taxes & fees
21 Oct - 22 Oct
Host & Stay | Staffordshire Hideaway
A modern living room with a sofa, a dining table with benches, a fireplace, and a kitchen in the background.

17. One Beckside Cottage

One Beckside Cottage
Staithes, near Whitby
10.0 out of 10, Exceptional, (14 reviews)
One Beckside Cottage
A conservatory with wicker furniture, large windows, and a view of greenery.

18. 4 bedroom accommodation in Goathland

4 bedroom accommodation in Goathland
Goathland
8.0 out of 10, Very good, (1 review)
"Will definitely go back again my family loved it had a power cut made it more adventurous loved every minute off it neighbours across the way gave us some candles next day didn't use them but people made you welcome"
United States
Fredrick Dobbs
The price is €571
includes taxes & fees
13 Nov - 14 Nov
4 bedroom accommodation in Goathland
Room

19. Host Stay Caedmons View

Host Stay Caedmons View
2.0 star property
Whitby
8.0 out of 10, Very good, (2 reviews)
"There's so much to like about this property and it certainly had very high standards when it was initially designed and refurbished. However it does not maintain the high level of ambition of being a high-end holdiay apartment. Blocked gutters are causing a damp shower room, maintenance issues such as boiler constantly cutting out leaving no hot water or heating. Small maintenance issues, rudimentary cleaning and cheap mattresses, where a topper wouldn't go a miss, leave a disappointment. It is...
United Kingdom
Mary
The price is €244
includes taxes & fees
21 Oct - 22 Oct
Host Stay Caedmons View
A cozy room with a wooden table, chairs, a fireplace, and a TV mounted on the wall.

20. Parva

Parva
4.0 star property
Middlesbrough
10.0 out of 10, Exceptional, (1 review)
"The house has everything you could need for your stay. It’s so nicely presented and in a village with 3 pubs/restaurants to choose from. There’s plenty of walks in the area which some fantastic views."
United Kingdom
Josephine
The price is €345
includes taxes & fees
1 Nov - 2 Nov
Parva
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

Penny Hedge, Whitby by Marston's Inns

Penny Hedge, Whitby by Marston's Inns

8/10 Good
"Although breakfast was provided we choose to go to the local garden centre which is near the Park and Ride terminal where you can visit Whitby after your breakfast. The hotel is all we needed large car park , there is a large supermarket and petrol station nearby, very convenient."
Peter 4-night trip
Posted 14 hours ago
Penny Hedge, Whitby by Marston's Inns

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 €55 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?

Belmont House . Coastal self catering holiday home . Staithes North Yorkshire ⚓: This holiday home rental outside of Castleton is located on a river, and has a fireplace, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Castleton?

Explore the area and family-friendly sights such as The Moors National Park Centre, 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.