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

Castleton Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Castleton vacation rentals

Dishwasher, highchair

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.
The price is ￥65,132
￥65,132 total
includes taxes & fees
Oct 11 - Oct 12
2 bedroom accommodation in Castleton near Whitby
Cabin | Exterior

2. 5m xl Bell Tent With log Burner, Near Whitby

5m xl Bell Tent With log Burner, Near Whitby
3.0 star property
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (1 review)
"What a lovely place, we hired a beautiful Bell tent for 2 nights. It was set up with all the essentials on our arrival. The plot had plenty of space around to set up bbq room and room for kids to play. The site, washrooms and kitchen were like new, very well maintained regularly cleaned. I have a pet allergy so the no pets policy was a great bonus here for me too. We had a great time and will book again. Thank you. "
United Kingdom
Jenna
The price is ￥12,657
￥15,188 total
includes taxes & fees
Sep 20 - Sep 21
5m xl Bell Tent With log Burner, Near Whitby
Interior

3. Middlesbrough Lodge

Middlesbrough Lodge
Middlesbrough
The price is ￥6,732
￥9,325 total
includes taxes & fees
Oct 4 - Oct 5
Middlesbrough Lodge
Superior Room, 1 Double Bed (Double Studio) | 1 bedroom, in-room safe, desk, iron/ironing board

4. 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 ￥9,829
￥11,798 total
includes taxes & fees
Sep 23 - Sep 24
CoStays Aparthotel - Middlesbrough
Interior

5. 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 ￥30,124
￥83,931 total
includes taxes & fees
Oct 6 - Oct 7
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
Bar (on property)

6. Station Suites

Station Suites
4.0 star property
Middlesbrough
9.4 out of 10, Exceptional, (65 reviews)
"good parking, good breakfast, perfect for the train station, good size rooms"
United Kingdom
Alan
The price is ￥14,095
￥16,914 total
includes taxes & fees
Oct 3 - Oct 4
Station Suites
Living area

7. 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 ￥52,561
￥52,561 total
includes taxes & fees
Sep 24 - Sep 25
Little Pythorn - UK45253
TV, video games, Netflix, DVD player

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 ￥18,905
￥31,370 total
includes taxes & fees
Sep 14 - Sep 15
Host & Stay | The Artists Pad
Cottage | Exterior detail

9. Cliffe Cottage

Cliffe Cottage
3.0 star property
Saltburn-by-the-Sea
The price is ￥52,623
￥63,148 total
includes taxes & fees
Sep 16 - Sep 17
Cliffe Cottage
Luxury House, Non Smoking | Desk, laptop workspace, iron/ironing board, WiFi (free)

10. Middlesbrough LUXE HOME

Middlesbrough LUXE HOME
3.0 star property
Middlesbrough
"Check in supposed to be 4pm and still trying to contact landlord at 4.30pm to gain access. Smoke detector off wall and sat on stairs, leaky radiator with a glass under to catch drips, damaged flooring. Dirty throughout. Not good."
United Kingdom
Alan
The price is ￥16,155
￥19,386 total
includes taxes & fees
Sep 15 - Sep 16
Middlesbrough LUXE HOME
Exterior

11. 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 ￥25,694
￥30,833 total
includes taxes & fees
Oct 1 - Oct 2
Old Mill Tiny Homes
Cabin | Exterior

12. Rowan 6m xl Bell Tent

Rowan 6m xl Bell Tent
3.0 star property
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (1 review)
"Excellent place and great facilities"
United Kingdom
Chris
The price is ￥19,909
￥23,891 total
includes taxes & fees
Sep 17 - Sep 18
Rowan 6m xl Bell Tent
Exterior

13. 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
The price is ￥20,429
￥36,980 total
includes taxes & fees
Sep 17 - Sep 18
Demeter Holiday Cottage
Premium Apartment, Private Bathroom, Marina View (3 -Bedroom Lux Apartment) | Lounge

14. 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 ￥25,796
￥30,955 total
includes taxes & fees
Sep 15 - Sep 16
Whitby Bridge Luxury Apartments
2 bedrooms, desk, iron/ironing board, travel crib

15. 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, (3 reviews)
"Good location, host was very responsive, property had everything we needed. Good check-in/out process "
United Kingdom
David R.
The price is ￥15,020
￥18,358 total
includes taxes & fees
Sep 13 - Sep 14
2 Bedroom House with Garden next to the River Tees
House | 1 bedroom

16. Host Stay Modern Industrial Golden Lion Apartments

Host Stay Modern Industrial Golden Lion Apartments
2.0 star property
Whitby
8.8 out of 10, Excellent, (3 reviews)
"Brilliant location, Very clean we were very pleased with the accommodation, We did get a scratch card for parking which was quite a walk away but worth it, would definitely recommend and will definitely be back "
United Kingdom
Tina
Host Stay Modern Industrial Golden Lion Apartments
Outdoor dining

17. 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 ￥47,855
￥57,426 total
includes taxes & fees
Sep 22 - Sep 23
The Byre
Interior

18. Host & Stay | Sea Salt Apartment

Host & Stay | Sea Salt Apartment
Whitby
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful "
United Kingdom
Sylvia G.
The price is ￥18,983
￥29,413 total
includes taxes & fees
Sep 14 - Sep 15
Host & Stay | Sea Salt Apartment
Fishing

19. 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 ￥92,272
￥92,272 total
includes taxes & fees
Oct 10 - Oct 11
A charming, three-bedroom cottage nestled in a hidden gem of a village.
Outdoor dining

20. 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 ￥22,101
￥26,521 total
includes taxes & fees
Sep 17 - Sep 18
Shepherds Rest - Shepherds hut - New for 2026
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

The Feathers Hotel, Helmsley, North Yorkshire

The Feathers Hotel, Helmsley, North Yorkshire

8/10 Good
"The room was clean and the accommodation convenient. Staff were nice and breakfast lovely. Just noisy as it was a hotel."
Frances 1-night trip
Posted 3 hours ago
The Feathers Hotel, Helmsley, North Yorkshire

Find out more about Castleton

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

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

Frequently asked questions

Can I find vacation rentals in Castleton?

Yes, we give you a choice of vacation rentals near popular attractions 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's the top vacation rental that Castleton has to offer?

Host & Stay | Allium House: You might want to consider this vacation home rental near Castleton, which offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

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 larger area, you’ll find Danby Castle and Roseberry Topping.

What are vacation rentals like in Castleton?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Castleton. Vacation rentals feature amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.