Castleton Vacation Rentals from $62: Search Short-Term Rentals

Q: What's the top vacation rental that Castleton has to offer?

Belmont House . Coastal self catering holiday home .Staithes North Yorkshire ⚓ : Visitors like this Castleton vacation home rental. It is located on a river and has a fireplace, a private yard, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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In two weeks

In two months

In three months

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Our top choices for Castleton vacation 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

Castleton near Whitby

Sonja F.

$348 nightly

Oct 18 - Oct 19

Total with taxes and fees

A modern hotel room with a large bed, a balcony, and a view of the city at dusk.

2. CoStays Aparthotel - Middlesbrough

Middlesbrough

emma

$72 nightly

Oct 15 - Oct 16

Total with taxes and fees

A modern kitchen with stone walls, white cabinetry, and a herringbone wood floor.

3. Stoney Nook Cottage

Guisborough

Shelley & J.

$116 nightly

Oct 18 - Oct 19

Total with taxes and fees

A modern hotel lobby with a large digital display, seating areas, and a view of the interior.

4. Station Suites

Middlesbrough

Alan

$86 nightly

Oct 25 - Oct 26

Total with taxes and fees

A two-story brick house with a bay window, a black front door, and satellite dishes on the roof.

5. Cosy, 2 Bedroom Cottage in Guisborough Town Centre

North Yorkshire

jane

$116 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

Saltburn-by-the-Sea

$114 nightly

Nov 12 - Nov 13

Total with taxes and fees

A spacious loft with a high ceiling, exposed wooden beams, a kitchen area, and a staircase leading to an upper level.

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

Glaisdale

Catherine C.

$535 nightly

Oct 15 - Oct 16

Total with taxes and fees

A staircase with white balusters, a door with a circular glass window, and a wall-mounted light fixture.

8. Middlesbrough Lodge

Middlesbrough

Beatrice

$51 nightly

Oct 13 - Oct 14

Total with taxes and fees

A cozy living room with a dark sofa, a dining table with chairs, a large tapestry, and a window with curtains.

9. Host & Stay | The Artists Pad

Saltburn-by-the-Sea

Sarah F.

$200 nightly

Oct 16 - Oct 17

Total with taxes and fees

A stone building with a tiled roof, a glass door, and a patio with a table and chairs.

10. The Byre

Middlesbrough

"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"

Edyta

$305 nightly

Oct 21 - Oct 22

Total with taxes and fees

A neatly made bed with pillows, a bedside lamp, a tray with a mug and croissants, and a painting above the bed.

11. Clarence Cottage

Whitby

Darryl

$171 nightly

Oct 13 - Oct 14

Total with taxes and fees

A modern living room with a green sofa, a small wooden table, and a herringbone-patterned floor.

12. Host & Stay | Sea Salt Apartment

Whitby

Sylvia G.

$187 nightly

Oct 15 - Oct 16

Total with taxes and fees

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.

Skinningrove, near Saltburn-by-the-Sea

Kate Bedford

$480 nightly

Nov 5 - Nov 6

Total with taxes and fees

A bedroom with a bed, a television, a window, and a door leading to a bathroom.

14. 2 Bedroom House with Garden next to the River Tees

Stockton on Tees

David R.

$116 nightly

Oct 18 - Oct 19

Total with taxes and fees

A modern living room with a brick wall, a round clock, a green sofa, a wooden coffee table, and a kitchen in the background.

15. Host Stay Sea Salt Apartment

Whitby

Ross

$190 nightly

Oct 15 - Oct 16

Total with taxes and fees

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

Whitby

Stuart

$177 nightly

Oct 13 - Oct 14

Total with taxes and fees

A modern living room with a sofa, a dining table with benches, a fireplace, and a kitchen in the background.

17. One Beckside Cottage

Staithes, near Whitby

Laura

$467 nightly

Oct 17 - Oct 18

Total with taxes and fees

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.

18. Old Mill Tiny Homes

Yarm

Caroline

$162 nightly

Nov 3 - Nov 4

Total with taxes and fees

A kitchen with a wooden countertop, a stove, and a sink. There is a window with a view of the outside.

19. Laurel Cottage

Guisborough

$451 nightly

Oct 21 - Oct 22

Total with taxes and fees

A modern kitchen with a herringbone floor, wooden island, and built-in oven.

20. Host & Stay | Abbey Hus

Whitby

John S.

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Top Castleton Hotel Reviews

The Marine Hotel

10/10 Excellent

"Great location Great staff Great food"

Holiday Inn Express Middlesbrough - Centre Square by IHG

10/10 Excellent

"Room was clean and comfortable with a large walk-in shower. Staff were friendly and helpful. There was a reasonable choice of items for breakfast including cereal, yoghourt, juice and some hot options. There was ample parking at the back of the hotel in the Cleveland Centre car park at a very impressive charge of £6.00 per day."

A luxury country cottage by the sea, 5 ensuite bedrooms, walkable to the harbour

10/10 Excellent

"An amazing property, home from home everything you need. A welcome pack was left for us on arrival which was a really nice touch. The property was spotless the rooms were spacious and decorated to a very high standard. The property is in a great location with an amazing garden. The station is about a 10 mins walk from the property in the village where you can get a train to Whitby. We went for a meal in the Bridge Inn which was good. I would highly recommend this property the hosts were easy to contact."

Find out more about Castleton

Everything you need to know about Castleton 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 Castleton 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 Castleton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castleton vacation 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 low season months. For more hustle and bustle, you may prefer to visit Castleton 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 $62 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 Castleton rentals

At Expedia, we put the best Castleton 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 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 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 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.

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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?

Belmont House . Coastal self catering holiday home . Staithes North Yorkshire ⚓: Visitors like this Castleton vacation home rental. It is located on a river and has a fireplace, a private yard, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 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.

Castleton Vacation Rentals

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Check prices for these dates

Our top choices for Castleton vacation rentals

1. 2 bedroom accommodation in Castleton near Whitby

2. CoStays Aparthotel - Middlesbrough

3. Stoney Nook Cottage

4. Station Suites

5. Cosy, 2 Bedroom Cottage in Guisborough Town Centre

6. Shepherds Rest - Shepherds hut - New for 2026

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

8. Middlesbrough Lodge

9. Host & Stay | The Artists Pad

10. The Byre

11. Clarence Cottage

12. Host & Stay | Sea Salt Apartment

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

14. 2 Bedroom House with Garden next to the River Tees

15. Host Stay Sea Salt Apartment

16. Host & Stay | Staffordshire Hideaway

17. One Beckside Cottage

18. Old Mill Tiny Homes

19. Laurel Cottage

20. Host & Stay | Abbey Hus

Find vacation rentals that suit your style

Top Castleton Hotel Reviews

The Marine Hotel

Find out more about Castleton

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