Castleton Vacation Rentals

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Vacation Rentals in Castleton

Beach
Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views
9.8 out of 10, Exceptional, (226)
"What a beautiful place to stay. Brilliant location, magic views and very peaceful."
Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views
Exterior
Whitby Bridge Luxury Apartments
3.5 star property
7.8 out of 10, Good, (8)
"Fantastic location, apartment well equipped, quality bed linen and towels "
The price is $105
$228 total
includes taxes & fees
May 22 - May 23
Whitby Bridge Luxury Apartments
Terrace/patio
Glendevon Cottage - Enjoy 2-Night Stays
9.8 out of 10, Exceptional, (117)
"Staithes is mine and my partner's favourite place in the UK. We have stayed in Staithes a few times now and I can honestly say I would recommend this cottage to anyone. The location is perfect with a bit of a sea view from the bedroom window. The cottage has a lovely cosy feel to it, beds are really comfy and has everything you need for a short/ long stay. Thank you Anne!"
Glendevon Cottage - Enjoy 2-Night Stays
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Property grounds
The County Boutique Apartment
10.0 out of 10, Exceptional, (120)
"A1+++ Everything you need...just pack a toothbrush! Highly recommended Thanks!"
The County Boutique Apartment
Fridge, microwave, oven, stovetop
⭐️EXCEPTIONAL⭐️ONE BEDROOM APARTMENT WHITBY!😍ABBEY VIEWS! 3PM CHECK IN SLEEPS 4
10.0 out of 10, Exceptional, (109)
"The flat is well appointed, clean, and very quiet. It is steps away from the seaside pavilion as well as the dockside attractions. Even better was the prompt and friendly communications with the owner who instilled a sense of security and welcome."
⭐️EXCEPTIONAL⭐️ONE BEDROOM APARTMENT WHITBY!😍ABBEY VIEWS! 3PM CHECK IN SLEEPS 4
Outdoor dining
Family and pet friendly converted barn in a peaceful rural setting
9.8 out of 10, Exceptional, (207)
"Long weekend stay but not long enough. Cottage in a great place for visiting the area. Kids and dogs loved it. Met the alpacas close up."
Family and pet friendly converted barn in a peaceful rural setting
Beach
Rainbow Cottage - A home from home in the heart of Whitby
9.6 out of 10, Exceptional, (98)
"Perfect for a short break away. Clean, had everything we needed and the location is brilliant."
Rainbow Cottage - A home from home in the heart of Whitby
View from room
Apartments in Skinningrove, Cattersty Sands Beach
2.0 star property
5.4 out of 10, (3)
"1. Getting difficult to.find the exact location of property, its helpful if mentioned the building name. 2.Whole night struggled to run the heating but didnt work survived without heating. 3. Wifi id provided not available in the premises. "
Apartments in Skinningrove, Cattersty Sands Beach
Exterior
This attractive cottage on the Whitby Lighthouse site has a raised deck giving wonderful views.
9.6 out of 10, Exceptional, (4)
"Absolutely lovely stay in a unique property. Such a beautiful place and we loved Whitby too."
This attractive cottage on the Whitby Lighthouse site has a raised deck giving wonderful views.
Exterior
A luxury country cottage by the sea, 5 ensuite bedrooms, walkable to the harbour
10.0 out of 10, Exceptional, (64)
"Beautiful, spacious renovated old mill. Great outdoor space overlooking private stream. Luxury bedrooms with ensuite shower rooms. Large kitchen, dining room and 2 lounge areas. An amazing stay with everything you could possibly want in a quiet, secluded area, close to Whitby. Would thoroughly recommend and wiuld definitely stay again if in the area. Thanks again The Australia and English group of friends"
A luxury country cottage by the sea, 5 ensuite bedrooms, walkable to the harbour
Beach
This traditional fisherman’s cottage makes an excellent seaside hideaway, close to beach and histori
9.6 out of 10, Exceptional, (10)
"Would highly recommend this unspoilt location. Ideal central position of holiday cottage ."
This traditional fisherman’s cottage makes an excellent seaside hideaway, close to beach and histori
BBQ/picnic area
Middlehead Cottages at Cropton Forest
3.0 star property
10.0 out of 10, Exceptional, (23)
"Our second time here and definitely not our last, everything you need for a comfortable weekend away. We love the location, the DVD collection, the hot tub and the log fires. Wish we could stay for longer! Really good value too. Thanks x "
Middlehead Cottages at Cropton Forest
Miscellaneous
Seaview Luxury Apartments
2.0 star property
9.4 out of 10, Exceptional, (13)
"Cant not fault the place. Its was clean, easy to gain access with it being unmanned, shops near by for food. Will stay again if in the area."
Seaview Luxury Apartments
Cottage, 2 Bedrooms | Garden view
THE OLD Cart House
4.0 star property
10.0 out of 10, Exceptional, (7)
"Excellent accommodation. Hosts went above and beyond for us. Lovely welcome pack on arrival. Lovely homely cottage and beautiful views. Ideal location to visit Dalby Forest, York, Whitby, Scarborough etc. Locals were all so kind and helpful too. Would highly recommend."
THE OLD Cart House
Beach
Cottage in the centre of Whitby - beautiful coastal and Abbey views
9.8 out of 10, Exceptional, (88)
"Great location and well equipped property. We had a great stay. Thanks Hilda."
Cottage in the centre of Whitby - beautiful coastal and Abbey views
Beach nearby
Newly converted fresh, airy hideaway near Whitby
10.0 out of 10, Exceptional, (21)
"Lovely location with private outside area. Great hosts. "
Newly converted fresh, airy hideaway near Whitby
Smart TV, fireplace, video games, DVD player
Luxury cottage by the sea/golf course, harbour, 5 bed,parking,garden,pet friendl
10.0 out of 10, Exceptional, (102)
"Great communication with the owner of Misty Cottage. Great house, just 5 mins from the beach, with a lovely little garden to sit in and everything you could wish for in the spacious kitchen. Would definitely recommend"
Luxury cottage by the sea/golf course, harbour, 5 bed,parking,garden,pet friendl
Outdoor dining
With delightful views over the estuary, Moon River Cottage perfectly located to explore Whitby and t
10.0 out of 10, Exceptional, (2)
"Lovely cottage on the estuary. Clean and comfortable . Everything we needed. Quiet area, but ideally situated .would highly recommend 🙂"
With delightful views over the estuary, Moon River Cottage perfectly located to explore Whitby and t
TV
Host & Stay | No 3 Sandside
10.0 out of 10, Exceptional, (2)
"The house was everything we hoped for and more. The decor is spot on and there can't be many houses in Whitby with a better vista. The only thing I would say though is that it is very difficult to load and unload...Church St car park was packed so we had to use the Abbey car park which is a gruelling up/downhill slog for the less fit/able. Be prepared to travel very light as you can't get close to the property with a car. Having said that, we thoroughly enjoyed our stay and would return."
Host & Stay | No 3 Sandside
Property grounds
Quirky and quaint beckside cottage situated in smugglers village (pet friendly).
9.4 out of 10, Exceptional, (3)
"Quaint little property enjoyed our stay, bays lovely with good pubs and fish and chips shops which were lovely and fresh, no parking at property only at top of village , 5 min walk up steep bank"
Quirky and quaint beckside cottage situated in smugglers village (pet friendly).
Don't see what you're looking for?
See all available properties in Castleton
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.

Other types of properties in Castleton you may be interested in

Bar (on property)
The Royal Hotel
3.0 star property
8.0 out of 10, Very Good, (438)
"Very nice hotel. Bit dated but staff excellent and no complaints. "
The price is $56
$67 total
includes taxes & fees
Jun 2 - Jun 3
The Royal Hotel
Standard Twin Room | In-room safe, desk, iron/ironing board, free cribs/infant beds
Leonardo Hotel Middlesbrough
4.0 star property
8.6 out of 10, Excellent, (830)
"Room was perfect, large comfortable bed, fridge, bathroom was a little dated but ok. Would stay again."
The price is $66
$79 total
includes taxes & fees
May 26 - May 27
Leonardo Hotel Middlesbrough
Reception
Penny Hedge, Whitby by Marston's Inns
4.0 star property
9.0 out of 10, Wonderful, (502)
"My husband and I and another couple spent two nights at Penny Hedge. Check in at reception by Scott was friendly and quick. The rooms clean and tidy and nice fluffy towels in the bathroom. We ate there one night and the food was excellent. All the staff were very efficient, friend,y and most helpful. We had a lovely stay."
The price is $85
$102 total
includes taxes & fees
Jun 16 - Jun 17
Penny Hedge, Whitby by Marston's Inns
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.

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 $105 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.

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?

Apartments in Skinningrove, Cattersty Sands Beach: Visitors like this Castleton vacation home rental. It is equipped with a garden, Netflix, and daily housekeeping to help you feel comfortable during your stay. Amenities like an electric kettle and free parking are also available for your convenience.

How many vacation rentals will I find in Castleton?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Castleton stay.

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.

Recent reviews of Castleton properties
Expedia verified reviews