Pickering Holiday Rentals

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Holiday Rentals in Pickering

BBQ/picnic area
Middlehead Cottages at Cropton Forest
3.0 star property
Hot tub
Kitchen
Pet-friendly
10.0 out of 10, Exceptional, (22)
"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
Cottage, Private Bathroom | Private kitchen
Five Star Stays
4.0 star property
Kitchen
Parking included
Free WiFi
9.8 out of 10, Exceptional, (98)
"Cottage was amazingly my really clean, and the decor was amazing will definitely stay here again "
The price is AU$287
per night
6 May - 7 May
Five Star Stays
Tent, Shared Bathroom | Exterior
The Little Hide - Grown Up Glamping
Parking included
Free WiFi
Outdoor space
9.4 out of 10, Exceptional, (116)
"Really enjoyed our stay, very cozy and peaceful in nature. A lovely getaway."
The price is AU$153
per night
19 May - 20 May
The Little Hide - Grown Up Glamping
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Beach
Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views
Ocean view
Kitchen
Outdoor space
9.8 out of 10, Exceptional, (224)
"Absolutely loved our stay here. Wildgoose cottage is lovely and we enjoyed every minute there. Living in a terraced house on an estate it was so amazing to stay here with such beautiful surroundings. To look out of the window and see deer, rabbits, pheasants and the horses in the field at the back. The cottage is clean and comfortable and fully equipped."
Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views
Penthouse, 2 Bedrooms, Sea View
The Sands - Sea Front Apartments
5.0 star property
Kitchen
Washer
Dryer
9.8 out of 10, Exceptional, (118)
"Great location with helpful and friendly staff but it was very difficult to get a decent flow of hot water in the shower."
The price is AU$884
per night
3 May - 4 May
The Sands - Sea Front Apartments
Terrace/patio
Glendevon Cottage - Enjoy 2-Night Stays
Kitchen
Washer
Dryer
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
Aerial view
40ft x 20ft luxury holiday lodge near Scarborough; 3 bed, sleeps 6, hot tub
Hot tub
Kitchen
Dryer
9.8 out of 10, Exceptional, (205)
"We had first time experience to stay in hot tub lodge ,we did enjoyed ,very clean compliments drinks ,very near from beach ,very comfortable nd Cody did enjoyed with WiFi ,we have a plan to go again .thank you Verbo. 5/5"
40ft x 20ft luxury holiday lodge near Scarborough; 3 bed, sleeps 6, hot tub
Exterior
Whitby Bridge Luxury Apartments
3.5 star property
Free WiFi
7.8 out of 10, Good, (7)
"Fantastic location, apartment well equipped, quality bed linen and towels "
The price is AU$304
per night
1 May - 2 May
Whitby Bridge Luxury Apartments
Fridge, microwave, oven, stovetop
⭐️EXCEPTIONAL⭐️ONE BEDROOM APARTMENT WHITBY!😍ABBEY VIEWS! 3PM CHECK IN SLEEPS 4
Ocean view
Kitchen
Free WiFi
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
Beach nearby
Filey. Active leisure or relaxing beach holiday.
Pool
Kitchen
Washer
9.8 out of 10, Exceptional, (230)
"great place"
Filey. Active leisure or relaxing beach holiday.
View from room
Apartments in Skinningrove, Cattersty Sands Beach
2.0 star property
Washer
Pet-friendly
Parking included
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
Deluxe Apartment, Private Bathroom, Sea View (2) | Miscellaneous
Sea View House
3.5 star property
Free WiFi
8.6 out of 10, Excellent, (26)
"Booked the apartment for a short stay. Good communication from the owner with entry instructions, good directions. It is obvious that the apartment sees a lot of footfall being very close to the seafront of the north bay, but it offered everything needed for the stay; very comfortable, clean furnishings; ample clean towels and bedding; nice clean kitchen with breakfast bar; good sized fridge freezer; washing machine. Bathroom was a nice size, very clean, and warm. I didn't need parking so unsure...
The price is AU$235
per night
1 May - 2 May
Sea View House
Beach nearby
Filey. Active leisure or relaxing beach holiday.
Pool
Kitchen
Washer
10.0 out of 10, Exceptional, (207)
"Great clean house and excellent for exploring the local areas. Owner made checkin etc. very easy"
Filey. Active leisure or relaxing beach holiday.
Exterior
Situated on the Whitby Lighthouse site has a raised deck giving wonderful views.
Ocean view
Pet-friendly
Outdoor space
9.6 out of 10, Exceptional, (4)
"Absolutely lovely stay in a unique property. Such a beautiful place and we loved Whitby too."
Situated on the Whitby Lighthouse site has a raised deck giving wonderful views.
Interior
Cottage With Sea Views
Kitchen
Washer
Dryer
9.6 out of 10, Exceptional, (132)
"The property was in a great location and the view was spectacular!"
Cottage With Sea Views
Beach
Cottage in the centre of Whitby - beautiful coastal and Abbey views
Kitchen
Washer
Pet-friendly
9.8 out of 10, Exceptional, (85)
"Great location, just a few minutes from the centre, great communication from the owner, and was quick to help with a problem we encountered."
Cottage in the centre of Whitby - beautiful coastal and Abbey views
Beach nearby
Brigg End View - a cottage that sleeps 4 guests in 2 bedrooms
Ocean view
Pool
Kitchen
9.8 out of 10, Exceptional, (6)
Brigg End View - a cottage that sleeps 4 guests in 2 bedrooms
7 bedrooms, iron/ironing board, Internet, bed sheets
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
Kitchen
Washer
Gym
9.8 out of 10, Exceptional, (25)
"Fabulous properties, comfortable surroundings and excellently stocked with everything you could need. Great walks and only 15 minutes drive into York. Great pub on the corner of the street….enjoyed by all!"
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
Outdoor dining
The Edge. Modern loft apartment in Yorkshire market town.
Kitchen
Outdoor space
Living/dining area
10.0 out of 10, Exceptional, (17)
"Beautiful and functional property with everything we needed for our stay. York was a short drive away which was perfect for sightseeing and access to the tourist attractions. "
The price is AU$223
per night
3 May - 4 May
The Edge. Modern loft apartment in Yorkshire market town.
Cottage | Interior
3 Bedroom Cottage, Sleeps 5 Village Location
3.0 star property
Kitchen
Washer
Dryer
The price is AU$361
per night
8 May - 9 May
3 Bedroom Cottage, Sleeps 5 Village Location
Don't see what you're looking for?
See all available properties in Pickering
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.

Pickering Holiday Home Travel Info

Number of holiday homes
24
Popular accommodation
Pickering cottages
Known landmarks
Flamingo Land Theme Park and Zoo, Eden Camp Modern History Theme Museum and Pickering Castle
International airport
Leeds (LBA-Leeds Bradford)

Other types of properties in Pickering you may be interested in

Front of property - evening/night
White Horse Farm Inn
3.5 star property
Pet-friendly
Parking included
Free WiFi
8.2 out of 10, Very good, (82)
"This is a lovely property which is surrounded by stunning scenery. The staff are wonderful and a chap called Stuart who works there will do anything for you, honestly nothing is too much for him. We will be going back."
The price is AU$239
per night
11 May - 12 May
White Horse Farm Inn
Bar (on property)
The Royal Hotel
3.0 star property
Pet-friendly
Free WiFi
Restaurant
7.8 out of 10, Good, (409)
"Could not fault the Hotel, the staff were very helpful couldn't do enough for you, nothing was too much trouble for them the breakfast was lovely and our view from the window was amazing looking out at sea. We're hoping to come back in the summer time 😉"
The price is AU$102
per night
7 May - 8 May
The Royal Hotel
Standard Twin Room
Leonardo Hotel Middlesbrough - Formerly Jurys Inn
4.0 star property
Pool
Free WiFi
Restaurant
8.6 out of 10, Excellent, (811)
"Mandy on reception was brilliant in helping us with our stay and answering questions."
The price is AU$112
per night
5 May - 6 May
Leonardo Hotel Middlesbrough - Formerly Jurys Inn
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 Pickering 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 Pickering holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Pickering holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pickering holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pickering. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pickering 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 Pickering holiday rentals we have selected for you start as low as AU$153 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pickering rentals

At Expedia, we put the best Pickering 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 Pickering 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 Pickering 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 Pickering. 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

Are there holiday rentals in Pickering?

Yes, there are holiday rentals close to the most popular sights in Pickering, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the gardens in Pickering. Make sure you have time to check out the forests and theme park during your trip.

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

Apartments in Skinningrove, Cattersty Sands Beach: This holiday home rental outside of Pickering is equipped with a garden, Netflix and daily housekeeping to help you feel comfortable during your stay. Amenities such as an electric kettle and free parking are also available for your convenience.

How many holiday rentals are there in Pickering?

Expedia has 49 holiday rentals for your stay in Pickering.

What’s there to see and do in Pickering?

Cultural attractions include Beck Isle Museum and Gillies Jones Glass, whereas Dalby Forest Visitor Centre and North York Moors National Park are a couple of picturesque spots to enjoy the outdoors. North Yorkshire Moors Railway and Rosedale Abbey are other places to visit while you're in town.

What’s a holiday rental in Pickering like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pickering. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip.

Recent reviews of Pickering properties
Expedia verified reviews