Photo by Mark Stacevich

Pickering holiday homes

We found 685 holiday rentals — enter your dates for availability
Select from 28 homes, 163 cottages and other holiday rentals in Pickering to find one that's perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the amenities that you expect and more, such as parking and air conditioning. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
  • Peace of mind

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Pickering

  • Historic Heritage: Discover Pickering’s history through its well-preserved castle, offering insights into the region’s rich cultural past.
  • Scenic Trails: Enjoy invigorating outdoor activities along the picturesque trails of the North York Moors, ideal for nature lovers.
  • Natural Beauty: Immerse yourself in the stunning landscapes and serene surroundings that characterise the Vale of Pickering.
  • Cultural Experience: Engage with the local culture, where history and adventure blend seamlessly for an authentic holiday vibe.
  • Adventure and Relaxation: Embrace a balanced mix of outdoor adventures and a laid-back atmosphere, perfect for a Kiwi getaway.

Top attractions in and around Pickering

Pickering, England, is a charming destination perfect for outdoor and adventure enthusiasts. Explore the historic Pickering Castle, which offers a glimpse into the area's rich heritage. Enjoy the scenic landscapes and engage in various outdoor activities amidst the beautiful surroundings. Whether you're interested in culture or simply soaking in the stunning scenery, Pickering provides an array of experiences that cater to all types of travellers looking for adventure and history.

  • North Yorkshire Moors Railway: Experience the charm of steam trains as you travel through scenic landscapes on this historic railway. It offers a glimpse into the past while connecting you to the beautiful North York Moors.
  • Flamingo Land Theme Park and Zoo: Enjoy a fun-filled day with thrilling rides and fascinating animal exhibits. This family-friendly attraction combines entertainment with educational experiences for all ages.
  • North York Moors National Park: Discover stunning landscapes, diverse wildlife, and exhilarating outdoor adventures in this expansive national park. Perfect for hiking, cycling, or simply soaking in the natural beauty.

Things to do recommended for couples

For a romantic getaway in Pickering, explore the charming streets hand-in-hand, visit the historic Pickering Castle, or take a ride on the North Yorkshire Moors Railway. Cap your day with a cosy dinner at a local pub, enjoying the warm atmosphere and delicious fare.

Things to do recommended for families

Families will love exploring the scenic Pickering Castle, taking a ride on the North Yorkshire Moors Railway, and visiting the interactive exhibits at the Beck Isle Museum. Enjoy the beautiful countryside and discover local wildlife on walks in the nearby Dalby Forest.

Things to do recommended for groups

Groups visiting Pickering can enjoy the thrill of Oliver's Mount Racing, located 24km away. Experience the excitement of motor racing in a vibrant atmosphere, perfect for adventure seekers looking to bond and create lasting memories together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Pickering

Whether you're journeying with a group, travelling with family, taking your furry friends along, or seeking an extended stay, be sure to set your filters based on what matters most to you. Here are some helpful Vrbo booking tips for you.

  • Traveling to Pickering with a group: Consider how many bedrooms you'll require, along with features like a fully-equipped kitchen or an outdoor area for group get-togethers. Luckily, you can refine your search to include all of these options—and more—on Vrbo.
  • Traveling to Pickering with young kids: Travelling with young children can be a bit tricky. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Pickering: For many, a family holiday isn’t complete without their four-legged companion. If that describes you, consider exploring Vrbo listings that welcome pets. Most of these pet-friendly properties offer feeding bowls and beds, ensuring that every member of the family feels right at home.
  • Planning for a long term stay visiting Pickering: If you're after holiday rentals offering monthly deals, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on extended stays. You might also want to consider including a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in and around Pickering

Discover Pickering, a charming city nestled in North Yorkshire, where history meets adventure. Explore the scenic trails of Pickering North York Moors and soak up the relaxed, secluded vibe of the Vale of Pickering. Embrace the rich local culture and enjoy the natural beauty of the Yorkshire coast, all while experiencing the warm hospitality and historical charm that defines Pickering. It's a perfect escape for outdoor enthusiasts and those seeking a taste of authentic culture.

  • Thornton Dale: Nestled in the scenic area surrounding Pickering, Thornton Dale is a charming village that offers a captivating blend of outdoor adventure and picturesque landscapes. Visitors are drawn to this delightful spot for its recreational areas and stunning scenery, making it a perfect base for exploring the nearby national parks and railway museum. Whether you're hiking through lush trails or enjoying the serenity of nature, Thornton Dale provides a tranquil escape with a rich sense of community and history.
  • Kirby Misperton: Located a mere 5km from Pickering, Kirby Misperton is a family-friendly village renowned for its outdoor activities and adventure opportunities. This vibrant community is home to popular amusement parks and recreational areas, ensuring there's something for everyone. Families can enjoy thrilling rides, engage in outdoor sports, or explore the nearby theme park and national state park. Kirby Misperton’s welcoming atmosphere and easy access to nature make it an ideal destination for those seeking both fun and relaxation.
  • Rosedale Abbey: Situated within the picturesque landscapes of Pickering, Rosedale Abbey is a quaint village that beckons outdoor enthusiasts and art lovers alike. Known for its stunning scenery and recreational areas, this charming spot offers opportunities for hiking, shopping, and appreciating local art. Visitors can immerse themselves in the beauty of the nearby national parks and monuments, making Rosedale Abbey a perfect stop for those looking to experience nature's splendour and cultural richness in one delightful location.

Best time to go to Pickering

If you're planning a trip to Pickering, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January38.3°F (3.5°C)Light RainMostly CloudySlightly Low
February39.6°F (4.2°C)Light RainMostly CloudyAverage
March42.1°F (5.6°C)Light RainMostly CloudyAverage
April45.7°F (7.6°C)No Rain (Dry)Mostly CloudyAverage
May50.7°F (10.4°C)Light RainMostly CloudyAverage
June56.1°F (13.4°C)Light RainMostly CloudyAverage
July59.9°F (15.5°C)Light RainMostly CloudySlightly High
August59.5°F (15.3°C)Light RainMostly CloudyAverage
September55.9°F (13.3°C)Light RainMostly CloudySlightly High
October50.7°F (10.4°C)Light RainMostly CloudySlightly High
November44.4°F (6.9°C)Light RainMostly CloudySlightly Low
December40.1°F (4.5°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is a breeze

Looking to trim costs on your upcoming journey? Being flexible with your travel dates can really pay off, as prices tend to fluctuate. You might also unlock considerable savings by opting for a longer stay. To locate a Vrbo property that aligns with your budget, try using our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s new Trip Board offers you a dedicated space to start fresh journeys, pick up from where you last left off, or review and organise your plans. Your previously saved and booked properties are now neatly categorised as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.bookabach.co.nz/trips

**Based on Vrbo properties bookings.

The cosy city of Pickering awaits you

Enjoy the culture and other features of Pickering. Renowned for its gardens, forests and camping, this city welcomes all visitors. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Pickering

Do you want to discover attractions to see in the city? Venture out of your cosy holiday rental and experience everything that Pickering has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Flamingo Land Theme Park and Zoo (2.7 mi / 4.3 km)
  • Oliver's Mount Racing (14.9 mi / 24 km)
  • Alpamare (15.1 mi / 24.2 km)
  • Malton and Norton Golf Club (8.4 mi / 13.5 km)
  • Ganton Golf Club (12 mi / 19.3 km)
  • Ampleforth College Golf Club (12.2 mi / 19.7 km)

Exploring the natural features in Pickering

Whether you're looking for adventure or just want to spend some time taking in the scenery, Pickering is a great place to get out in nature. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Dalby Forest Visitor Centre (4.3 mi / 7 km)
  • Dalby Forest (8.4 mi / 13.5 km)
  • Mallyan Spout Waterfall (10.8 mi / 17.4 km)
  • Howardian Hills (11 mi / 17.7 km)
  • Yorkshire Lavender (11.5 mi / 18.5 km)
  • North York Moors National Park (11.7 mi / 18.8 km)

Transport to and around Pickering

The nearest airport is in Durham (MME-Teesside Intl.), located 32.2 mi (51.9 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Leeds (LBA-Leeds Bradford), which is 44.2 mi (71.1 km) away.

If you'd prefer to travel by train, you can make your way to Pickering Levisham Station.

Frequently asked questions

What is the most popular type of holiday home accommodation in Pickering?
Cottages are the most popular style of holiday home in Pickering, according to our data. Even if you have something different in mind, Bookabach has holiday homes in a variety of shapes and sizes. Compare our options to find your perfect match.
How much does it cost to rent a holiday home in Pickering?
Season, property type and length of stay are some of the conditions that can determine the price of a holiday home. Simply enter your dates of travel to find the ultimate escape. From cosy cabins to plush villas, all Bookabach holiday homes provide incredible value.
How much does it cost to rent a beach house in Pickering?
When you travel and the size and style of the property will help determine the cost of your beachside holiday home. Type in your Pickering travel dates to view your options on Bookabach. Did someone just say "hot tub"? Use the filters to select the amenities and features you want in your holiday home.
Are there pet-friendly holiday homes in Pickering?
Yes. There are. You'll have your pick of 113 holiday homes that allow pets in Pickering. Some of our pet-friendly holiday homes come with an outdoor area for your fur child to run around in, complimentary treats, doggie beds and proximity to parks. Apply the "Pets allowed" filter to find a holiday home on Bookabach that's pawfect.
What are popular home amenities in Pickering?
Nearby museums, a garden and a firepit rank as the most popular home amenities in Pickering. Whether you're taking a trip by yourself, with your other half or a group of dear friends, Bookabach will help you find a holiday home that fits your tastes with all the features you need.
Are there large group holiday homes in Pickering?
Pickering has four holiday homes that can fit 10 or more guests. These properties come with the space you need to enjoy good times with friends and family.
Are there holiday homes in Pickering that welcome kids?
Gather your entire family for fun-filled adventures in Pickering at one of our 112 family-friendly holiday homes. Lots of these stays offer conveniences that are suitable for getaways with youngsters, including laundry facilities, bunk beds and patios. Just click on the "Properties good for families" filter and select your favourite.
What are the top attractions for families in Pickering?
Keep the kids entertained at these fun family-friendly attractions in Pickering:

  • Flamingo Land Theme Park and Zoo
  • North Yorkshire Moors Railway
  • Eden Camp Modern History Theme Museum

Are there one-bedroom holiday homes in Pickering?
Pickering has 22 one-bedroom homes on offer. Typically situated in desirable areas due to their smaller size, a one-bedroom holiday property is ideal if you're getting away with a pal or your partner. And with comforts like wireless internet and more privacy than a standard hotel, you'll be able to chill out while enjoying this fabulous destination.
Can I find two-bedroom holiday homes in Pickering?
Pickering has 52 two-bedroom holiday homes to select from. Experience a holiday home with all the comfort and privacy you want at a fantastic price on Bookabach.
Are there holiday homes with WiFi in Pickering?
Take your pick of 19 holiday homes with WiFi in Pickering. If you'd like to disconnect from daily life during your escape, but still need to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in Pickering?
We recommend checking with the Pickering holiday home you'd like on Bookabach as age restrictions differ. However, it's normally 16, 18 or 21.
How long can I rent a holiday home in Pickering for?
The length of time you can book a holiday home in Pickering is down to the property. Just enter your preferred travel dates to view a list of options offering extended stays. With many creature comforts like full kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get a perfect place to call your home away from home in Pickering.