Photo by Mark Stacevich

Pickering holiday homes

We found 703 holiday rentals — enter your dates for availability
Select from 31 homes, 167 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.

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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)
  • Whitby Golf Club (18.1 mi / 29.1 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)
  • Mallyan Spout Waterfall (10.8 mi / 17.4 km)
  • Howardian Hills (11 mi / 17.7 km)
  • North York Moors National Park (11.7 mi / 18.8 km)
  • Peasholm Park (15.2 mi / 24.4 km)
  • North Bay Beach (15.3 mi / 24.7 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 best area to stay in Pickering when booking a holiday rental?
When considering a holiday rental in Pickering, a delightful market town in North Yorkshire, the area around the town centre is highly recommended. This central location provides easy access to a variety of amenities and attractions, making it convenient for visitors looking to explore.One of the key highlights nearby is the stunning Pickering Castle, a historic Norman fortification that offers fascinating insights into the region's past. Additionally, the North Yorkshire Moors Railway, which departs from the town, is a charming way to experience the scenic beauty of the surrounding moors and countryside.In terms of accommodation, the town centre boasts a range of properties, from cosy cottages to more modern apartments, suiting different preferences and group sizes. This variety ensures that visitors can find a suitable place to stay while enjoying the vibrant setting of Pickering, with its quaint shops, cafes, and restaurants all within walking distance.
What is the most popular type of holiday rental accomodation in Pickering?
In Pickering, cottages are the most popular type of holiday rental, with approximately 744 available throughout the charming town and its scenic surroundings. These cottages often provide a cosy atmosphere, featuring amenities such as fully equipped kitchens, comfortable living areas, and often beautiful gardens or outdoor spaces ideal for relaxation.For those seeking more space, there are around 128 holiday houses, which typically offer multiple bedrooms and larger living areas, making them great for families or groups wanting to explore the nearby North York Moors National Park. Additionally, about 108 chalets and 48 cabins can be found in the area, providing a rustic charm with amenities that include fireplaces and outdoor decking, ideal for enjoying the picturesque countryside.
Are there any family house rentals in Pickering?
In Pickering, there are numerous family-friendly house rentals available, with around 124 options to choose from. This charming town, located near the stunning North York Moors National Park, offers a variety of properties suitable for families. Many homes feature spacious living areas, full kitchens for preparing family meals, and gardens where children can play and explore.Visitors can enjoy the convenience of amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay. The town itself is rich in history, with attractions like the Pickering Castle and the North Yorkshire Moors Railway nearby, providing plenty of opportunities for family outings.
Can I rent a holiday home with a pool or hot tub in Pickering?
In Pickering, there are several holiday homes available for rent that include pools or hot tubs, making it a delightful destination for travellers seeking relaxation. This charming market town, located near the North York Moors National Park, offers a mix of properties, from modern villas to traditional cottages. Many rentals feature private pools, hot tubs, and outdoor seating areas, superb for unwinding after a day of exploring the beautiful countryside.In addition to the pool amenities, guests can expect fully equipped kitchens, cosy living spaces, and gardens that allow for outdoor dining. Find your rental in Pickering with a pool or a hot tub.
Are there pet-friendly house rentals in Pickering?
In Pickering, there are numerous pet-friendly house rentals available, with around 163 options to choose from. Many of these properties offer a variety of amenities that cater to the needs of both guests and their furry companions. Expect to find well-equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air.The area is known for its proximity to the stunning North York Moors National Park, which provides ample opportunities for outdoor adventures with your pets, including scenic walks and hiking trails. Additionally, many local attractions, such as the charming town centre with its quaint shops and cafes, are welcoming to pets, making Pickering an ideal destination for those travelling with animals. See all pet-friendly rentals in Pickering.
Are there any remote work holiday rentals in Pickering?
In Pickering, there are plenty of remote work holiday rentals available, with around 1,012 options to choose from. This charming market town in North Yorkshire provides a picturesque setting for those looking to combine work and leisure. Many rentals offer amenities tailored for remote workers, such as free Wi-Fi, designated laptop workspaces, and comfortable living areas conducive to productivity.Situated close to attractions like the historic Pickering Castle and the stunning North York Moors National Park, these properties allow guests to enjoy both a productive work environment and the beauty of nature. Many homes also feature fully equipped kitchens and outdoor spaces, superb for taking breaks or unwinding after a day's work. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Pickering?
In Pickering, popular rental amenities include well-equipped kitchens, allowing guests to prepare their own meals with ease. Many properties are also pet-friendly, welcoming travellers with furry companions. Onsite parking is commonly available, making it convenient for those driving to the area. Additionally, some rentals feature fireplaces, providing a cosy atmosphere during cooler evenings.
When is the best time to visit Pickering for a holiday rental?
The best time to book a holiday rental in Pickering is during the peak season from July to September. This period attracts numerous visitors who come to enjoy the charm of this historic market town and the surrounding North York Moors National Park. With pleasant temperatures averaging between 15 to 20 degrees Celsius, it's an ideal time for outdoor activities such as hiking, cycling, and exploring the picturesque scenery.July stands out as the most popular month, offering a vibrant setting filled with various local events and festivals. You'll find the town bustling with life, making it a great time to immerse yourself in the community spirit. Families and adventure seekers alike can take part in activities and enjoy the beautiful landscapes that Pickering has to offer.For those mindful of their budget, November presents a wonderful opportunity. While it's outside the peak tourist season, this month allows for a quieter experience. Visitors can appreciate the stunning autumn foliage and enjoy a more peaceful exploration of the local attractions without the crowds.
What are the top attractions in Pickering?
In Pickering, visitors can take part in the charm of this historic market town. One of the top attractions is the stunning Pickering Castle, a Norman fortress offering rich history and beautiful views of the surrounding area. The town is also known for the North Yorkshire Moors Railway, where travellers can enjoy scenic steam train rides through the breathtaking North York Moors National Park.For those interested in local culture, the Beck Isle Museum showcases the history of Pickering and its surrounding areas, featuring fascinating exhibits and artefacts. Additionally, the nearby Dalby Forest provides ample opportunities for outdoor activities such as hiking, cycling, and wildlife spotting, making it a superb destination for nature enthusiasts.The vibrant market square, with its array of shops, cafes, and restaurants, is another highlight, offering a delightful atmosphere for visitors to explore and enjoy local delicacies.
Are all fees included in the Pickering holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Pickering holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Pickering with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Pickering holiday homes?
You can find great discounts on holiday homes in Pickering on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Pickering holiday home booking on Bookabach?
To find Pickering holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Pickering?
A long-stay holiday home in Pickering is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Pickering holiday home?
Book your Pickering holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Pickering?
Prices for holiday homes in Pickering vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Pickering to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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