Photo by Mark Stacevich

Pickering holiday rentals

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.
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Why visit Pickering

  • Historic Castle: Explore the impressive Pickering Castle, a key landmark offering insights into the town's rich heritage.
  • Picturesque Landscapes: Enjoy scenic views and natural beauty that perfectly complement Pickering’s historical charm.
  • Local Culture: Immerse yourself in the town’s vibrant local culture, ideal for both romantic getaways and family adventures.
  • Quaint Streets: Wander through charming streets that reflect Pickering’s blend of relaxation and rugged beauty.
  • Outdoor Adventures: Engage in a variety of outdoor activities, making the most of the town’s stunning natural settings.

Popular types of accommodation in Pickering

Welcome to Pickering, a charming market town nestled in North Yorkshire, England. Known for its picturesque landscapes and rich history, Pickering boasts attractions such as the iconic Pickering Castle and the delightful North Yorkshire Moors Railway. Whether you prefer a cosy cottage, a private holiday home, or a stylish apartment, you’ll find a variety of holiday rentals to suit your needs. Enjoy competitive nightly prices and immerse yourself in the local culture and experiences that Pickering has to offer.

  • Cottages: Enjoy the charm of cosy cottages, the top choice for a traditional Pickering retreat.
  • Private Holiday Homes: Experience the luxury of private holiday homes for an exclusive, homely stay.
  • Apartments: Modern apartments offer a contemporary base for your Pickering adventures.
  • Caravan Parks: Caravan parks provide a unique, outdoor holiday experience in scenic surroundings.
  • Condos: Stylish condos present a compact, chic option for your Pickering visit.**

Top attractions in and around Pickering

Pickering, England, is a charming town perfect for outdoor and adventure holidays, offering stunning scenery and rich history. Key attractions include the impressive Pickering Castle, a historic landmark that provides insights into the region's past. Visitors can also enjoy the picturesque landscapes and immerse themselves in the local culture, making it an ideal destination for couples seeking romance or families looking for memorable experiences. The town's blend of scenic beauty and historical significance ensures there's something for everyone.

  • North Yorkshire Moors Railway: This historic railway offers a charming journey through the stunning moorland scenery, allowing visitors to experience the rich culture and heritage of the area while enjoying steam train rides.
  • Flamingo Land Theme Park and Zoo: Just a short distance away, this theme park combines thrilling rides with a zoo, providing a fun-filled day for families, complete with educational exhibits and exciting attractions.
  • North York Moors National Park: A bit further out, this expansive park boasts breathtaking landscapes, outdoor adventures, and scenic walks, ideal for nature lovers and those seeking adventure.

Things to do recommended for couples

Discover a charming escape in Pickering. Enjoy a delightful countryside stroll, cosy dining experiences, and intimate picnics in picturesque parks. Embrace the local culture with guided heritage walks, perfect for a couple seeking a unique, romantic retreat.

Things to do recommended for families

Families visiting Pickering can enjoy a thrilling ride on the North Yorkshire Moors Railway and explore the fascinating exhibits at the Beck Isle Museum. Don’t miss the chance to wander through the picturesque Pickering Castle for a fun-filled day of history and adventure.

Things to do recommended for groups

Groups visiting Pickering can experience the thrill of motorsport at Oliver's Mount Racing, located 24km away. This exciting venue offers an adrenaline-filled atmosphere, perfect for those seeking adventure and camaraderie among friends in the picturesque Yorkshire countryside.

*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 travelling with a group, as a family, with your pets, or seeking longer stays, be sure to set the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Pickering with a group: Consider the number of bedrooms required, along with facilities such as a fully-equipped kitchen or an outdoor area suitable for group gatherings. Luckily, you can filter for all of these features, and more, on Stayz.
  • Traveling to Pickering with young kids: Traveling with young children can be challenging. You need to prioritise their comfort and safety, as well as ensure the availability of age-appropriate amenities, such as a private swimming pool. It's also wise to consider the proximity to family-friendly attractions.
  • Taking your pets with you to Pickering: For many, a family holiday is not complete without their four-legged companion. If this resonates with you, explore Stayz properties that welcome pets. Most of these accommodations provide feeding bowls and beds, ensuring that every member of the family feels perfectly at home.
  • Planning for a long term stay visiting Pickering: If you are seeking holiday lets with discounts for extended stays of a month or more, you have come to the right place. With a simple filter, you can effortlessly locate and save on monthly rentals. Consider including a parking space, a well-equipped kitchen or a private pool in your search as well.

Where to stay in and around Pickering

Discover Pickering's rich historical charm and outdoor adventures. Explore its scenic landscapes, wander through quaint streets, and immerse yourself in its cultural heritage. Enjoy the friendly atmosphere and the unique blend of relaxation and rugged beauty that characterises this delightful town. Perfect for a holiday in Pickering, the city offers a mix of historical intrigue and natural splendour, making it an ideal destination for an unforgettable escape.

  • Thornton Dale: Nestled within the Pickering area, Thornton Dale is a charming village that invites visitors to immerse themselves in the great outdoors. Its diverse landscape provides a spectacular backdrop for adventure and scenic exploration. Enjoy a blend of recreational parks, amusement attractions, and expansive resort areas. Nearby, natural wonders such as national state parks, a national park, and a railway museum offer a rich tapestry of cultural and natural heritage, ensuring that every journey here is filled with memorable moments.
  • Kirby Misperton: Located a short distance from Pickering, Kirby Misperton offers an ideal setting for family adventures and outdoor pursuits. This quaint village is surrounded by an array of recreational spaces and amusement attractions that cater to all ages. Travellers can explore well-known theme parks, national parks, and national state parks in the vicinity, making it a delightful destination for those seeking a blend of lively activities and the tranquillity of nature.
  • Rosedale Abbey: Set within the Pickering area, Rosedale Abbey is a picturesque village celebrated for its scenic and adventurous atmosphere. This locale offers a unique combination of outdoor recreational spaces, artistic venues, and shopping centres that cater to diverse interests. The presence of national parks, national state parks, and historical monuments enriches the visitor experience, promising an engaging and culturally vibrant holiday for those looking to explore beyond the usual tourist trails.

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. Peak season runs in July and September to October, while off-peak times, like November to January tend to have fewer bookings and better deals.

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

Booking with Stayz is simple

Are you hoping to cut costs on your next holiday? Being flexible with your travel dates can be a great way to take advantage of fluctuating prices. Additionally, opting for an extended stay often leads to significant savings. To discover the perfect Stayz property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board offers a convenient area to create new journeys, resume where you left off, or review and organise your plans. You will find properties you have saved or reserved categorised as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/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, Stayz 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 Stayz 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 Stayz. 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 Stayz 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, Stayz 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 Stayz.
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 Stayz.
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 Stayz 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.