Holiday houses in Pickering
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Quick stats about holiday rentals in Pickering
Total holiday rentals
Explore 160 holiday rentals in Pickering
Nightly prices starting at
Pickering holiday rentals start at $104 NZD per night before taxes and fees
Verified guest reviews
Over 5,910 verified reviews to help you choose
Family-friendly holiday rentals
130 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 80 rentals that welcome pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wi-Fi availability
160 of Pickering holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pickering rentals
4.9 Average rating
Pickering stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated holiday rentals in Pickering
Guests agree: these stays are highly rated for location, cleanliness and more.
Mill Cottage Is A Beautiful Cosy Country Escape
Escape to the country to the beautiful Moors Market town of Pickering.Just a short stroll from the centre of town lies Mill Cottage.A traditional country cottage furnished to the highest standard with a modern twist. With direct access to some of the most outstanding walks in the Moors but a fantastic convenient location for the amazing selection of country pubs , restaurants and attractions Pickering has to offer. The greatest care is taken to ensure your stay with us is as perfect as possible
Cosy ‘Cobblers Cottage’ - Pickering
Enjoy easy access to everything from our perfectly located, traditional stone home on the gateway to the North York Moors National Park. Just steps away from Pickering town centre with an array of shops, pubs, cafes, bars, restaurants, bakers, butchers & takeaways on offer. A short stroll to the North Yorkshire Moors Railway giving pleasant & easy access to Whitby, Goathland, Levisham, Newtondale and Grosmont. Also perfectly located for Scarborough, Whitby, Malton, Helmsley & Dalby Forrest.
Cosy character cottage in heart of Pickering
31 Eastgate is a cosy and well equipped cottage in a fantastic central location in the market town of Pickering. It's ideally located for exploring the North Yorkshire Moors, steam railway, the coast and the historic walled city of York. Located on one of the main roads in Pickering (sometimes there will be traffic noise) the tree lined street of Eastgate is beautiful in all seasons and the town centre is a 5 minute walk away. Visit one of the fantastic pubs or catch a steam train to Whitby.
Stationmaster's Cottage
A detached Victorian stone cottage in the shadow of Pickering Castle and overlooking North York Moors Railway station, this characterful property with real fire is only 3 minutes walk away from town centre amenities, the castle and a ten minute walk to the start of the Tabular Hills way and gateway to the North York Moors National Park. Free parking is provided in the Platform 3 Car Park diagonally opposite the property 70 yards away (dashboard pass provided). Please note: steep stepped access.
Spacious character historic cottage
Our 17th Century, characterful Yorkshire longhouse provides a spacious, retreat, and a fantastic base for family and friends to meet up with plenty of opportunities for days out in the surrounding North York Moors. The house is in the vibrant market town of Pickering with it's famous heritage railway. Pickering has a cafes, restaurants and pubs along it's bustling high street and a weekly market selling fresh, local produce. 7+2 guests (sofa bed in the snug for 2 guests at an extra charge)
Lovely cottage for N. York Moors & Steam Trains
19 Burgate is in the popular market town of Pickering, minutes’ walk from shops, eating places, Castle & Steam Railway (seasonal) - ideal for exploring the Moors, coastline & historic sights. It offers contemporary comfort, with a cosy living room, modern kitchen-diner, luxurious bathroom (walk-in shower, bath) & quality bedrooms. The garden offers eating/drinks outside and access to private parking. Prices are for 2 guests, with a small extra charge for the 2nd bedroom and well-behaved pets.
Cosy one bedroom cottage in Pickering
This lovely cottage is nestled in the centre of the beautiful market town of Pickering, Relax at this charming cottage which offers easy access to the enchanting landscapes of the North Yorkshire Moors and the nearby towns and coast. Whether you visit the iconic North Yorkshire Moors Railway, attend a concert at the Scarborough Open Air Theatre, or spend a day at the beach or exploring Whitby and the Moors. If you are seeking relaxation or adventure, this unique getaway is the perfect choice.
APRICOT COTTAGE - A LUXURY HOLIDAY COTTAGE
Detached holiday cottage Sleeps two (ONE DOUBLE BED) FREE WIFI Off road parking En-suite bathroom Fully equipped kitchen TV and fridge freezer Microwave Ideal location for all local attractions 2 minute walk into Pickering and local pubs, restaurants and shops Quotes from past guests: it's just perfect/best cottage we've stayed in/everything is so welcoming/ location is fantastic Places to visit in North Yorkshire http://www.iknow-yorkshire.co.uk/attractions/north_yorkshire/
Katiann's Cottage
Accommodation Master Bedroom, en-suite walk in shower, 1 x King Size Bed, Freeview TV Twin Bedroom - 2 single beds TV Travel cot & highchair available Bedlinen & Towels Bathroom - bath, shower, sink, toilet Kitchen Diner - dishwasher, Washer, electric oven & hob, fridge, microwave, cook utensils & iron Cosy lounge 2 leather recliner sofas, Smart TV, electric log burner Gas Central Heating Free Wi-fi 1 private parking space & plenty of free public parking & chargers nearby 1 x small dog fee
La Fenetre Holiday Cottage
Central location just one minute walk from the town centre with lots of shops, bars & restaurants. HOT TUB! Pet Friendly. Contact us for special offers. Private outdoor courtyard. Our cottage offers very comfortable accommodation and is within easy walking distance of amenities, parking very close by, the perfect base for exploring local attractions, including York, Whitby, Scarborough, Dalby Forest, Flamingo Land & North Yorkshire Moors. The cottage is snug & makes maximum use of space.
Castlegate Cottage
Characterful and quaint 3 bedroom Grade II listed cottage, built in 1800 with open plan living. Within easy walking distance of many shops, tea rooms, restaurants, pubs and the castle, there is parking very close by. Castlegate cottage is a perfect base for exploring the many local attractions and places of interest, such as The Steam railway, Beck Isle museum, The North Yorkshire Moors, Whitby, Scarborough, Flamingo Land, Eden Camp, Dalby Forest and York.
Beautifully renovated stable in Pickering
Brand new as of November 2022: The Hayloft on Eastgate is a former stable which has been newly converted and renovated into a cosy, well equipped holiday home situated in Pickering. The property sleeps up to 4 people and has everything you should need for a comfortable stay in this wonderful part of Yorkshire. The centre of Pickering, with its heritage railway, castle, eateries, shops and other amenities is a five minute walk away.
Popular amenities for Pickering holiday rentals
Other great holiday rentals in Pickering
Tulip Cottage Pickering
2 bed Cottage Pickering, Priv Parking, Logburner
Bluebird Cottage Cute 2 bed, North York Moors
Country Cottage with Steam Railway Views
Cottage With Amazing Views Over Railway - NO PETS
The Barn at Noelle's Cottages
Holiday hot tub apartment, opp NYMR parking inc
Between Coast & Moors • Pickering 2BR • Sleeps 4
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $264 NZD | $271 NZD | $269 NZD | $269 NZD | $278 NZD | $285 NZD | $292 NZD | $288 NZD | $283 NZD | $285 NZD | $262 NZD | $304 NZD |
| Avg. temp | 3°C | 3°C | 5°C | 7°C | 10°C | 12°C | 15°C | 14°C | 12°C | 9°C | 6°C | 3°C |
Frequently Asked Questions
What are the best places to stay in Pickering?
The town center area has character guesthouses, traditional cottages, and modern apartments, making it convenient for exploring markets, eateries, and historical sites on foot. Rural surroundings also include converted barns and countryside retreats for a quieter stay.
What are the best things to do in Pickering with kids?
Kids often enjoy exploring Pickering Castle, boarding the North Yorkshire Moors Railway for a steam train adventure, or playing in riverside parks. Farm visits and craft workshops are other frequently suggested options.
What are some of the best things to do in Pickering?
Explore Pickering Castle, ride the North Yorkshire Moors Railway, and visit the Beck Isle Museum for local heritage. Browsing markets, independent shops, and riverside walks reveals the area's character.
How is the weather in Pickering?
Pickering has cool, damp winters with highs near 41–46°F (5–8°C) and milder summers averaging 60–66°F (16–19°C). Waterproofs and layers are useful year-round, as rain is common across seasons.
When is the best time to visit Pickering?
Late spring through early autumn is often recommended for milder weather and seasonal events. Some visitors enjoy winter for quieter towns and festive markets, but packing for cooler temperatures around 33–42°F (1–6°C) is helpful.
What are the best places to visit in Pickering?
The most popular sites include Pickering Castle, the parish church with medieval wall paintings, and the North Yorkshire Moors Railway. Many guests also explore nearby forests and heather-clad moors.
What are some hiking trails in Pickering?
Explore woodland paths in Cropton Forest, gentle walks along Pickering Beck, or venture toward nearby moorland trails. These routes often feature scenic views and glimpses of local wildlife.
What are some family activities we can do in Pickering?
Families often explore Pickering Castle, join a steam train ride on the heritage railway, or enjoy interactive exhibits at local museums. Green spaces and adventure play areas also create opportunities for outdoor fun.
What are some of the best day trip ideas from Pickering?
Explore the historic city of York, beaches around the Yorkshire coast, or charming moorland villages known for walking and traditional markets. Nearby castles and ruins add to the variety of day excursions.
Are there any pet friendly accommodations available in Pickering?
Many accommodations in Pickering's countryside and town center welcome pets, especially in cottages, farm stays, and select apartments. Walking trails and pet-friendly cafes around Pickering make it easy to include pets in your plans.
What are some local tips for visiting Pickering?
Locals often suggest exploring smaller side streets for independent shops and sampling a traditional Yorkshire afternoon tea. Arriving early for market days or railway journeys can help you enjoy a quieter experience.
What is Pickering known for?
Pickering is known for its historic castle, heritage railway, and as a gateway to the North York Moors National Park. The town has roots in medieval history, markets, and railway traditions.
What are the best hidden gems to explore in Pickering?
Pickering has lesser-known corners, such as small local galleries, quiet riverside trails, and village tearooms with distinct character. Exploring independent antique shops and the town's market days unveils local traditions and crafts.
What are the best foods to try in Pickering?
Pickering has traditional Yorkshire treats such as pork pies, Wensleydale cheese, and hearty meat and vegetable pies. Seasonal cakes and local ales are often enjoyed in cafes and pubs around the town.
What should I bring for a trip to Pickering?
Bring layered clothing for shifting temperatures, waterproofs for rain, and comfortable walking shoes for uneven terrain. A camera helps capture the medieval architecture, steam trains, and moorland scenery.
What is the nightlife in Pickering like?
Pickering has a relaxed nightlife scene centered around traditional pubs, quiet lounges, and occasional live music in local inns. Most evenings are low-key, creating a welcoming atmosphere for conversation and sampling local ales.
What are the most popular events or festivals in Pickering?
Pickering hosts events like the wartime-themed 1940s Weekend, vintage car rallies, and seasonal fairs celebrating local traditions. Folk and craft festivals are also frequently suggested by residents and visitors.
Are there family friendly vacation rentals in Pickering?
Pickering's holiday cottages, barn conversions, and town center apartments frequently welcome families. Many rentals have amenities such as kitchens and enclosed gardens to support family needs during your stay.
Destinations to explore
- Rentals with a hot tub Pickering
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- Family-friendly rentals Pickering
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- Yorkshire Coast
- Flamingo Land Resort
- Filey Beach
- Durham Cathedral
- Bempton Cliffs
- Harewood House
- Fountains Abbey
- York Castle Museum
- Bramham Park
- Scarborough Open Air Theatre
- Royal Armouries Museum
- Temple Newsam Park
- National Railway Museum
- York University
- University of Leeds
- Durham University
- York Minster
- Teesside University
- Scarborough Beach
- First Direct Arena
- The Deep
- Bridlington Spa
- Peasholm Park
- Saltburn Beach