Vacation rentals in Pickering

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Top-rated vacation rentals in Pickering

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Top guest favorite
The cottage is constructed of traditional stone, showcasing a quaint exterior with a pitched roof and chimney. Two large windows with flower boxes frame the entrance, which features a light-colored door. The surroundings include a peaceful street lined with other characterful buildings.
Cottage in Pickering
4.91 out of 5 average rating, 352 reviews

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.

Top guest favorite
A charming Victorian stone cottage stands against a backdrop of greenery. The cottage features a mix of dark stone and light brick, with a small front porch and a sloped garden area. Two large windows allow natural light to enter the welcoming interior.
Home in Pickering
4.97 out of 5 average rating, 117 reviews

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.

Top guest favorite
The exterior of a charming stone cottage is visible, featuring a traditional roof with red tiles. Two entrances can be seen, framed by multiple windows that allow natural light to enter. The facade combines a rustic aesthetic with neighborhood characteristics.
Cottage in Pickering
4.94 out of 5 average rating, 147 reviews

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.

Top guest favorite
A charming cottage exterior is surrounded by lush greenery, featuring a stone facade and a blue front door. Tall trees and neatly trimmed bushes frame the entrance, while wildflowers and grass add a natural touch to the pathway. The peaceful setting invites exploration.
Cottage in Pickering
4.84 out of 5 average rating, 196 reviews

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.

Top guest favorite
A detached holiday cottage features a red front door and distinctive round window, set against a backdrop of textured brick walls. The surrounding area is landscaped with greenery, and gravel provides off-road parking in front of the building.
Cottage in Pickering
4.93 out of 5 average rating, 361 reviews

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/

Superhost
An outdoor courtyard is presented with a hot tub, framed by greenery and stone walls. A wooden table holding a teapot and cups adds a cozy touch. Decorative elements like pinecones and flowers enhance the space, inviting relaxation in this private setting.
Cottage in Pickering
4.82 out of 5 average rating, 503 reviews

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.

Top guest favorite
A bright living area features a blue sectional sofa with decorative pillows and a wooden coffee table. A wall-mounted TV is positioned above a contemporary electric fireplace. Large windows allow natural light to fill the space, and vaulted ceilings enhance the open feel.
Condo in Malton
4.97 out of 5 average rating, 154 reviews

Stylish apartment in the centre of Malton

A beautifully presented apartment located in a converted market building in the centre of Malton, the renowned Food Capital of Yorkshire. 5 Chiltern Place is a first floor, one bedroom apartment. Perfect for guests looking for a luxury stay in the heart of Malton. Suitable for couples, singles and business travellers. The property is located just a few steps away from the numerous restaurants, cafes, delis, bars, pubs and shops located around the Market Square and along Market Street.

Top guest favorite
A dining area is visible below, featuring a glass table set for two with plates and utensils. Two elegant chairs frame the setting, complemented by a nearby decorated Christmas tree. Exposed wooden beams above add character to the space, enhancing the modern design.
Home in Pickering
4.88 out of 5 average rating, 217 reviews

Short stroll to pubs, cafés & shops. Free Parking

Enjoy a clean and comfortable, cosy yet spacious, experience at this peacefully located holiday home. Just a very short stroll from Pickering town centre where you’ll be spoilt for choice with a whole host of shops, cafes, bars, pubs and restaurants. Offering a stylish, comfortable space with all you need. Ideal as a base to enjoy and explore all great North Yorkshire has to offer. Free on street parking or free parking permit for Eastgate car park which is less than 300 meters away.

Top guest favorite
The exterior showcases a charming stone cottage with large windows, allowing natural light to fill the interior. A gated entrance leads to a gravel path, framed by a low stone wall and greenery, offering a tranquil setting in a quiet area.
Cottage in Pickering
4.98 out of 5 average rating, 171 reviews

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, Ninja Air Fryer, 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 car parking public chargers nearby 1 x small dog subject to fee

Top guest favorite
A terrace features a round table set for two, accompanied by stylish woven chairs. A view of the lush green valley and surrounding trees creates a serene backdrop, while a small barbecue grill stands nearby on the stone surface.
Farm stay in Hartoft
5 out of 5 average rating, 146 reviews

Storey Corner - Where memories are made

Set on the side of a picturesque valley in the small hamlet of Hartoft Storey Corner a (totally private) self contained wing of Storey House makes for a relaxing, quiet, luxury retreat away from the hustle and bustle. Exceptionally quiet location situated in the North York Moors national Park. An area of outstanding beauty and in the International Dark Skies area. Great for star gazing Perfect for couples Pickering, Whitby, Helmsley York and the coast are all within easy reach

Guest favorite
A view of tranquil rooftops showcasing the unique character of the surrounding buildings with a mix of red brick and tile. Lush greenery and trees provide a soft backdrop, highlighting the natural beauty found in this serene rural area.
Home in Pickering
4.89 out of 5 average rating, 142 reviews

Country Cottage with Steam Railway Views

Positioned on a pedestrian road, wake up to the sound of birds or the steam railway. Cosy up to the log burner or sit out in the evening sun, on our west facing decking overlooking the railway. A 1 minute walk to forest walks and Pickering castle, or a 2 minute walk to the town centre; you couldn’t be more perfectly located. Pickering has the charm of a rural North Yorkshire town with all the amenities you need for a relaxing break or a family centred vacation.

Top guest favorite
The exterior of the cottage displays a charming stone facade with a red-tiled roof. A large window with multiple panes is positioned at the front, while two dormer windows are set into the roof, providing additional natural light to the upper levels.
Cottage in Pickering
4.93 out of 5 average rating, 391 reviews

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.

Popular amenities for Pickering vacation rentals

When is the best time to visit Pickering?

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Avg. priceﺩ.ﺇ521ﺩ.ﺇ510ﺩ.ﺇ510ﺩ.ﺇ569ﺩ.ﺇ588ﺩ.ﺇ602ﺩ.ﺇ617ﺩ.ﺇ610ﺩ.ﺇ599ﺩ.ﺇ602ﺩ.ﺇ555ﺩ.ﺇ643
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Frequently Asked Questions

  • How much does it cost to stay in cottage rentals in Pickering?

    Experience the best of Pickering with our cottage rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there cottage rentals with a dedicated workspace in Pickering?

    Yes! Work meets play with ease at over 30 cottage rentals in Pickering featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly house rentals in Pickering?

    Four-legged friends are welcome in Pickering. Choose from more than 20 house rentals for guests traveling with pets.

  • Do house rentals in Pickering have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Pickering. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Pickering have wifi?

    Absolutely! We offer over 70 cottage rentals with wifi in Pickering. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pickering have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Pickering. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Pickering?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 40 homes with wifi, over 40 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly cabin rentals in Pickering?

    Pickering has more than 10 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Pickering

  • Total vacation rentals

    Explore 150 vacation rentals in Pickering

  • Nightly prices starting at

    Pickering vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 5,200 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Pickering vacation 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!

  1. Airbnb
  2. United Kingdom
  3. England
  4. North Yorkshire
  5. Pickering