House holiday rentals in Pickering

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Top-rated house rentals in Pickering

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious living area features a green sectional sofa and a complimentary armchair. A coffee table is centered on a woven rug, with a decorative ladder parallel to a shelf adorned with plants. Large windows allow ample natural light, framed by green accents.
Home in North Yorkshire
4.97 out of 5 average rating, 108 reviews

The Bothy

Adults only/no pets..our Ethos ..to make your visit relaxing, recharge your batteries, revisit..all in a peaceful setting but don’t take our word for it..read our Reviews! We may not have cooking facilities but Pickering has some great eateries and pubs…what we do have is a kettle/coffee machine/fridge/BBQ Discounts for sun-thurs and early bookings…don’t delay book today! Come to beautiful North Yorkshire so much to see and do you may never want to leave! A warm welcome awaits you at The Bothy

Top guest favourite
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 North Yorkshire
4.97 out of 5 average rating, 116 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 favourite
Home in North Yorkshire
4.98 out of 5 average rating, 199 reviews

Gorgeous country cottage in a stunning location

A beautifully converted, luxury 3 bedroomed country cottage in a stunning village setting. Stunning Dark Skies of the North Yorkshire National Park AONB and all within easy reach of the the gorgeous East coast towns and beaches. A few minutes drive to the beautiful market town of Helmsley and Malton, with all amenitites, cafes/restaurants. Michelin starred restaurants The Pheasant, The Star, The Black Swan and Restaurant Myse are a few minutes drive away and The Yorkshire Spa Retreat.

Top guest favourite
A private courtyard garden features a gravel path surrounded by lush greenery and various potted plants. French doors, framed by climbing foliage, open to the cottage, inviting natural light. A small table and chairs are visible, creating a serene outdoor space for relaxation.
Home in West Yorkshire
4.89 out of 5 average rating, 239 reviews

Garden Cottage - Central Wetherby

This delightful, characterful three bedroomed cottage is located in the very heart of the beautiful market town of Wetherby. It is situated close to all local amenities, tastefully furnished with onsite parking and a mature, private courtyard garden Wetherby town centre with its extensive range of coffee shops, restaurants, bars and shops is only 2 minutes from your front door. Also gorgeous river walks, beautiful riverside parks and local cinema and indoor pool are just on your doorstep.

Top guest favourite
The farmhouse, constructed from red brick, is set against a vibrant pink and purple sky at dusk. The structure features a gabled roof and multiple windows, with a well-maintained grassy area in the foreground framed by shrubbery.
Home in Wilberfoss
5 out of 5 average rating, 123 reviews

*Owl Tree Luxury Farmhouse* - York

Visit our country escape, just minutes from the historic city of York. Fully refurbished 1700's farmhouse sleeps 6. Character and quirkiness merge with modern amenities and relaxing comfort. The quintessential English experience. View of the village church accessed by a charming pedestrian bridge. A tranquil escape from the urban hustle, but with a shop, a post office, a butcher, and a pub. Quick and easy drive or bus ride to York. Welcome to your Yorkshire Getaway! Susie and Ian

Top guest favourite
A bright bedroom features a spacious bed with soft bedding, complemented by a decorative chest of drawers. Natural light floods the room, highlighting the neutral decor. A doorway leads to an en-suite bathroom, and a comfortable seating area is visible in the background.
Home in Kirkbymoorside
4.9 out of 5 average rating, 433 reviews

Oakforge Cottage, a spacious home from home.

Oakforge Cottage is a 3 storey house in the Market Town of Kirkbymoorside. It offers comfortable accommodation for up to 5 people (and up to 2 well behaved dogs).PLEASE NOTE: WE HAVE NO OUTSIDE SPACE FOR THE EXERCISING OF DOGS. With a fully equipped kitchen, living room with realistic simulated log burner and two bathrooms, guests will instantly feel at home in our warm, well furnished, self-catering holiday cottage. Check-in time is after 3PM, Check out is now 10.00AM.

Top guest favourite
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 North Yorkshire
4.88 out of 5 average rating, 209 reviews

Cosy Yet Spacious Home. Short Stroll To Centre

Enjoy a clean, comfortable, cosy yet spacious, experience at this peacefully located, budget friendly holiday home. Just a very short stroll away from Pickering town centre 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 subject to availability or car park with ev chargers less than 300 meters away.

Top guest favourite
An elegant freestanding bathtub sits against a rustic stone wall featuring exposed wooden beams. A potted plant is positioned nearby, adding a touch of greenery to the serene setting. The smooth tile floor enhances the bathroom's spacious feel.
Home in Malton
4.94 out of 5 average rating, 183 reviews

Luxury one bedroom cottage with log burning hot tu

Relax and unwind in the newly refurbished one bed Irishman's Cottage. The cottage retains many old features and is surrounded by the rolling hills of the Yorkshire Wolds. The living space is open plan with ample space for a couples retreat or family break away. In the summer months dine al fresco and enjoy a BBQ on the private patio besides the wood burning hot tub. A short walk away is our private lake, where you might catch site of a resting deer or hare!

Guest favourite
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 North Yorkshire
4.89 out of 5 average rating, 137 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 favourite
The cottage exterior showcases a charming brick facade with a sloped red roof. Bright flowering plants in various colors surround the entrance, enhancing the natural setting. Two skylights are visible on the roof, allowing light into the interior.
Home in Pilmoor
4.98 out of 5 average rating, 445 reviews

The Salt House Cottage, Pilmoor

Guests have a small private grassed area with a table and chairs. The cottage has dishwasher, washing machine and wood burning stove, all logs included. We do not accept pets. In summer, when the swing seat is out, guests have access to the main garden. The cottage has no internet connection but depending on your network, a good 3G or 4G signal can be accessed. We do not accept bookings from people who smoke or vape. Check in from 2pm, check out 10am.

Guest favourite
A stone cottage showcases a rustic facade with a tiled roof and several windows. A whimsical pig sculpture is positioned in the foreground, next to a stone wall. The setting features green grass and colorful flowers, with a clear blue sky overhead.
Home in Newton-on-Rawcliffe
4.94 out of 5 average rating, 102 reviews

Idyllic Farm based cottage with hot tub

Located on a farm just outside of the market Town of Pickering, Wagtail Cottage is a charming, pet friendly 2 bedroom cottage. We’re well placed for visits to the stunning yorkshire coast, and have plenty of excellent walking and biking routes on the doorstep. Key features of the cottage include •farm setting •local pub within walking distance •2 en-suite bedrooms •pet friendly •WiFi and smart tv •stone fireplace -private hot tub

Guest favourite
A cozy living room is highlighted by exposed wooden beams and natural light from the window. A comfortable sofa with colorful cushions, a vintage armchair, and a wooden cabinet are present. Shelves filled with books and a rug on the floor add warmth to the space.
Home in Robin Hood's Bay
4.86 out of 5 average rating, 161 reviews

Coach House Cottage a perfect seaside retreat

Coach House Cottage is an old Fishermans cottage above what used to be a stables and coach store (Now a dinosaur and fossil museum). Well situated, above the main street, in the lower part of Robin Hoods Bay it is moments from the beach, the dock, and the hustle and bustle of village life. The cottage is approached along cobbled alleys and/or up a series of stone steps. It is set in its own private back alley.

Popular amenities for house rentals in Pickering

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Avg. price$207 SGD$207 SGD$217 SGD$253 SGD$252 SGD$261 SGD$265 SGD$251 SGD$243 SGD$221 SGD$224 SGD$215 SGD
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Quick stats about house rentals in Pickering

  • Total holiday rentals

    Explore 40 holiday rentals in Pickering

  • Nightly prices starting at

    Pickering holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 770 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Pickering holiday rentals include wifi 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!

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