House holiday rentals in Pickering

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Top-rated house rentals in Pickering

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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
A cozy snug room is presented with a blue sofa featuring decorative cushions, accompanied by a striped armchair with an orange accent pillow. Two lamps provide soft lighting, and a round mirror is mounted on a green accent wall, enhancing the inviting ambiance.
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 view of Sandside Retreat is captured from an elevated position, showcasing the cottage with its characteristic red roof. The harbor and East Pier are visible in the background, framed by the cobbled streets of Whitby's Old Town, offering a glimpse of the coastal scenery.
Home in North Yorkshire
4.91 out of 5 average rating, 160 reviews

Sandside Retreat

Sandside Retreat is situated in the heart of Whitby’s Old Town, at the foot of the iconic 199 steps leading to the Abbey. ; whilst tucked away for peace and quiet. Just a stone’s throw away from Tate Hill Sands, harbour, shops, restaurants and bars. Sleeping up to 3 guests, it features a cosy living room with separate kitchen/diner. There is a private patio which overlooks the sea towards the East Pier. Unlike many cottages to the East Side, there are no steps leading up to the cottage.

Top Guest favourite
A stylish lounge area features a black three-seater sofa adorned with decorative pillows. Green walls are contrasted by a striped rug, and natural light enters through glass French doors. Contemporary art pieces and a mirrored hexagonal wall decor enhance the space's modern aesthetic.
Home in Clifton
4.98 out of 5 average rating, 362 reviews

1 bed house close to the city centre with parking

Welcome to our cosy private 1 bedroom house. Only a short walk to the Bar walls, the Shambles and York Minster, this delightful home is ideal for the perfect getaway. Enjoy a stylish lounge, kitchen area, Wifi, TV, bathroom and comfy king size bed. For the perfect stay we also offer your own private courtyard with covered seating area where you can enjoy breakfast, lunch or an evening drink before you venture out to York's finest restaurants. The property also offers a free parking space.

Top Guest favourite
The cottage, a Grade II listed barn conversion, is framed by lush greenery, featuring a brick exterior with bright red doors and windows. A welcoming patio area is visible in front, surrounded by trees and landscaped gardens.
Home in East Riding of Yorkshire
4.95 out of 5 average rating, 500 reviews

Beautiful and stylish barn conversion near York

The cottage is a Grade II listed barn conversion offering a welcoming base for your stay. Heating is provided by a biomass boiler, so very eco friendly. There is also a wood burning stove to keep you cosy. We are in a quiet village called East Cottingwith: a fantastic base for visiting York and touring Yorkshire. Ideal for cyclists, bird watchers, walkers and anyone who wishes to enjoy a rural location close to the attractions of the city of York. There is no regular public transport.

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, 122 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, 432 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
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, 180 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, 136 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
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, 101 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 Pickering house rentals

When is the best time to visit Pickering?

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Avg. price$280 NZD$280 NZD$294 NZD$343 NZD$341 NZD$353 NZD$359 NZD$340 NZD$329 NZD$299 NZD$303 NZD$291 NZD
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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 $104 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Pickering holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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