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, 104 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, 106 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 sandy beach stretches towards a gently sloping hill, where white and red houses are nestled among greenery. The clear water reflects the sky's colors, and the coastline is framed by rocky formations, creating an inviting coastal view.
Home in Hinderwell
4.98 out of 5 average rating, 301 reviews

Hinderwell/Runswick bay peaceful escape

Refurbished spacious 3 bedroom house ideal for romantic breaks or getaway with the family. Looking over fields with access to the Cleveland Way. 2 minute drive to Runswick bay, 5 minute drive to quaint seaside village of Staithes. Whitby is a 12 minute drive Great/regular coastal bus service Very quiet location New kitchen/bathroom Off street parking 2 cars Pubs, butchers, fish n chips, supermarket all nearby 150Mb internet Pets welcome - dog friendly/safe enclosed yard to the rear No smoking

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, 193 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
An elegant panelled bedroom features a king sized bed dressed with plush bedding. The intricately carved headboard complements the soft grey walls. A green plant is situated on a windowsill, with natural light gently illuminating the space, while soft curtains frame the window.
Home in Wilberfoss
5 out of 5 average rating, 100 reviews

The Nest with Luxury Hot Tub

We are proud to list our second property, 'The Nest’. A brick built detached cottage with rustic modern farmhouse design a comfortable home from home experience, ideal for romantic getaways. Our luxury accommodation features cosy open plan lounge/dining area with feature brick walls with French doors leading to a private walled patio area with luxury state of the art 6-seater hot tub for your sole use, fully fitted kitchen, luxurious bathroom, elegant, panelled bedroom with king sized bed.

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, 340 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.

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
4.88 out of 5 average rating, 223 reviews

Garden Cottage - Central Wetherby

This charming, 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
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, 423 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.

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, 171 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
4.9 out of 5 average rating, 128 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 charming cottage exterior features a warm wooden door framed by white windows. Blue accents on the trim and porch furniture provide a welcoming touch. Colorful flower pots add a pop of color, completing the inviting facade under a bright sky.
Home in High Hawsker
4.9 out of 5 average rating, 292 reviews

Hawthorn Cottage - delightful and welcoming

Hawthorn Cottage is a tastefully decorated cottage on a working farm in the small village of High Hawsker, mid-way between the quaint and beautiful Robin Hood's Bay and the bustling fishing town of Whitby with its historic abbey. This is the perfect spot for exploring the natural and stunning beauty of the North York Moors and the Yorkshire coastline, with the Cleveland Way coastal path and Whitby to Scarborough cycle path (Cinder Track) passing close by.

Guest favourite
A charming stone barn features a warm terracotta roof and large windows allowing natural light to enter. The outdoor space includes a small metal table with two chairs, set on the green lawn, ideal for enjoying a pleasant morning or afternoon.
Home in Hovingham
4.92 out of 5 average rating, 214 reviews

The Shed, Hovingham, York

An exquisite quaint barn conversion tucked away in the breathtaking Howardian Hills Area of Outstanding Natural Beauty. Take a look at this exquisite bijou barn conversion tucked away in the Howardian Hills - an Area of Outstanding Natural Beauty. Located 17 miles north of York, this romantic cottage ticks every box in terms of interiors, location and charm. It's the perfect choice for couples looking to escape to the country in style. Dogs are welcome.

Popular amenities for Pickering house rentals

When is the best time to visit Pickering?

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Avg. price$285 NZD$285 NZD$300 NZD$349 NZD$347 NZD$360 NZD$365 NZD$346 NZD$335 NZD$305 NZD$308 NZD$296 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 $89 NZD per night before taxes and fees

  • Verified guest reviews

    Over 680 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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