House vacation rentals in Pickering

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Top-rated house rentals in Pickering

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Top guest favorite
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, 107 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 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 North Yorkshire
4.97 out of 5 average rating, 114 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
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, 198 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 favorite
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, 108 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 favorite
The entrance to the stone-built house features a light green door framed by a small overhang. Flanking the door are two square windows, with the larger window displaying white shutters. Decorative plants are positioned near the entrance, enhancing the inviting facade.
Home in North Yorkshire
4.97 out of 5 average rating, 101 reviews

Cavendish Court, Slingsby, York, North Yorkshire

Cavendish Court is part of a select housing development on the edge of the picturesque Castle Howard village of Slingsby in North Yorkshire. The peaceful village nestles on the northern edge of the Howardian Hills in an area of outstanding natural beauty. It is a great base to explore York, Malton, Helmsley, Pickering, the North Yorkshire Moors and the Coast. The village facilities include the Grapes a destination pub & local bakery. Malton (Yorkshire’s food capital) is short drive away.

Guest favorite
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, 234 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 favorite
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, 358 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 favorite
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, 431 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 favorite
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, 178 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 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 North Yorkshire
4.89 out of 5 average rating, 133 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.

Guest favorite
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.

Top guest favorite
The exterior of the property features a grand original door framed by intricate stone work. Brick walls, complemented by greenery, create a welcoming entrance. A decorative gate indicates the private space, enhancing the charm of the well-maintained garden area.
Home in Pocklington
4.97 out of 5 average rating, 368 reviews

1857 Chapel House. Parking. WiFi. Quiet location

Close to local amenities Dog friendly PLEASE MAKE US AWARE AT THE TIME OF BOOKING, £35 charge. WiFi, Parking, its stripped beams, vaulted ceiling. Modern kitchen with dishwasher. Spacious luxurious bathroom with cubicle shower & double ended bath. Living area with leather sofas. TV. Bluetooth speaker It has has a king size bed. With option of a single bed PRIVATE PARKING ON PROPERTY

Popular amenities for Pickering house rentals

When is the best time to visit Pickering?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,703 GYDG$33,703 GYDG$35,378 GYDG$41,239 GYDG$41,030 GYDG$42,495 GYDG$43,123 GYDG$40,821 GYDG$39,565 GYDG$36,006 GYDG$36,425 GYDG$34,959 GYD
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Quick stats about house rentals in Pickering

  • Total vacation rentals

    Explore 40 vacation rentals in Pickering

  • Nightly prices starting at

    Pickering vacation rentals start at G$10,467 GYD per night before taxes and fees

  • Verified guest reviews

    Over 680 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 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!

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