House vacation rentals in Pickering

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Quick stats about house rentals in Pickering

  • Total vacation rentals

    Explore 50 vacation rentals in Pickering

  • Nightly prices starting at

    Pickering vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

  • Verified guest reviews

    Over 1,050 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    50 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!

Top-rated house rentals in Pickering

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

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Top guest favorite
Home in Welburn
4.97 out of 5 average rating, 103 reviews

Luxury Country Cottage Hot Tub Spa Retreat | York

Snowdrop Cottage is a luxurious 5★ retreat nestled in the picturesque village of Welburn, surrounded by the breathtaking Howardian Hills, just minutes from the iconic Castle Howard, the city of York and the Yorkshire coastline. An idyllic escape, this beautifully styled boutique cottage features a private garden spa & hot tub, cosy log burner & romantic four-poster king-size bed - the perfect setting for couples, families and dog walkers to relax, reconnect and explore the Yorkshire countryside.

Top guest favorite
The cottage exterior features natural stone walls with a rustic charm. A red-tiled roof complements the warm tones of the facade. A spacious patio area includes wicker seating and a small table, ideal for outdoor relaxation. Nearby, greenery and trees provide a peaceful setting.
Home in Keldholme
5 out of 5 average rating, 103 reviews

Highfield Annex with off St Parking in Keldholme

Enjoy a tranquil getaway at Heather Annex! Explore the North York Moors by foot; cycle Dalby Forest’s trails or ride the iconic Pickering steam train to Whitby. Visit charming market towns like Helmsley and Kirkbymoorside. Nearby, discover TV's 'Bangers & Cash' or York. Coastal towns, Whitby & Scarborough are less than an hour away. Walk to local pubs and cafes. Return to 1/2 an acre of grounds featuring American Miniature Horses & hens. Or simply unwind on the Patio & have a peaceful stay!

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
4.98 out of 5 average rating, 126 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
Home in North Yorkshire
4.98 out of 5 average rating, 209 reviews

Gorgeous country cottage, Nawton near Helmsley

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.

Guest favorite
The exterior of a historic house displays its charming brick facade, highlighted by tall gothic windows and a distinctive turret. Surrounded by well-maintained lawns, benches invite relaxation under the clear blue sky, enhancing the serene setting.
Home in Wintringham
4.93 out of 5 average rating, 114 reviews

Spacious historic folly | family holidays | 6 BD

If you're looking for a break with family or friends in North Yorkshire, let's talk. Deer Park is a much loved house with a long history. Today it is a comfortable base for a break with as much adventure, relaxation, romance and celebration as you might want. Set in 20 acres of Capability Brown parkland the house sleeps 10 people, in 6 bedrooms and 3 bathrooms, with a huge kitchen diner and 4 more reception rooms. Dogs are welcome! Less than 30 minutes to York, the coast and the moors.

Top guest favorite
A wide expanse of golden fields stretches towards the horizon, framed by a wooden fence. Lush greenery and tall grasses populate the foreground, while patches of blue sky and scattered clouds fill the background, reflecting the tranquil beauty of the surrounding countryside.
Home in North Yorkshire
4.98 out of 5 average rating, 128 reviews

Summerfield Bungalow

Summerfield bungalow is located just outside the village of Hawsker, midway between Whitby & Robin Hood’s bay. The bungalow is private, detached, not overlooked & is spacious, bright with stunning views from every window. From the front you can see Whitby Abbey and harbour, from the side there’s a lovely view of All Saints church approx 20 metres away & from the rear there are uninterrupted views of the Yorkshire countryside. The gardens extend to around a third of an acre and are secure.

Top guest favorite
A steam train is seen departing from a vintage railway station, with wisps of steam billowing from the engine. The station's platform is surrounded by greenery, and classic signal lights are positioned along the tracks, enhancing the historical ambiance.
Home in North Yorkshire
4.89 out of 5 average rating, 229 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 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, 136 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 favorite
The exterior of The Coach House is captured, featuring a stone facade with a distinctive warm tone. Windows are positioned symmetrically, enhancing the structure's appeal. A neatly paved area provides access to the entrance and garage, with small potted plants adding subtle greenery.
Home in Harrogate
4.97 out of 5 average rating, 213 reviews

Spacious house in central Harrogate with parking

A converted Coach House, only 5 mins walk from Harrogate. Located next to West Park Stray, The Coach House is perfectly placed for visiting Harrogate Convention Centre, Royal Hall, Turkish Baths, Valley Gardens and whole host of cafés, bars and restaurants. The Coach House has 2 off street parking spaces and Harrogate train and bus station are approximately 10 mins walk. NEW fast Fibre broadband installed February 2023 Pets - well behaved dogs only (please check house rules)

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, 459 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.

Superhost
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
4.88 out of 5 average rating, 147 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
The exterior of a stone cottage is framed by two lush trees, with a clear blue sky overhead. A gravel path leads to a wooden front door, flanked by large windows. A bistro-style chair and table are positioned on the lawn, which is spacious and well-maintained.
Home in North Yorkshire
4.88 out of 5 average rating, 242 reviews

Rural homely cottage in North York Moors

Cosy cottage located in the North York Moors National Park with gorgeous big skies! A super base for exploring castles, abbeys, villages and the Heritage coast. Spoilt for choice in eateries from great local pubs to Michelin starred restaurants all with a 10 mile radius. Many guests comment on how peaceful and calm their stay has been. My place is good for couples, solo adventurers, families with children and pets (one, well behaved dog only).

Popular amenities for Pickering house rentals

When is the best time to visit Pickering?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 617ﺩ.ﺇ 628ﺩ.ﺇ 569ﺩ.ﺇ 723ﺩ.ﺇ 720ﺩ.ﺇ 746ﺩ.ﺇ 757ﺩ.ﺇ 716ﺩ.ﺇ 694ﺩ.ﺇ 635ﺩ.ﺇ 683ﺩ.ﺇ 698
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