House holiday rentals in Pickering

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Top-rated house rentals in Pickering

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Top Guest favourite
A modern kitchen features sleek cabinetry and a spacious countertop. Natural light enters through windows with checkered curtains, illuminating appliances, including an oven and a kettle. A wooden door provides access to the exterior, and a small shelf displays decorative items and a plant.
Home in Rawcliffe
5 out of 5 average rating, 205 reviews

Smithy’s Cottage. Delightful York cottage.

Charming York cottage with patio area and parking for 2 cars. Situated in a quiet residential private road with easy access to York centre via the main bus route at the end of the lane, or via a pleasant walk. Close to local pubs, a shop and a cafe. 5 minutes drive from a supermarket and retail park which includes a bowling alley and a cinema. The cottage is fully refurbished with beautifully presented new kitchen, living room, dining room, downstairs toilet, new bathroom and 2 large bedrooms.

Top Guest favourite
The three-storey town house features a classic stone facade with large windows that allow natural light to fill the interior. The entrance includes two white doors, each framed by decorative columns, with a small set of steps leading up to them.
Home in Kirkbymoorside
4.93 out of 5 average rating, 55 reviews

The Town House

This family and dog friendly three storey town house in the centre of Kirkbymoorside gives easy access to shops, pubs, the local market and childrens play area, and a 1 minute walk finds you in open fields with public footpaths. Stroll around the outskirts of town or head off on foot to explore the moors, woodlands and villages. The coast, dalby forest, North York Moors National Park, Pickering steam railway, Flamingoland, Malton Food Festival and the city of York are in easy driving distance.

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 Pickering
4.97 out of 5 average rating, 113 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 Pickering
4.97 out of 5 average rating, 117 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 Beadlam
4.98 out of 5 average rating, 202 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.

Top Guest favourite
The exterior of a rustic brick building is surrounded by lush greenery and vibrant flowering plants. A spacious wooden dining table sits on a patio, inviting outdoor meals. The entrance features double doors, framed by wisteria and climbing roses, enhancing the welcoming appeal.
Home in Alne
4.99 out of 5 average rating, 104 reviews

The Old Post Office pretty village 20min from York

The Old Post Office, providing a lovely 3 bedroom character suite, with private, off road parking and a sunny private courtyard to enjoy outside eating and relaxation.. Situated in the beautiful village of Alne, 10 miles from York and access to Harrogate, the Dales, the North York Moors and the Coast. The Area has just been awarded "one of the Best Places to Live in the UK" by The Sunday Times. Stylish, Egyptian cotton bedding on all beds and providing everything you will want for your stay.

Top Guest favourite
Home in Wilberfoss
5 out of 5 average rating, 117 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 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 Pickering
4.88 out of 5 average rating, 215 reviews

Short stroll to centre. Parking permit included

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 favourite
A welcoming entrance to the cottage is framed by vibrant flowers, including yellow blooms and purple plants. A wooden bench sits to the side, and natural light spills through the large window, inviting guests inside to experience the charm of the space.
Home in Pickering
4.96 out of 5 average rating, 24 reviews

Historic cottage, close to a castle

This is a 16th century cottage and a great place to be as spring approaches. It is on the edge of the North York Moors with an historic market place on your door step. You can eat breakfast in the garden, warm your feet by the log fire and let the cast iron range transport you back in time. Fish & chips, fine dining or a traditional pub Pickering has it all. For children, the seaside & Flamingo Land are close. Your time here will be measured by whistle of the steam train.

Guest favourite
An open-plan kitchen and living area features sleek cabinetry and contemporary lighting. Comfortable seating surrounds a wooden table, offering a space for dining or relaxation. Bi-fold doors open to a landscaped garden, allowing natural light to fill the room.
Home in Scarborough
4.86 out of 5 average rating, 386 reviews

Lovely semi/2xPubs/Open Air/Beach 5 min walk/Pets

Scholes Park by the sea is a beautiful semi detached home which sleeps 5 people minutes from the North bay beach by foot and the Scarborough open air theatre. Situated in a quiet reidential area yet still close to local amenities. With off street parking for several cars. The property has open plan living in a very contemporary style, a wood burner in the lounge making this very cosy. With rear bi-fold doors bringing the outside in. Front and back gardens both sun traps.

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 Pickering
4.89 out of 5 average rating, 140 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
4.94 out of 5 average rating, 109 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

Popular amenities for Pickering house rentals

When is the best time to visit Pickering?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$273 NZD$273 NZD$287 NZD$334 NZD$333 NZD$344 NZD$349 NZD$331 NZD$321 NZD$293 NZD$316 NZD$322 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 $102 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, 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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