House holiday rentals in Pickering

Find and book unique houses on Airbnb

Top-rated house rentals in Pickering

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

%{current} / %{total}1 / 1
Top guest favourite
The exterior of a charming stone cottage is displayed, featuring a distinctive red pitched roof. Flower pots with blooming plants adorn the entrance. A well-maintained gravel pathway leads to the door, surrounded by lush greenery and shrubbery.
Home in Ampleforth
4.96 out of 5 average rating, 105 reviews

Little Hillside

A cosy cottage nestled in the hills of the North Yorkshire Moors, on the edge of Ampleforth village. An ideal place to go off grid, listen to the wildlife and enjoy the beautiful countryside. York is 20 miles away with countless tourist attractions and less than 10 minutes drive is the pretty market town of Helmsley with lots to explore. There is an abundance of great walks from your doorstep, excellent cycling routes and you will be spoilt for choice with fantastic cafes, pubs and restaurants.

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
A warm living space is highlighted by a glowing fireplace, with flames visible behind a decorative screen. A modern chaise lounge chair sits adjacent to a tall plant, while a large flat-screen television is mounted on the wall.
Home in York
4.98 out of 5 average rating, 159 reviews

Victorian Farrar Cottage

A cosy victorian terraced house situated by the historic city walls. In walking distance of all that York has to offer including main tourist attractions, live music venues and a superb selection of bars / restaurants. Our house was built in 1890 dating back to the Victorian era. Offering homely accommodation, perfect for a family or group of four. After a long day of exploring our historic city, Farrar Cottage invites you for a relaxing bubble bath before snuggling up next to a log fire.

Top guest favourite
The exterior of the property features a charming design with a red-tiled roof and a wooden front door. Sunlight filters through the trees, casting dappled shadows on the walls. A small fence and greenery enhance the welcoming appearance of the entrance.
Home in Grosmont
4.76 out of 5 average rating, 267 reviews

The Tree House

The Tree House is a lovely detached property that has recently been converted. It has a cosy welcoming feel to it, positioned in a wonderful location in the North Yorkshire Moors in the peaceful, tranquil village of Grosmont. Outside the property is an ajoining decking area which has spectacular views over the moors and the local steam railway. A paradise for walkers and train lovers, perfect for relaxing and unwinding on a summers evening. There are ducks and chickens on the driveway.

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
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, 127 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

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, 439 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
A panoramic view of the lush green Esk Valley is captured, showcasing rolling hills and treetops under a clear blue sky. Gentle slopes are visible, dotted with patches of trees and distant houses, creating a serene landscape. A vibrant foreground of greenery frames the view.
Home in Sleights
4.92 out of 5 average rating, 115 reviews

Rowan Cottage Sleights

Rowan Cottage is a light, bright, three bedroom cottage. The cottage, which was once the village police officer’s station and home, accommodates up to six people and offers beautiful views over the delightful Esk Valley. Rowan cottage sits within the beautiful village of Sleights, nestled between the seaside town of Whitby, and the ever changing North Yorkshire Moors. The cottage offers a perfect base for exploring the area, and is well connected by road, bus and rail.

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, 139 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 house rentals in Pickering

When is the best time to visit Pickering?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$207 SGD$207 SGD$217 SGD$253 SGD$252 SGD$261 SGD$265 SGD$250 SGD$243 SGD$222 SGD$239 SGD$244 SGD
Avg. temp3°C3°C5°C7°C10°C12°C15°C14°C12°C9°C6°C3°C

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 $77 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Pickering holiday rentals include wifi 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!

  1. Airbnb
  2. United Kingdom
  3. England
  4. North Yorkshire
  5. Pickering
  6. House rentals