
House holiday rentals in Pickering
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Top-rated house rentals in Pickering
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

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

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.

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.

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.

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.

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.

*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

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.

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.

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.

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
House rentals with a pool

The Hideaway with Private Pool and Stunning Views

Jambow Blue, The Bay Filey

Sandy Toes, The Bay, Filey

Lobster Pot Cottage The Bay - Filey

Chestnut Cottage, Killerby Old Hall

Brand new 2021 ABI WINDERMERE STATIC Cedar 1

Mill House - Birdforth Hall Holiday Cottages

Cosy 2 bedroom river/coastal retreat in whitby
Weekly house rentals

A beautiful village house, close to cafes and pubs

Old Coastguard Station with Stunning Sea Views

Stylish retreat in Malton

Snowdrop Cottage

Cowslip Retreat

Highfield Annex with off St Parking in Keldholme

Beautiful two bedroom Orchard View Cottage

Unique seaside 3-bed room cottage with log burner
Private house rentals

Cosy barn conversion in the Yorkshire countryside

Turnerdale Cottage, nr Whitby, sleeps 6, dogs.

Tawny Nook for 6 to 8 - Riverside Retreat

Holmefield House

Beach Villa

The Hideaway-with hot tub

Little Fox Cottage

Family Farm Country Paradise for 6- hot tub break
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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. temp | 3°C | 3°C | 5°C | 7°C | 10°C | 12°C | 15°C | 14°C | 12°C | 9°C | 6°C | 3°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!
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