
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 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.

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.

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.

Cosy Yet Spacious Home. Short Stroll To Centre
Enjoy a clean, comfortable, cosy yet spacious, experience at this peacefully located, budget friendly holiday home. Just a very short stroll away from Pickering town centre 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 subject to availability or car park with ev chargers less than 300 meters away.

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!

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

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.
Popular amenities for house rentals in Pickering
House rentals with a pool

The Hideaway with Private Pool and Stunning Views

Silversands House at The Bay Filey - sea views

The Lookout @ The Bay Filey sea view, dog friendly

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
Weekly house rentals

Cosy Cottage with Hot Tub

Gertie Glamping with Views

Stylish retreat in Malton

Cosy cottage central Pickering

The Hideaway-with hot tub

Little Fox Cottage

Family Farm Country Paradise for 6- hot tub break

Virginia Cottage also called The Little Gem
Private house rentals

Stylish spacious country cottage

The Town House

Snowdrop Cottage

The Bower with off st parking

Romantic, Partridge Cottage near York

Close House Cottage spacious and sunny

Cosy Stone Cottage Free Private Parking

Honeysuckle Cottage, Easingwold, North Yorkshire
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £118 | £118 | £124 | £145 | £144 | £149 | £151 | £143 | £139 | £127 | £137 | £140 |
| 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 £44 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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- Rentals with a hot tub Pickering
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