
House holiday rentals in Pickering
Find and book unique houses on Airbnb
Quick stats about house rentals in Pickering

Total holiday rentals
Explore 50 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 1,190 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
50 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!
Top-rated house rentals in Pickering
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

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!

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.

The Sanctuary, Pet friendly
Relax with the whole family at this peaceful place to stay. Beautiful village residence but only 4 miles from stunning historic York with easy public transport access. Bring your pet too, they have indoor and outdoor space and wonderful country walks in the local area. Enjoy our sunroom, a cosy space to eat in Summer or Autumn. Our local pub is on the doorstep serving excellent home cooked meals or a take away Sunday lunch. With 2 parking spaces and secure lock up lock up for mountain bikes.

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.

Little Hillside
A cosy cottage nestled in the hills of the North Yorkshire Moors, on the edge of Ampleforth village. An ideal place to relax, listen to the wildlife and enjoy the beautiful countryside. The pretty market town Helmsley is less than 10 minutes drive, 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. York is 45 mins drive and an hour to the coast for beach walks.

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.

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.

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.

Cosy cottage, log burner, wood fired hot tub
Quintessentially English cottage, lovingly renovated, with original features and a modern twist. Set in the cute village of Hackness, Scarborough, Robin’s Cottage offers luxury and tranquility for your stay. 2 beautiful double bedrooms, cosy lounge with log burner and peep hole into the old blacksmiths, kitchen/diner, boot room with own wall map and downstairs toilet. Outside offers countryside views, whilst either relaxing in the hot tub or sitting in one of the seating areas.

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 a cosy night in.

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

Dovecote, Killerby Old Hall

Willow cottage bungalow, pet friendly, heated pool

The Hideaway with Private Pool Sleeps 2

Silversands House at The Bay Filey - sea views

Aubergine Cottage - Pool and Beach Access

Salty Kisses, The Bay, Filey

Neptune House @ The Bay, Filey - 3 Bedrooms

Brand new 2021 ABI WINDERMERE STATIC Cedar 1
Weekly house rentals

Old Town Luxury, By The Sea - 3 en suite bedrooms.

The Town House

The Barn at Noelle's Cottages

Cosy cottage central Pickering

Family Farm Country Paradise for 6- hot tub break

Pottergate Lodge Helmsley | Hot Tub & Dog Friendly

Quiet Paradise Retreat for 4- near York and Whitby

Daisy Cottage - an enchanting cottage
Private house rentals

Gertie Glamping with Views

Stylish spacious country cottage

1 Grosmont Farm Cottage, Nr Whitby Yorkshire Coast

The Bower with off st parking

The Knoll

Cosy Cottage Retreat in Sleights, Whitby

The Hideaway-with hot tub

Cosy Stone Cottage Free Private Parking
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £125 | £128 | £116 | £147 | £146 | £151 | £154 | £145 | £141 | £129 | £139 | £142 |
| 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 |
Destinations to explore
- Rentals with a hot tub Pickering
- Pet-friendly rentals Pickering
- Rentals with a washing machine and dryer Pickering
- Rentals with outdoor seating Pickering
- Cottage rentals Pickering
- Rentals with a patio Pickering
- Flat rentals Pickering
- Family-friendly rentals Pickering
- Rentals with a fireplace Pickering
- Cabin rentals Pickering
- House rentals North Yorkshire
- House rentals England
- House rentals United Kingdom
- Yorkshire Coast
- Flamingo Land Resort
- Filey Beach
- Durham Cathedral
- Bempton Cliffs
- Harewood House
- Fountains Abbey
- York Castle Museum
- Bramham Park
- Scarborough Open Air Theatre
- Royal Armouries Museum
- Temple Newsam Park
- National Railway Museum
- York University
- University of Leeds
- Durham University
- York Minster
- Teesside University
- Scarborough Beach
- First Direct Arena
- The Deep
- Bridlington Spa
- Peasholm Park
- Saltburn Beach





