
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 $104 NZD per night before taxes and fees

Verified guest reviews
Over 1,050 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 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!
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 Green House born in 1750
A town centre historic building with the best of the modern world. Park up privately & enter the bright spacious house. A unique kitchen with all modern amenities. Dining room with a beautiful 17th century dining table leads to a living room with media wall & water vapour fire. The patio garden with BBQ firepit, water feature & dart board. Upstairs four stylish bedrooms each with TV's and projectors. Two showers, a bath and two toilets help allow you move through your Yorkshire stay with ease.

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.

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.

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 Barn at Noelle's Cottages
A luxurious and stylish barn conversion with a rating of Five Stars for Self-Catering from Visit England. With private gardens, and off street parking. There is a master bedroom overlooking the snug with wood burning stove, a large bedroom (SuperKing/Twin singles) overlooking the kitchen and living space, and a ground floor single bedroom, plus rollaway bed to convert into into twin singles. Please note smoking (incl vapes and e-cigarettes) is not permitted. No pets at any time please.

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.

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.

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 Pickering house rentals
House rentals with a pool

The Hideaway with Private Pool Sleeps 2

Silversands House at The Bay Filey - sea views

Sandy Toes, The Bay, Filey

Lobster Pot Cottage The Bay - Filey

The Elliott Suite @ Southfield Barton-UponHumber

Chestnut Cottage, Killerby Old Hall

Brand new 2021 ABI WINDERMERE STATIC Cedar 1

Luxury Manor House | Private Swim Spa | Sleeps 12
Weekly house rentals

Charming 19th Century property

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

Stylish spacious country cottage

The Town House

Cosy cottage central Pickering

Family Farm Country Paradise for 6- hot tub break

Quiet Paradise Retreat for 4- near York and Whitby

Cosy farm based cottage with hot tub
Private house rentals

Dingle Dell at Riverbank Farm

Marramatte Cottage

The Hideaway-with hot tub

The Knoll

Little Fox Cottage

Cosy Stone Cottage Free Private Parking

Daisy Cottage - an enchanting cottage

The Dovecote in Rosedale, NY
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $292 NZD | $297 NZD | $269 NZD | $342 NZD | $341 NZD | $353 NZD | $358 NZD | $339 NZD | $328 NZD | $301 NZD | $323 NZD | $330 NZD |
| 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 washing machine and dryer Pickering
- Cabin rentals Pickering
- Cottage rentals Pickering
- Rentals with a patio Pickering
- Pet-friendly rentals Pickering
- Rentals with a hot tub Pickering
- Rentals with outdoor seating Pickering
- Family-friendly rentals Pickering
- Apartment rentals Pickering
- Rentals with a fireplace Pickering
- House rentals North Yorkshire
- House rentals England
- House rentals United Kingdom
- Yorkshire Coast
- Flamingo Land Resort
- Filey Beach
- Durham Cathedral
- Harewood House
- Bempton Cliffs
- Fountains Abbey
- York Castle Museum
- Bramham Park
- Royal Armouries Museum
- Scarborough Open Air Theatre
- Temple Newsam Park
- National Railway Museum
- York University
- University of Leeds
- Durham University
- First Direct Arena
- York Minster
- Teesside University
- The Deep
- Scarborough Beach
- Bridlington Spa
- Peasholm Park
- Saltburn Beach





