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

Total vacation rentals
Explore 50 vacation rentals in Pickering

Nightly prices starting at
Pickering vacation rentals start at G$12,551 GYD per night before taxes and fees

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

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Pickering vacation 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 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.

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.

Stylish spacious country cottage
Relax in this newly refurbished calm, stylish space, set in acres of land on our Victorian property within the North Yorkshire Moors National Park. We are perfectly situated for an active or relaxing break, located for coast and country. The Cedars will delight you with luxury furnishings ensuring, you have a relaxing and memorable stay. The stylish spacious living space is upstairs in order to take advantage of the beautiful uninterrupted views across open countryside to the sea.

Oakforge Cottage, a spacious home from home.w
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!

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

Dovecote, Killerby Old Hall

Willow cottage bungalow, pet friendly, heated pool

Silversands House at The Bay Filey - sea views

West End Farm

Sandy Toes, The Bay, Filey

Lobster Pot Cottage The Bay - Filey

Aubergine Cottage - Pool and Beach Access

Brand new 2021 ABI WINDERMERE STATIC Cedar 1
Weekly house rentals

Marramatte Cottage

The Town House

The Hideaway-with hot tub

The Tack Room Cottage 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

Relaxing Cosy retreat with Hot Tub under a canopy

The Mill House, spacious barn conversion

Stylish retreat in Malton

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

1 Grosmont Farm Cottage, Nr Whitby Yorkshire Coast

Cosy Cottage Retreat in Sleights, Whitby

Little Fox Cottage

Cosy Stone Cottage Free Private Parking
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$35,142 GYD | G$35,769 GYD | G$32,422 GYD | G$41,208 GYD | G$40,998 GYD | G$42,463 GYD | G$43,090 GYD | G$40,789 GYD | G$39,534 GYD | G$36,187 GYD | G$38,907 GYD | G$39,743 GYD |
| 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 washer and dryer Pickering
- Rentals with outdoor seating Pickering
- Cottage rentals Pickering
- Rentals with a patio Pickering
- Apartment 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
- National Railway Museum
- Temple Newsam Park
- University of Leeds
- Royal Armouries Museum
- York University
- Durham University
- Scarborough Beach
- York Minster
- Teesside University
- The Deep
- First Direct Arena
- Bridlington Spa
- Peasholm Park
- Saltburn Beach





