
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$12,553 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.

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!
FamilyValueHospitality

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.
ValueFamilyView

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. 1 minute walk to forest paths 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. Discounts for stays over 2 nights.
LocationFamilyAccuracy

The Town House
This family and dog friendly three storey town house in the centre of Kirkbymoorside gives easy access to shops, pubs, the local market and childrens play area, and a 1 minute walk finds you in open fields with public footpaths. Stroll around the outskirts of town or head off on foot to explore the moors, woodlands and villages. The coast, Dalby and Cropton forest, North York Moors National Park, Pickering steam railway, Flamingoland, Malton and the city of York are in easy driving distance.
LocationValueCheck-in

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.
LocationFamilyHiking

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.
LocationValueQuiet

Summerfield Bungalow
Summerfield bungalow is located just outside the village of Hawsker, midway between Whitby & Robin Hood’s bay. The bungalow is private, detached, not overlooked & is spacious, bright with stunning views from every window. From the front you can see Whitby Abbey and harbour, from the side there’s a lovely view of All Saints church approx 20 metres away & from the rear there are uninterrupted views of the Yorkshire countryside. The gardens extend to around a third of an acre and are secure.
LocationFamilyTV

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.
ValueLocationGetting around

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.
FamilyLocationAccuracy

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.
FamilyValueParks

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
ValueLocationIndoor spaces

Beautiful, quiet and private historic Coach House
My place is in the heart of the North York Moors and close to the Yorkshire Heritage Coast. surrounded by stunning views, open countryside and within easy reach of all the attractions of the Yorkshire moors. The property is in an unspoilt, peaceful and idilic location. with private courtyard parking and established gardens
ValueLocationTV
Popular amenities for Pickering house rentals
House rentals with a pool

Cosy 2 bedroom river/coastal retreat. Heated pool.
LocationFamilyCleanliness

Salty Kisses, The Bay, Filey
LocationValueKitchen

Brand new 2021 ABI WINDERMERE STATIC Cedar 1
FamilyLocationWifi

Apple Cottage | One Bedroom, Indoor Pool & Gardens
LocationFamilyPool

West End Farm
FamilyHospitalityPets

The Hideaway with Private Pool Sleeps 2
ValueLocationHiking

Willow cottage bungalow, pet friendly, heated pool
FamilyLocationView

The Stables - Birdforth Hall Holiday Cottages
ValueLocationSleep quality
Weekly house rentals

Stunning & spacious in rural setting - sleeps 12
FamilyValueWalkability

Little Hillside
FamilyLocationParking

Original Arts & Crafts 4 Bedroom House Whitby
LocationFamilyAmenities

Home Cottage -North Yorkshire - Dog Friendly
ValueFamilyHospitality

Luxury one bedroom cottage with log burning hot tu
FamilyLocationQuiet

Warm comfortable cottage,sea view from rear garden
LocationFamilyView

Coach House Cottage a perfect seaside retreat
ValueLocationView

Beautifully Renovated Cottage next to Beach
LocationFamilyNearby
Private house rentals

Quiet Paradise Retreat for 4- near York and Whitby
FamilyLocationParking

Pottergate Lodge Helmsley | Hot Tub & Pet Friendly
ValueFamilyNearby

The Dovecote in Rosedale
LocationFamilyBathroom

Hide Cottage with private parking
LocationFamilyComfort

The Mill House, spacious barn conversion
FamilyLocationSleep quality

The Hideaway-with hot tub
LocationFamilyHot tub

Charming Yorkshire Cottage near York & The Coast
LocationFamilyEV charging

Stylish retreat in Malton
LocationFamilyAccess
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$35,147 GYD | G$35,775 GYD | G$32,428 GYD | G$36,612 GYD | G$36,612 GYD | G$34,729 GYD | G$43,097 GYD | G$40,796 GYD | G$39,541 GYD | G$36,193 GYD | G$38,913 GYD | G$39,750 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
- Yorkshire Coast
- Filey Beach
- Flamingo Land Resort
- Durham Cathedral
- Fountains Abbey
- Harewood House
- Bempton Cliffs
- York Castle Museum
- Bramham Park
- Scarborough Open Air Theatre
- York University
- Temple Newsam Park
- York Minster
- Scarborough Beach
- National Railway Museum
- Teesside University
- The Deep
- Peasholm Park
- Bridlington Spa
- Durham University
- First Direct Arena
- Saltburn Beach
- Kynren
- Blue Dolphin Holiday Park - Haven





