
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 ﺩ.ﺇ 220 per night before taxes and fees

Verified guest reviews
Over 1,050 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.

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.

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.

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.

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.

*Owl Tree Luxury Farmhouse* - York
Visit our country escape, just minutes from the historic city of York. Fully refurbished 1700's farmhouse sleeps 6. Character and quirkiness merge with modern amenities and relaxing comfort. The quintessential English experience. View of the village church accessed by a charming pedestrian bridge. A tranquil escape from the urban hustle, but with a shop, a post office, a butcher, and a pub. Quick and easy drive or bus ride to York. Welcome to your Yorkshire Getaway! Susie and Ian

Spacious house in central Harrogate with parking
A converted Coach House, only 5 mins walk from Harrogate. Located next to West Park Stray, The Coach House is perfectly placed for visiting Harrogate Convention Centre, Royal Hall, Turkish Baths, Valley Gardens and whole host of cafés, bars and restaurants. The Coach House has 2 off street parking spaces and Harrogate train and bus station are approximately 10 mins walk. NEW fast Fibre broadband installed February 2023 Pets - well behaved dogs only (please check house rules)

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.

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.

Rural homely cottage in North York Moors
Cosy cottage located in the North York Moors National Park with gorgeous big skies! A super base for exploring castles, abbeys, villages and the Heritage coast. Spoilt for choice in eateries from great local pubs to Michelin starred restaurants all with a 10 mile radius. Many guests comment on how peaceful and calm their stay has been. My place is good for couples, solo adventurers, families with children and pets (one, well behaved dog only).
Popular amenities for Pickering house rentals
House rentals with a pool

The Hideaway with Private Pool and Stunning Views

Silversands House at The Bay Filey - sea views

Sandy Toes, The Bay, Filey

Lobster Pot Cottage The Bay - Filey

Chestnut Cottage, Killerby Old Hall

Neptune House @ The Bay, Filey - 3 Bedrooms

Brand new 2021 ABI WINDERMERE STATIC Cedar 1

Mill House - Birdforth Hall Holiday Cottages
Weekly house rentals

Luxury Yorkshire Barn Conversion

Stylish spacious country cottage

The Stable Cottage

The Town House

The Bower with off st parking

Cosy cottage, log burner, wood fired hot tub

Stunning 3-bed Retreat in the Heart of York

Old Stone Cottage
Private house rentals

Dingle Dell at Riverbank Farm

The Mill House, spacious barn conversion

Spacious, period property in friendly village

The Hideaway-with hot tub

The Knoll

Gilbertson cottage - York, sleeps 8 with hot tub

Thirley Cotes Farmhouse

Luxury detached The Old Blacksmiths 2 Bedroom Home
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 617 | ﺩ.ﺇ 628 | ﺩ.ﺇ 569 | ﺩ.ﺇ 723 | ﺩ.ﺇ 720 | ﺩ.ﺇ 746 | ﺩ.ﺇ 757 | ﺩ.ﺇ 716 | ﺩ.ﺇ 694 | ﺩ.ﺇ 635 | ﺩ.ﺇ 683 | ﺩ.ﺇ 698 |
| 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 |
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