We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Cottage vacation rentals in Pickering

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Pickering

Guests agree: these cottages are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Cottage in Staithes

4.81 out of 5 average rating, 160 reviews

17th Century fisherman's cottage + stunning view

Wake up to this stunning view, relax, and enjoy your morning coffee, afternoon tea or early evening G&T sitting outside our traditional cottage gazing at the fishing boats in the beck, higgledy-piggledy rooftops or out to sea. Regularly stayed in and painted by artists, this charming 17th Century cruck-beamed fisherman's cottage is quaint and cosy + open fire-ideal for a romantic getaway or walking holiday. Mortimer & Whitehouse stayed and filmed their Gone Fishing Christmas Special here 2020.

Cottage in Pickering

4.98 out of 5 average rating, 122 reviews

Mill Cottage Is A Beautiful Cosy Country Escape

Escape to the country to the beautiful Moors Market town of Pickering.Just a short stroll from the centre of town lies Mill Cottage.A traditional country cottage furnished to the highest standard with a modern twist. With direct access to some of the most outstanding walks in the Moors but a fantastic convenient location for the amazing selection of country pubs , restaurants and attractions Pickering has to offer. The greatest care is taken to ensure your stay with us is as perfect as possible

Cottage in North Yorkshire

4.79 out of 5 average rating, 208 reviews

Cosy ‘Cobblers Cottage’ - Pickering

Enjoy easy access to everything from our perfectly located, traditional stone home on the gateway to the North York Moors National Park. Just steps away from Pickering town centre with an array of shops, pubs, cafes, bars, restaurants, bakers, butchers & takeaways on offer. A short stroll to the North Yorkshire Moors Railway giving pleasant & easy access to Whitby, Goathland, Levisham, Newtondale and Grosmont. Also perfectly located for Scarborough, Whitby, Malton, Helmsley & Dalby Forrest.

Cottage in North Yorkshire

4.95 out of 5 average rating, 102 reviews

Spacious character historic cottage

Our 17th Century, characterful Yorkshire longhouse provides a spacious, retreat, and a fantastic base for family and friends to meet up with plenty of opportunities for days out in the surrounding North York Moors. The house is in the vibrant market town of Pickering with it's famous heritage railway. Pickering has a cafes, restaurants and pubs along it's bustling high street and a weekly market selling fresh, local produce. 7+2 guests (sofa bed in the snug for 2 guests at an extra charge)

Cottage in North Yorkshire

4.95 out of 5 average rating, 105 reviews

Lovely cottage for N. York Moors & Steam Trains

19 Burgate is in the popular market town of Pickering, minutes’ walk from shops, eating places, Castle & Steam Railway (seasonal) - ideal for exploring the Moors, coastline & historic sights. It offers contemporary comfort, with a cosy living room, modern kitchen-diner, luxurious bathroom (walk-in shower, bath) & quality bedrooms. The garden offers eating/drinks outside and access to private parking. Prices are for 2 guests, with a small extra charge for the 2nd bedroom and well-behaved pets.

Cottage in North Yorkshire

4.92 out of 5 average rating, 293 reviews

APRICOT COTTAGE - A LUXURY HOLIDAY COTTAGE

Detached holiday cottage Sleeps two (ONE DOUBLE BED) FREE WIFI Off road parking En-suite bathroom Fully equipped kitchen TV and fridge freezer Microwave Ideal location for all local attractions 2 minute walk into Pickering and local pubs, restaurants and shops Quotes from past guests: it's just perfect/best cottage we've stayed in/everything is so welcoming/ location is fantastic Places to visit in North Yorkshire http://www.iknow-yorkshire.co.uk/attractions/north_yorkshire/

Cottage in Newbridge

4.93 out of 5 average rating, 131 reviews

3 Railway Cottage Pickering , Hot Tub, Pets all'd

3 Railway Cottages is a cosy well equipped self-catering cottage, located just one mile from the market town of Pickering. It is dog friendly (£10 per dog per night) with a hot tub and garden including outdoor seating and a train viewing area right bedside the NYMR heritage railway. The cottage lies at the foot of the North York Moors and has many footpaths and bridleways close by for walkers and cyclists. The cottage sleeps up to 4 adults and has everything you need for a comfortable stay

Cottage in North Yorkshire

4.91 out of 5 average rating, 242 reviews

Cosy character cottage in heart of Pickering

31 Eastgate is a cosy and well equipped cottage in a fantastic central location in the market town of Pickering. It's ideally located for exploring the North Yorkshire Moors, Scarborough, Whitby and the historic walled city of York. Located on one of the main roads in Pickering (sometimes there will be traffic noise) the tree lined street of Eastgate is beautiful in all seasons and the town centre is a 5 minute walk away. Visit one of the fantastic pubs or catch a steam train to Whitby.

Cottage in North Yorkshire

4.97 out of 5 average rating, 132 reviews

Katiann's Cottage

Accommodation Master Bedroom, en-suite shower 1 x King Size Bed, Freeview TV Twin Bedroom - 2 single beds TV Travel cot & highchair Bedlinen & Towels Bathroom - bath, shower, sink, toilet Kitchen Diner - dishwasher, washing machine, electric oven & hob, fridge, microwave, cooking utensils & iron Cosy lounge 2 sofas, Smart TV, electric log burner Gas Central Heating - Fuel & Electric Included Free Wi-fi 1 car parking public chargers nearby 1 x small dog subject to fee NO Smoking

Cottage in North Yorkshire

4.94 out of 5 average rating, 354 reviews

Castlegate Cottage

Characterful and quaint 3 bedroom Grade II listed cottage, built in 1800 with open plan living. Within easy walking distance of many shops, tea rooms, restaurants, pubs and the castle, there is parking very close by. Castlegate cottage is a perfect base for exploring the many local attractions and places of interest, such as The Steam railway, Beck Isle museum, The North Yorkshire Moors, Whitby, Scarborough, Flamingo Land, Eden Camp, Dalby Forest and York.

Cottage in Thornton Dale

4.93 out of 5 average rating, 110 reviews

Lovely Cottage & Garden. Family & Bike Friendly

A stunning 3 bedroom cottage & garden in Thornton. Family & MTB/cyclist friendly. A converted period building in the beautiful North York Moors National Park, ideal as a base for your outdoor activities or quiet getaway in this famously picturesque Yorkshire village. Beautifully light and spacious stone cottage with period features and all modern facilities. Set in the quiet Prospect Place cul-de-sac with your own off-street parking space.

Cottage in York

5 out of 5 average rating, 405 reviews

Whootin Owl Barn

Whootin Owl Barn is a smart luxury detached barn with private screened hot tub overlooking private woodland on a tranquil country lane in the heart of North Yorkshire only 9 miles from Castle Howard and 25 mins from York. If you are looking for a romantic modern and ultra clean property in a beautiful private location for a short break or Holiday getaway or looking for a base to explore North Yorkshire, look no further.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Pickering cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Scotton

4.96 out of 5 average rating, 137 reviews

Family/Dog friendly cottage & hot tub

Cottage in Middlestone

4.96 out of 5 average rating, 194 reviews

Laburnum Cottage, Middlestone.

Cottage in Burythorpe

4.99 out of 5 average rating, 134 reviews

Salt water hot/cold tub + dog friendly nr. Malton

Cottage in Rosedale Abbey

4.9 out of 5 average rating, 107 reviews

Orchard House, luxury cottage retreat.

Cottage in Fylingthorpe

4.96 out of 5 average rating, 384 reviews

Hazel Cottage nestled twixt coast and Moorland

Cottage in Harwood Dale

4.92 out of 5 average rating, 123 reviews

Harwood Cottage, A Cosy 1 Bed Cottage

Cottage in Langton

4.88 out of 5 average rating, 217 reviews

Historic 18th Hussars Cottage with a Modern twist

Cottage in Stockton-on-Tees

4.87 out of 5 average rating, 149 reviews

The Old Moat Barn - With Private Hot Tub

Pet-friendly cottage rentals

Cottage in Robin Hood's Bay

4.85 out of 5 average rating, 169 reviews

Hilda Cottage, bottom of Robin Hoods Bay!

Cottage in Commondale

4.93 out of 5 average rating, 104 reviews

Winnow Cottage . in the Heart of the NY Moors

Cottage in Leavening, Malton

4.93 out of 5 average rating, 123 reviews

Cottage in Leavening, gateway to Yorkshire Wolds.

Cottage in Hunmanby

4.98 out of 5 average rating, 112 reviews

Beautiful One Bedroomed Character Cottage

Cottage in Rosedale Abbey

4.84 out of 5 average rating, 102 reviews

Florence Terrace

Cottage in Castleton

4.96 out of 5 average rating, 199 reviews

Cheerful & Quaint 18th Century cottage

Cottage in Eryholme

4.99 out of 5 average rating, 289 reviews

Idyllic cottage by the River Tees, North Yorkshire

Cottage in Swainby

4.9 out of 5 average rating, 187 reviews

Streamside Swainby, North Yorkshire National Park.

Private cottage rentals

Cottage in North Yorkshire

4.94 out of 5 average rating, 340 reviews

No.3 a Bijou Romantic coastal Retreat, Whitby

Cottage in Kirkby Malzeard

5 out of 5 average rating, 317 reviews

Thump Cottage - Gateway to the Dales!

Cottage in Egton Bridge

4.89 out of 5 average rating, 213 reviews

Keepers Cottage Egton Bridge

Cottage in North Yorkshire

4.96 out of 5 average rating, 343 reviews

Cosy barn*Castle Howard*Yorkshire Countryside*Coas

Cottage in Glaisdale

4.99 out of 5 average rating, 155 reviews

Cosy cottage in the village of Glaisdale

Cottage in Foxholes

4.92 out of 5 average rating, 108 reviews

Elm Tree Cottage, Cottage Farm

Cottage in Lealholm

4.86 out of 5 average rating, 352 reviews

Hollin Hall GT FryupDale, North York Moors Whitby.

Cottage in North Yorkshire

4.94 out of 5 average rating, 290 reviews

The Stud - near the heart of Bedale High Street

Quick stats about cottage rentals in Pickering

Total rentals
60 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Destinations to explore