
Cottage holiday 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.

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.

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, steam railway, the coast 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.

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)

The Smithy at Cross Pipes, Goathland
The Smithy is a self contained stone built cottage situated on the edge of the beautiful North Yorkshire Moors. It was built in the 1800’s and was originally one of two blacksmiths serving the community of Goathland. The Smithy offers you a comfortable base to visit the local area. Spacious studio accommodation with a king sized bed in a recessed area, walk in shower and toilet, full kitchen facilities, wood burning stove, TV and Wi-Fi. There is an outside seating area and private parking.

Charlie’s barn. A stunning barn conversion
Unwind in our stunning 18th century, 1 bed barn conversion with beamed ceilings and open plan living space. Outside there is a south facing secure court yard with your own private access. Situated in a tranquil village within an area of outstanding natural beauty. The village boasts a fine dining pub with other local pubs within a short distance or even visit Malton the food capital. A perfect base for biking , walking or visiting Castle Howard, the North Yorkshire moors , East coast or York.

Fully Fenced Dog Field, Sea Views & Forest Walks
Enjoy your morning coffee in the warmth of Woodpeckers Cottage, Silpho as you watch the winter sun rise over the sea. Enjoy time with your dog in the fully fenced field, as the warm morning mist rises from the dewy grass. Take in the far-reaching views and watch deer graze in nearby fields. Take the scenic drive to dog-friendly beaches for refreshing winter walks in the salty air. At the end of the day, wrap up in a snuggle blanket, sit outside, and gaze at the stars in this Dark Sky Reserve.

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.

Cosy one bedroom cottage in Pickering
This lovely cottage is nestled in the centre of the beautiful market town of Pickering, Relax at this charming cottage which offers easy access to the enchanting landscapes of the North Yorkshire Moors and the nearby towns and coast. Whether you visit the iconic North Yorkshire Moors Railway, attend a concert at the Scarborough Open Air Theatre, or spend a day at the beach or exploring Whitby and the Moors. If you are seeking relaxation or adventure, this unique getaway is the perfect choice.

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/

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

Charming farm based cottage with hot tub/sauna
Located on a farm just outside of the market Town of Pickering, Swallow Cottage is a charming, pet friendly 3 bedroom cottage, complete with hot tub, sauna and games room. 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 •hot tub •sauna •games room including pool table •farm setting •local pub within walking distance •3 en-suite bedrooms •pet friendly •WiFi and smart tv

Goose End Cottage, North Yorkshire
Take a break and unwind in a characterful cottage set in beautiful countryside. This 18th century grade-II listed property is right beside the River Seven, in the picturesque village of Sinnington, and the North York Moors National Park. The cottage is full of original character, whilst having all the amenities needed for a relaxing break. Many amazing walks can be enjoyed from right outside the door and the wonderful village pub and restaurant is only a few minutes walk away.
Popular amenities for Pickering cottage rentals
Cottage rentals with a hot tub

La Fenetre Holiday Cottage

Oomwoc Cottage

Hootsman

Hazel Cottage nestled twixt coast and Moorland

Historic 18th Hussars Cottage with a Modern twist

Harwood Cottage, A Cosy 1 Bed Cottage

Rose Cottage -hot tub, dog friendly, country views

Luxury Cottage close to Castle Howard with hot tub
Pet-friendly cottage rentals

Beulah House

Clothes Prop Cottage, a Helmsley hideaway

Cosy 2 Bed Seaside Cottage, Robin Hoods Bay Whitby

Saltburn l The Outlook- Sea views, Dog friendly.

Fuchsia Cottage- a cosy getaway

NY Moors' peaceful retreat - Great Fryup, Lealholm

The Hayloft at Bainton - 2 bedroom cottage.

The Nook
Private cottage rentals

Tulip Cottage Pickering

The Chapter House

Farndale Cottage North York Moors National Park

Cosy 2 bedroom cottage in Scarborough's Old Town

Cosy 18th Century Cottage close to all amenities

Rowans Cottage - distinctive 1 bed restoration

Mousehole, Oldstead. North Yorkshire National Park

Eden House Holiday Cottage
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $242 NZD | $242 NZD | $247 NZD | $269 NZD | $278 NZD | $269 NZD | $276 NZD | $288 NZD | $285 NZD | $243 NZD | $242 NZD | $255 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 |
Quick stats about cottage rentals in Pickering

Total holiday rentals
Explore 70 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $174 NZD per night before taxes and fees

Verified guest reviews
Over 3,290 verified reviews to help you choose

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Pickering holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Pickering rentals

4.9 Average rating
Pickering stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Durham Holiday rentals
- Elgin Holiday rentals
- London Holiday rentals
- Sea of the Hebrides Holiday rentals
- Amsterdam Holiday rentals
- Thames River Holiday rentals
- South West Holiday rentals
- Inner London Holiday rentals
- Dublin Holiday rentals
- South London Holiday rentals
- Central London Holiday rentals
- Yorkshire Holiday rentals
- Family-friendly rentals Pickering
- Cabin rentals Pickering
- Rentals with a hot tub Pickering
- Apartment rentals Pickering
- Rentals with a fireplace Pickering
- Rentals with outdoor seating Pickering
- House rentals Pickering
- Pet-friendly rentals Pickering
- Rentals with a washing machine and dryer Pickering
- Rentals with a patio Pickering
- Cottage rentals North Yorkshire
- Cottage rentals England
- Cottage rentals United Kingdom
- Flamingo Land Resort
- Fountains Abbey
- Harewood House
- Durham Cathedral
- York Castle Museum
- National Railway Museum
- Royal Armouries Museum
- Hartlepool Sea Front
- North Yorkshire Water Park
- The Deep
- Cayton Bay
- Studley Royal Park
- Saltburn Beach
- Locomotion
- Scarborough South Cliff Golf Club
- Ganton Golf Club
- Ryedale Vineyards
- Filey Beach
- York Art Gallery
- Scarborough Beach
- York University
- Piglets Adventure Farm
- Raby Castle, Park and Gardens
- Temple Newsam Park




