Airbnb your place

Cottage holiday rentals in Pickering

Find and book unique cottages on Airbnb

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 €112 per night before taxes and fees

  • Verified guest reviews

    Over 3,850 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 of Pickering holiday rentals include wifi 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 cottage rentals in Pickering

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

1 of 1 pages1 / 1
Guest favourite
Cottage in North Yorkshire

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.

4.82 out of 5 average rating, 345 reviews
Guest favourite
A traditional stone cottage features a charming entryway adorned with climbing plants. A small outdoor seating area, furnished with a round table and decorative chairs, provides a pleasant space for relaxation. The roof is covered with terracotta tiles, complementing the natural stone exterior.
Cottage in Pickering

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

4.96 out of 5 average rating, 146 reviews
Top guest favourite
The cottage is constructed of traditional stone, showcasing a quaint exterior with a pitched roof and chimney. Two large windows with flower boxes frame the entrance, which features a light-colored door. The surroundings include a peaceful street lined with other characterful buildings.
Cottage in North Yorkshire

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.

4.91 out of 5 average rating, 387 reviews
Top guest favourite
The exterior of a characterful Yorkshire longhouse is displayed, showcasing stone walls and a tiled roof. Flower baskets hang from the front, adding a touch of color. The entrance features a light-colored door framed by two potted plants. Windows reflect a welcoming ambiance.
Cottage in North Yorkshire

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)

4.95 out of 5 average rating, 139 reviews
Top guest favourite
The exterior of a charming stone cottage is visible, featuring a traditional roof with red tiles. Two entrances can be seen, framed by multiple windows that allow natural light to enter. The facade combines a rustic aesthetic with neighborhood characteristics.
Cottage in North Yorkshire

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.

4.94 out of 5 average rating, 163 reviews
Top guest favourite
A snug lounge area is shown with a sofa adorned with colorful cushions, a wooden TV stand below a flat-screen television, and soft lighting creating a welcoming ambiance. Stairs lead to an upper level, accompanied by decorative elements on the walls.
Cottage in North Yorkshire

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.

4.85 out of 5 average rating, 222 reviews
Top guest favourite
Cottage in North Yorkshire

Katiann's Cottage

Accommodation Master Bedroom, en-suite walk in shower, 1 x King Size Bed, Freeview TV Twin Bedroom - 2 single beds TV Travel cot & highchair available Bedlinen & Towels Bathroom - bath, shower, sink, toilet Kitchen Diner - dishwasher, Washer, electric oven & hob, fridge, microwave, cook utensils & iron Cosy lounge 2 leather recliner sofas, Smart TV, electric log burner Gas Central Heating Free Wi-fi 1 private parking space & plenty of free public parking & chargers nearby 1 x small dog fee

4.98 out of 5 average rating, 188 reviews
Top guest favourite
A detached holiday cottage features a red front door and distinctive round window, set against a backdrop of textured brick walls. The surrounding area is landscaped with greenery, and gravel provides off-road parking in front of the building.
Cottage in North Yorkshire

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/

4.93 out of 5 average rating, 398 reviews
Top guest favourite
A stone cottage with a red-tiled roof is visible behind a dry-stone wall. Brightly colored flowers and greenery surround a playful pig statue in the foreground. The sunny sky provides a clear view of the welcoming farmhouse and its charming surroundings.
Cottage in Newton-on-Rawcliffe

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

4.98 out of 5 average rating, 232 reviews
Superhost
An outdoor courtyard is presented with a hot tub, framed by greenery and stone walls. A wooden table holding a teapot and cups adds a cozy touch. Decorative elements like pinecones and flowers enhance the space, inviting relaxation in this private setting.
Cottage in North Yorkshire

La Fenetre Holiday Cottage

Central location just one minute walk from the town centre with lots of shops, bars & restaurants. HOT TUB! Pet Friendly. Contact us for special offers. Private outdoor courtyard. Our cottage offers very comfortable accommodation and is within easy walking distance of amenities, parking very close by, the perfect base for exploring local attractions, including York, Whitby, Scarborough, Dalby Forest, Flamingo Land & North Yorkshire Moors. The cottage is snug & makes maximum use of space.

4.81 out of 5 average rating, 534 reviews
Top guest favourite
The exterior of the cottage displays a charming stone facade with a red-tiled roof. A large window with multiple panes is positioned at the front, while two dormer windows are set into the roof, providing additional natural light to the upper levels.
Cottage in North Yorkshire

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.

4.93 out of 5 average rating, 417 reviews
Top guest favourite
The open plan living area features a log burner surrounded by a brick fireplace, complemented by a comfortable blue chair and a coffee table. A dining area with a wooden table is visible in the background, while a fully equipped kitchen is accessed through an archway.
Cottage in North Yorkshire

2 bed Cottage Pickering, Priv Parking, Logburner

Oak Cottage is in the perfect place to explore Pickering and the surrounding North Yorkshire Moors and Coast. With Parking for 1 car and Just a 5 to 10 minute walk into central Pickering and the NYM Railway. Fully equipped for a comfortable and relaxing stay with lots of luxurious extras. We can sleep upto 4 people and one well behaved dog is welcome, but must be added to your booking for a small charge. It is a terraced cottage on the main road.

4.95 out of 5 average rating, 128 reviews

Popular amenities for cottage rentals in Pickering

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Superhost
A hot tub is positioned on a paved area, surrounded by gravel and wooden fencing. Lush greenery is visible in the background, with a cloud of steam rising from a passing steam locomotive, creating a unique view. Outdoor seating can be seen nearby.
Cottage in Newbridge

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

4.9 out of 5 average rating, 197 reviews
Top guest favourite
The limestone cottage facade is highlighted by large windows and a glazed back door, allowing natural light to fill the interior. In front, a patio area features wooden seating for outdoor dining, surrounded by well-kept lawns and flower beds.
Cottage in Langton

Mary Ellen Best Cottage. Spacious, Cosy & Hot Tub

4.89 out of 5 average rating, 248 reviews
Guest favourite
The entrance to Langdale Cottage is framed by natural stone walls, showcasing a solid dark wooden door featuring a circular sign indicating the cottage's name. A vintage lantern is mounted beside the door, providing ambient lighting.
Cottage in Harwood Dale

Langdale Cottage, located in North Yorkshire

4.99 out of 5 average rating, 124 reviews
Top guest favourite
A charming bedside table is positioned next to a spacious bed, featuring an antique scale as a unique lamp. The textured sandstone wall provides a warm backdrop, complementing the soft hues of the furniture and bedding.
Cottage in Burythorpe

Historic cottage, wood-fired hot tub + village pub

4.98 out of 5 average rating, 219 reviews
Top guest favourite
A well-maintained garden area is featured, with a private hot tub and seating under an umbrella. Flowering lavender lines the path, and the wooden fence provides privacy. A decorative window accentuates the space, contributing to a serene outdoor environment.
Cottage in Welburn

Luxury Cottage close to Castle Howard with hot tub

4.99 out of 5 average rating, 124 reviews
Top guest favourite
The outdoor area features a private hot tub beside a paved patio. A small table and chairs are positioned under a covered entrance, with wooden fencing and blooming roses enhancing the space. A well-maintained lawn adds to the inviting atmosphere.
Cottage in North Yorkshire

Rose Cottage -hot tub, dog friendly, country views

4.95 out of 5 average rating, 148 reviews
Guest favourite
The exterior of Sundial Cottage is presented at dusk, showcasing a charming two-story structure with a welcoming front porch and multiple windows. A spacious brick pathway leads to the entrance, while the surrounding areas feature subtle landscaping and outdoor lighting, enhancing the cozy appearance.
Cottage in Skelton-in-Cleveland

Sundial Cottage, Stunning 3Bed Cottage with Hottub

4.94 out of 5 average rating, 178 reviews
Top guest favourite
A well-appointed kitchen space features wooden beams overhead, with a range of cabinetry and modern appliances. A dining table is set for four, adorned with plates, glasses, and a vase of flowers, creating a welcoming atmosphere for meals.
Cottage in Stape

Meadows Edge, hot tub Pet friendly , fishing

4.98 out of 5 average rating, 108 reviews

Pet-friendly cottage rentals

Top guest favourite
A scenic view of a cottage by the River Seven is presented, with a backdrop of lush greenery and blooming daffodils adorning the riverbank. The charming stone building features a red-tiled roof and multiple windows reflecting the serene countryside.
Cottage in Sinnington

Goose End Cottage, North Yorkshire

4.97 out of 5 average rating, 158 reviews
Superhost
Cottage in North Yorkshire

Between Coast & Moors • Pickering 2BR • Sleeps 4

4.84 out of 5 average rating, 141 reviews
Guest favourite
A charming two-story brick house features large windows with white frames, allowing ample natural light. The front entrance is marked by a light blue door, complemented by potted plants on each side. A quiet street view and neighboring houses provide a peaceful setting.
Cottage in Sinnington

Beulah House

4.92 out of 5 average rating, 149 reviews
Guest favourite
A comfortable living room features a brown sofa and an armchair, positioned on a light brown area rug. A flat-screen TV is mounted on the wall above a decorative media console. Natural light enters through two large windows, adorned with patterned curtains.
Cottage in Helmsley

Clothes Prop Cottage, a Helmsley hideaway

4.93 out of 5 average rating, 316 reviews
Guest favourite
The exterior of a stone cottage is shown, featuring a gravel pathway leading to a wooden door. Lush greenery and colorful flower beds are visible, enhancing the natural surroundings. Two decorative statues flank the entrance, contributing to the inviting facade under a clear blue sky.
Cottage in North Yorkshire

Sleepy Fox Cottage FreeWiFi,parking ,dog friendly

4.91 out of 5 average rating, 116 reviews
Top guest favourite
Fields and rolling hills stretch into the distance under a clear sky, with scattered clouds casting soft shadows on the landscape. A wooden gate opens into the lush, green path leading towards open meadows, inviting exploration in the tranquil countryside.
Cottage in North York Moors National Park

Fully Fenced Dog Field, Sea Views & Forest Walks

4.99 out of 5 average rating, 657 reviews
Top guest favourite
A stone-built cottage features a rustic exterior with a traditional red-tiled roof. An inviting wooden door leads to the entrance, while large windows allow natural light to fill the interior. Two wooden wheels are positioned against the cottage, adding historical charm to the surrounding grassy area.
Cottage in Goathland

The Smithy at Cross Pipes, Goathland

4.97 out of 5 average rating, 354 reviews
Guest favourite
A comfortable lounge area features a pink sofa, a red chair, and wooden flooring. A staircase with wooden banisters leads to the upper level. A dining table with white chairs sits in the background, complemented by a simple wall decoration and a standing lamp.
Cottage in Kirkbymoorside

Fuchsia Cottage- a cosy getaway

4.87 out of 5 average rating, 521 reviews

Private cottage rentals

Top guest favourite
The exterior of Rowans Cottage is showcased with a traditional stone façade and a red-tiled roof. A wrought-iron fence surrounds the property, complemented by greenery. Large windows allow natural light to illuminate the inviting entrance, presenting a charming rural setting.
Cottage in Lockton

Rowans Cottage - distinctive 1 bed restoration

4.98 out of 5 average rating, 103 reviews
Top guest favourite
A spacious bedroom is presented with a superking-sized bed, adorned with a decorative quilt and neatly arranged towels. Natural light enters through a window, framed by light blue curtains, highlighting the soft carpet and a wooden dresser beside a cozy armchair.
Cottage in Ryton

Peace & Luxury, stunning rural views near Malton

4.97 out of 5 average rating, 106 reviews
Top guest favourite
The inviting bedroom features a spacious bed with soft white linens and decorative green pillows. Natural light streams in through the large window with sheer curtains. A charming archway leads to a shelf, while warm light from a bedside lamp adds a cozy touch.
Cottage in North Yorkshire

Characterful Cottage, in the Heart Of Whitby

4.99 out of 5 average rating, 149 reviews
Top guest favourite
The cottage's charming exterior is set against a clear blue sky, surrounded by lush greenery and trees in autumn hues. A gentle stream flows in the foreground, reflecting the tranquil countryside atmosphere. The structure features a two-story design with a sloped roof and well-kept gardens.
Cottage in Menethorpe

Idyllic and stylish private cottage by the stream

4.99 out of 5 average rating, 194 reviews
Top guest favourite
The inviting living space features a rustic wooden dining table surrounded by four chairs. A comfortable sofa adorned with decorative pillows sits across from a stone fireplace, while large glass doors open to a private patio with garden views.
Cottage in Kirkbymoorside

Farndale Cottage North York Moors National Park

4.98 out of 5 average rating, 163 reviews
Top guest favourite
Cottage in North Yorkshire

Luxury Old Stone Cottage, Beautifully Presented

4.88 out of 5 average rating, 161 reviews
Guest favourite
A cozy living room is showcased with a large sectional sofa adorned with patterned cushions. Vintage decor is displayed on shelves above, complemented by framed artwork on the walls. A vintage record player and piano enhance the inviting ambiance, alongside a small coffee table.
Cottage in North Yorkshire

Dalby Family Cottage, Bickley Rigg Farm

4.93 out of 5 average rating, 196 reviews
Top guest favourite
A patio area features a dark wooden table and benches, complemented by potted flowers. In the background, a lush green field is visible, with grazing animals dotting the landscape under a partly cloudy sky.
Cottage in Sledmere

New Station Cottage, country views, great location

4.96 out of 5 average rating, 185 reviews

When is the best time to visit Pickering?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€134€121€131€157€158€165€137€143€141€141€123€135
Avg. temp3°C3°C5°C7°C10°C12°C15°C14°C12°C9°C6°C3°C

Destinations to explore