Cottage vacation rentals in Pickering

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Top-rated cottage rentals in Pickering

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Top guest favorite
The exterior of the cottage displays a traditional stone facade complemented by a slate roof. Multiple windows allow ample light to enter, while the gravel pathway leads to an entrance adorned with decorative plants. Sunlight bathes the building, enhancing its inviting appearance.
Cottage in North Yorkshire
4.87 out of 5 average rating, 140 reviews

Luxury Old Stone Cottage, Beautifully Presented

We do not accept children or pets. The Old Chauffeurs Cottage, beautiful, luxurious, warm and cosy. Two bedrooms with comfortable King size beds and a great lounge and kitchen. A downstairs toilet & full bathroom upstairs. It provides a good base for walkers & sightseers as we are close to the North York Moors, the steam railway at Pickering, Castle Howard & York. There is free WiFi & parking plus secure storage for cycles. We have a short video Youtube@tara101 playlist The Chauffeurs Cottage

Guest favorite
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
4.96 out of 5 average rating, 135 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

Guest favorite
The kitchen area is designed with a wood countertop and light cabinetry. A sink is located beside a window that allows natural light to illuminate the space. Fresh greenery is positioned on the sill, and neatly arranged utensils and containers enhance the organized ambiance.
Cottage in North Yorkshire
4.81 out of 5 average rating, 277 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.

Top guest favorite
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
4.92 out of 5 average rating, 327 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, 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.

Guest favorite
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
4.96 out of 5 average rating, 123 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)

Top guest favorite
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
4.99 out of 5 average rating, 302 reviews

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.

Top guest favorite
The entrance to the barn features a charming wooden gate adorned with climbing plants, including wisteria and a yellow flowering vine. The pathway is lined with gravel, leading to the stone facade of the barn under a traditional red-tiled roof.
Cottage in North Yorkshire
4.99 out of 5 average rating, 151 reviews

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.

Guest favorite
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
4.93 out of 5 average rating, 134 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.

Guest favorite
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
4.84 out of 5 average rating, 167 reviews

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.

Top guest favorite
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
4.92 out of 5 average rating, 343 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/

Top guest favorite
A charming stone cottage is displayed, featuring a symmetrical facade with two prominent windows and a white door. Accents such as a front garden with flowers and a small fence create a welcoming entrance. The surroundings include lush greenery and nearby trees.
Cottage in Castleton
4.9 out of 5 average rating, 209 reviews

Romance or a rest at The Nest Castleton,Whitby!

Very special, cosy, really tiny ,stone cottage nestled in the North Yorkshire Moors National Park near Whitby. The Nest has a Log burner, central heating, WIFI,smart TV, Egyptian linen and twinkling fairy lights ,. Walks onto the moors from the front door , seating area outside to watch the sun go down with a large glass of wine, welcoming family pub across the road, Co-op, and fine dining pub also in the village. Train station to Whitby from the village. We welcome two dogs at the Nest.

Top guest favorite
The exterior showcases a charming stone cottage with large windows, allowing natural light to fill the interior. A gated entrance leads to a gravel path, framed by a low stone wall and greenery, offering a tranquil setting in a quiet area.
Cottage in North Yorkshire
4.98 out of 5 average rating, 165 reviews

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, Ninja Air Fryer, 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 car parking public chargers nearby 1 x small dog subject to fee

Popular amenities for Pickering cottage rentals

When is the best time to visit Pickering?

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Avg. priceG$29,078 GYDG$29,078 GYDG$29,706 GYDG$32,425 GYDG$33,471 GYDG$32,425 GYDG$29,496 GYDG$33,889 GYDG$30,542 GYDG$29,287 GYDG$29,078 GYDG$30,752 GYD
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Quick stats about cottage rentals in Pickering

  • Total vacation rentals

    Explore 70 vacation rentals in Pickering

  • Nightly prices starting at

    Pickering vacation rentals start at G$20,919 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,290 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 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!

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