Pet-friendly vacation rentals in Pickering

Find and book unique pet-friendly homes on Airbnb

Quick stats about vacation rentals that are pet-friendly in Pickering

  • Total vacation rentals

    Explore 80 vacation rentals in Pickering

  • Nightly prices starting at

    Pickering vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

  • Verified guest reviews

    Over 4,120 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    80 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 pet-friendly home rentals in Pickering

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
Cottage in North Yorkshire
4.83 out of 5 average rating, 343 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.

Outdoor spacesWalkabilityView

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, 384 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.

WalkabilityPetsHeating

Superhost
Home in North Yorkshire
4.88 out of 5 average rating, 159 reviews

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. 1 minute walk to forest paths 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. Discounts for stays over 2 nights.

Outdoor spacesPetsValue

Top guest favorite
A charming Victorian stone cottage stands against a backdrop of greenery. The cottage features a mix of dark stone and light brick, with a small front porch and a sloped garden area. Two large windows allow natural light to enter the welcoming interior.
Home in North Yorkshire
4.97 out of 5 average rating, 144 reviews

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.

PetsWalkabilityCheck-in

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
4.95 out of 5 average rating, 136 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)

PetsWalkabilityCondition

Top 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
4.94 out of 5 average rating, 163 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.

WalkabilityOutdoor spacesIndoor spaces

Top guest favorite
Cottage in North Yorkshire
4.98 out of 5 average rating, 186 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, 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

Outdoor spacesWalkabilityLayout

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
4.82 out of 5 average rating, 530 reviews

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.

WalkabilityPetsComfort

Top guest favorite
The living area features a cozy sofa covered with a soft grey throw, complemented by patterned cushions. A wooden dining table is visible nearby. Stone walls and exposed wooden beams create a charming, rustic feel, while a wood-burning stove adds warmth to the space.
Barn in North Yorkshire
4.91 out of 5 average rating, 354 reviews

Delightful Barn with log burner near Pickering

A tranquil, 19th century converted barn with private garden and outdoor fire overlooking the local countryside. A short drive from Pickering and close to the Moors, Whitby and York, the barn is great for a relaxing break. Inside, you will find a renovated living area, with a wood burning stove, Smart TV and fully fitted kitchen complete with oven, fridge washing machine and dish washer, the barn offers everything you will need for a relaxing getaway in Yorkshire.

Outdoor spacesWalkabilityComfort

Top guest favorite
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
4.93 out of 5 average rating, 414 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.

Outdoor spacesWalkabilityAmenities

Top guest favorite
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
4.95 out of 5 average rating, 125 reviews

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.

WalkabilityOutdoor spacesBiking

Guest favorite
A large floor-to-ceiling window offers expansive views of the countryside and sunlight filtering through trees. A warm wooden bench is adorned with a welcoming sign and small plants. A cozy coffee table with decorative items can be seen in front, enhancing the inviting space.
Barn in Aislaby, Pickering
4.94 out of 5 average rating, 379 reviews

Stunning views, 4 acres, dog friendly, Yorkshire

Owl House is an Elizabethan barn conversion. It sits on the edge of the North York Moors National Park and features a glazed wall offering far reaching countryside views across the vale of Pickering with the Howardian Hills visible in the distance. Former farm set in 4 acres of peaceful gardens, paddock and woodland. Dog friendly. Open plan sitting room/kitchen, bathroom w shower,mezzanine bedroom, pizza oven on site, parking, walkable pub.

WalkabilityPetsAccuracy

Popular amenities for Pickering pet-friendly home rentals

Private, pet-friendly home rentals

Guest favorite
The exterior of the stone building is showcased, featuring a mix of large windows and a central archway. Greenery surrounds the structure, with two prominent trees providing shade. The sky is partly cloudy, enhancing the overall inviting atmosphere of the setting.
Condo in North Yorkshire
4.94 out of 5 average rating, 193 reviews

Pickering Apartment, Parking, Dog Friendly, Moors

WalkabilityPetsAmenities

Top guest favorite
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
4.99 out of 5 average rating, 655 reviews

Fully Fenced Dog Field, Sea Views & Forest Walks

Outdoor spacesWalkabilityParks

Guest favorite
A cozy interior of the shepherd hut features a spacious bed adorned with a soft blanket. A small wooden dining table is set with tableware, and two chairs are positioned nearby. Warm wood paneling and decorative wall art create an inviting atmosphere.
Shepherd’s hut in North Yorkshire
4.94 out of 5 average rating, 168 reviews

Secluded Cosy Shepherd Huts hidden in woodland.

Outdoor spacesWalkabilityAccuracy

Guest favorite
A wooden cabin is nestled in a wooded area, surrounded by greenery. Outdoor seating is placed on a wooden deck with a small table. A fire pit, surrounded by log seating, is positioned in front of the cabin, providing a cozy space for gathering.
Cabin in Rivendell
4.92 out of 5 average rating, 199 reviews

Secluded 2 bedroom cabin with wood fired hot tub

Outdoor spacesPetsSleep quality

Guest favorite
A charming stone cottage features a traditional red-tiled roof and inviting white door framed by vibrant greenery. Two windows adorned with decorative elements allow natural light to enhance the rustic exterior, while a wooden chair adds a cozy touch to the garden space.
Cottage in Thornton Dale
4.87 out of 5 average rating, 143 reviews

Gorgeous Cottage & Garden, Cosy, Family Friendly

PetsOutdoor spacesCleanliness

Top guest favorite
Place to stay in Urra
4.98 out of 5 average rating, 276 reviews

Maltkiln House Annexe North Yorkshire moors

WalkabilityPetsBathroom

Top guest favorite
The image displays three modern BedSheds with distinctive gabled roofs, gently illuminated by exterior lights. A wooden fence runs along the front, providing a sense of privacy. Surrounding trees create a natural backdrop, enhancing the tranquil environment.
Place to stay in York
4.99 out of 5 average rating, 153 reviews

The Hovingham - en-suite, king bed & great views

Outdoor spacesWalkabilityLocation

Top guest favorite
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
4.97 out of 5 average rating, 156 reviews

Goose End Cottage, North Yorkshire

PetsOutdoor spacesDecor

When is the best time to visit Pickering?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 591ﺩ.ﺇ 588ﺩ.ﺇ 569ﺩ.ﺇ 654ﺩ.ﺇ 650ﺩ.ﺇ 654ﺩ.ﺇ 665ﺩ.ﺇ 628ﺩ.ﺇ 632ﺩ.ﺇ 610ﺩ.ﺇ 602ﺩ.ﺇ 661
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