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Pet-friendly holiday rentals in Pickering

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

  • Total holiday rentals

    Explore 80 holiday rentals in Pickering

  • Nightly prices starting at

    Pickering holiday rentals start at €79 per night before taxes and fees

  • Verified guest reviews

    Over 4,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    80 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 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 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.

WalkabilityPetsCheckout

4.82 out of 5 average rating, 351 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.

WalkabilityPetsGetting around

4.92 out of 5 average rating, 391 reviews
Top guest favourite
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

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.

PetsOutdoor spacesWifi

4.97 out of 5 average rating, 149 reviews
Superhost
Home in North Yorkshire

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.

WalkabilityOutdoor spacesHospitality

4.88 out of 5 average rating, 165 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)

PetsWalkabilityHiking

4.95 out of 5 average rating, 141 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.

Outdoor spacesWalkabilityHospitality

4.94 out of 5 average rating, 166 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

Outdoor spacesPetsLayout

4.98 out of 5 average rating, 192 reviews
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.

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

Outdoor spacesWalkabilityNearby

4.9 out of 5 average rating, 198 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.

Outdoor spacesWalkabilityCheckout

4.93 out of 5 average rating, 421 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.

Outdoor spacesWalkabilityBathroom

4.95 out of 5 average rating, 131 reviews
Guest favourite
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

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.

PetsOutdoor spacesGetting around

4.94 out of 5 average rating, 386 reviews
Top guest favourite
A welcoming living space features a brick fireplace with an activelog burner, offering warmth to the room. A comfortable futon sofa is accompanied by soft pillows, while a wooden coffee table sits on a woven area rug. A wall-mounted TV is visible above a modern radiator.
Cottage in North Yorkshire

Beautifully renovated stable in Pickering

Brand new as of November 2022: The Hayloft on Eastgate is a former stable which has been newly converted and renovated into a cosy, well equipped holiday home situated in Pickering. The property sleeps up to 4 people and has everything you should need for a comfortable stay in this wonderful part of Yorkshire. The centre of Pickering, with its heritage railway, castle, eateries, shops and other amenities is a five minute walk away.

PetsOutdoor spacesAccess

4.99 out of 5 average rating, 141 reviews

Popular amenities for Pickering pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Top guest favourite
The cottage exterior features natural stone walls with a rustic charm. A red-tiled roof complements the warm tones of the facade. A spacious patio area includes wicker seating and a small table, ideal for outdoor relaxation. Nearby, greenery and trees provide a peaceful setting.
Home in Keldholme

Highfield Annex with off St Parking in Keldholme

PetsWalkabilitySleep quality

4.99 out of 5 average rating, 120 reviews
Top guest favourite
The three-storey town house features a classic stone facade with large windows that allow natural light to fill the interior. The entrance includes two white doors, each framed by decorative columns, with a small set of steps leading up to them.
Home in Kirkbymoorside

The Town House

WalkabilityPetsSleep quality

4.93 out of 5 average rating, 106 reviews
Guest favourite
A bright bedroom features a spacious bed with soft bedding, complemented by a decorative chest of drawers. Natural light floods the room, highlighting the neutral decor. A doorway leads to an en-suite bathroom, and a comfortable seating area is visible in the background.
Home in Kirkbymoorside

Oakforge Cottage, a spacious home from home.w

Outdoor spacesPetsDecor

4.9 out of 5 average rating, 478 reviews
Top guest favourite
The exterior of a charming stone cottage is displayed, featuring a distinctive red pitched roof. Flower pots with blooming plants adorn the entrance. A well-maintained gravel pathway leads to the door, surrounded by lush greenery and shrubbery.
Home in Ampleforth

Little Hillside

WalkabilityOutdoor spacesHeating

4.97 out of 5 average rating, 147 reviews
Top guest favourite
A stone cottage showcases a rustic facade with a tiled roof and several windows. A whimsical pig sculpture is positioned in the foreground, next to a stone wall. The setting features green grass and colorful flowers, with a clear blue sky overhead.
Home in Newton-on-Rawcliffe

Idyllic Farm based cottage with hot tub

Outdoor spacesWalkabilityEV charging

4.95 out of 5 average rating, 133 reviews
Top guest favourite
A wide expanse of golden fields stretches towards the horizon, framed by a wooden fence. Lush greenery and tall grasses populate the foreground, while patches of blue sky and scattered clouds fill the background, reflecting the tranquil beauty of the surrounding countryside.
Home in North Yorkshire

Summerfield Bungalow

WalkabilityOutdoor spacesLocation

4.98 out of 5 average rating, 143 reviews
Top guest favourite
A grassy area leads towards the edge overlooking the bay, with smooth water visible in the distance. A stone building is positioned to the right, and a picnic bench sits on the grass, framed by blooming flowers along the pathway.
Home in Robin Hood's Bay

Warm comfortable cottage,sea view from rear garden

PetsOutdoor spacesCheck-in

4.95 out of 5 average rating, 119 reviews
Guest favourite
The exterior of a historic house displays its charming brick facade, highlighted by tall gothic windows and a distinctive turret. Surrounded by well-maintained lawns, benches invite relaxation under the clear blue sky, enhancing the serene setting.
Home in Wintringham

Spacious historic folly | family holidays | 6 BD

PetsOutdoor spacesBeach

4.93 out of 5 average rating, 119 reviews

Pet-friendly home rentals with a pool

Top guest favourite
An aerial view captures the rustic cabin surrounded by expansive green fields, with rolling hills visible in the background. The property features a red-tiled roof and a spacious gravel area for parking. Fencing encloses the garden, offering a sense of privacy and openness.
Farm stay in Broxa

The View Broxa - Luxury Lodge - Yorkshire Coast

Outdoor spacesPetsDecor

4.99 out of 5 average rating, 190 reviews
Superhost
A cozy lounge area is furnished with a blend of comfortable seating, including a tufted blue sofa and a brown leather couch. A small wooden table displays a tea set, while a chessboard is ready for play. Natural light filters through a large window, offering a view of greenery.
Home in North Yorkshire

Cosy 2 bedroom river/coastal retreat. Heated pool.

PetsWalkabilityFamily

4.79 out of 5 average rating, 138 reviews
Top guest favourite
A spacious outdoor seating area is situated on a wooden deck, featuring a round table surrounded by four chairs. A large umbrella provides shade, while a serene lake view is visible in the background, lined with modern lodges and natural greenery.
Cabin in Filey

Secret Of Eden Lake View Lodge - Pets/Beach/E.V

Outdoor spacesWalkabilityBathroom

4.98 out of 5 average rating, 206 reviews
Guest favourite
A balcony railing offers a clear view of the expansive green landscape that leads to the sea. Gentle slopes and distant coastline are visible under a bright blue sky, creating a serene outdoor atmosphere.
Cottage in North Yorkshire

3 bedroom cottage with fabulous sea views.

Outdoor spacesPetsLocation

4.86 out of 5 average rating, 104 reviews
Top guest favourite
An open-plan living area features a cozy sofa and lounge chair, a dining table with four chairs, and a well-equipped kitchen. Natural light fills the space through large windows, and a decorative clock is mounted on the wall. A vase of flowers adds a touch of color.
Flat in North Yorkshire

Filey Bay Cove The Bay Filey Wifi Pets Pool Gym

PetsOutdoor spacesLong stay

4.88 out of 5 average rating, 192 reviews
Top guest favourite
The exterior of a two-story brick cottage is presented, showcasing a modern architecture with white window trims. A well-maintained lawn and hedges frame the property, while a clear blue sky with scattered clouds provides a bright backdrop.
Cottage in Filey

Willow Cottage: 3 Bed, 3 Bath, Pool, WiFi, dogs

PetsWalkabilityLayout

4.97 out of 5 average rating, 134 reviews
Top guest favourite
The exterior of a charming brick cottage is displayed, featuring a distinctive red front door and multiple windows. A bench is positioned in the garden area, surrounded by neatly landscaped greenery. The roof is covered with traditional slate tiles, enhancing the cottage's character.
Cottage in Filey

Harlequin @ The Bay Holiday Village

Outdoor spacesWalkabilityLong stay

4.97 out of 5 average rating, 114 reviews
Top guest favourite
Apartment in Primrose Valley

Blue bay View - One Bed Apartment @ The Bay, Filey

Outdoor spacesPetsValue

4.95 out of 5 average rating, 226 reviews

Private, pet-friendly home rentals

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

Outdoor spacesWalkabilityBathroom

4.81 out of 5 average rating, 537 reviews
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

PetsOutdoor spacesHospitality

4.97 out of 5 average rating, 158 reviews
Top guest favourite
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

Delightful Barn with log burner near Pickering

Outdoor spacesWalkabilityParking

4.91 out of 5 average rating, 360 reviews
Top guest favourite
A converted stable features a quaint exterior with a terracotta tiled roof and green door. Surrounding the building, a garden displays various flowers and plants, while a gravel path leads to the entrance. Mature trees provide shade, enhancing the outdoor space.
Barn in Scagglethorpe

Cosy Stable in Scagglethorpe

WalkabilityOutdoor spacesQuiet

4.97 out of 5 average rating, 199 reviews
Top guest favourite
Place to stay in Urra

Maltkiln House Annexe North Yorkshire moors

WalkabilityPetsQuiet

4.98 out of 5 average rating, 294 reviews
Guest favourite
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

Gorgeous Cottage & Garden, Cosy, Family Friendly

Outdoor spacesWalkabilityAccess

4.86 out of 5 average rating, 147 reviews
Top guest favourite
A cozy suite is featured, with a spacious bed neatly made. A comfortable seating area contains a gray sofa with decorative pillows, a vintage trunk, and a piano. Natural light pours through two windows, illuminating the wooden floor and soft wall colors.
Guest suite in Nunnington

Renovated 16th century haven in North Yorks Moors

Outdoor spacesWalkabilityIndoor spaces

4.89 out of 5 average rating, 227 reviews
Top guest favourite
The exterior of a shepherd's hut is displayed, featuring wooden doors that open to invite guests inside. Two rustic chairs are positioned on a gravel area, complemented by planter boxes along the edge. Rolling hills and a farmhouse can be seen in the background.
Shepherd’s hut in North Yorkshire

Moo view Luxury Shepherd’s hut

PetsOutdoor spacesNearby

4.94 out of 5 average rating, 171 reviews

When is the best time to visit Pickering?

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