House vacation rentals in Pickering

4.99 out of 5 average rating, 117 reviews

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

Enjoy a tranquil getaway at Heather Annex! Explore the North York Moors by foot; cycle Dalby Forest’s trails or ride the iconic Pickering steam train to Whitby. Visit charming market towns like Helmsley and Kirkbymoorside. Nearby, discover TV's 'Bangers & Cash' or York. Coastal towns, Whitby & Scarborough are less than an hour away. Walk to local pubs and cafes. Return to 1/2 an acre of grounds featuring American Miniature Horses & hens. Or simply unwind on the Patio & have a peaceful stay!

FamilyValuePets

4.98 out of 5 average rating, 127 reviews

Home in Welburn

Luxury Country Cottage Hot Tub Spa Retreat | York

Snowdrop Cottage is a luxurious 5★ retreat nestled in the picturesque village of Welburn, surrounded by the breathtaking Howardian Hills, just minutes from the iconic Castle Howard, the city of York and the Yorkshire coastline. An idyllic escape, this beautifully styled boutique cottage features a private garden spa & hot tub, cosy log burner & romantic four-poster king-size bed - the perfect setting for couples, families and dog walkers to relax, reconnect and explore the Yorkshire countryside.

FamilyLocationCheck-in

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.

4.97 out of 5 average rating, 148 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.

FamilyLocationLayout

Superhost

4.88 out of 5 average rating, 162 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.

FamilyLocationTV

4.93 out of 5 average rating, 101 reviews

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

This family and dog friendly three storey town house in the centre of Kirkbymoorside gives easy access to shops, pubs, the local market and childrens play area, and a 1 minute walk finds you in open fields with public footpaths. Stroll around the outskirts of town or head off on foot to explore the moors, woodlands and villages. The coast, Dalby and Cropton forest, North York Moors National Park, Pickering steam railway, Flamingoland, Malton and the city of York are in easy driving distance.

ValueLocationCleanliness

4.98 out of 5 average rating, 232 reviews

Gorgeous country cottage, Nawton near Helmsley

A beautifully converted, luxury 3 bedroomed country cottage in a stunning village setting. Stunning Dark Skies of the North Yorkshire National Park AONB and all within easy reach of the the gorgeous East coast towns and beaches. A few minutes drive to the beautiful market town of Helmsley and Malton, with all amenitites, cafes/restaurants. Michelin starred restaurants The Pheasant, The Star, The Black Swan and Restaurant Myse are a few minutes drive away and The Yorkshire Spa Retreat.

ValueFamilyHiking

4.93 out of 5 average rating, 118 reviews

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

If you're looking for a break with family or friends in North Yorkshire, let's talk. Deer Park is a much loved house with a long history. Today it is a comfortable base for a break with as much adventure, relaxation, romance and celebration as you might want. Set in 20 acres of Capability Brown parkland the house sleeps 10 people, in 6 bedrooms and 3 bathrooms, with a huge kitchen diner and 4 more reception rooms. Dogs are welcome! Less than 30 minutes to York, the coast and the moors.

ValueFamilyWifi

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.

4.98 out of 5 average rating, 138 reviews

Summerfield Bungalow

Summerfield bungalow is located just outside the village of Hawsker, midway between Whitby & Robin Hood’s bay. The bungalow is private, detached, not overlooked & is spacious, bright with stunning views from every window. From the front you can see Whitby Abbey and harbour, from the side there’s a lovely view of All Saints church approx 20 metres away & from the rear there are uninterrupted views of the Yorkshire countryside. The gardens extend to around a third of an acre and are secure.

FamilyLocationBackyard

A steam train is seen departing from a vintage railway station, with wisps of steam billowing from the engine. The station's platform is surrounded by greenery, and classic signal lights are positioned along the tracks, enhancing the historical ambiance.

4.89 out of 5 average rating, 247 reviews

Short stroll to pubs, cafés & shops. Free Parking

Enjoy a clean and comfortable, cosy yet spacious, experience at this peacefully located holiday home. Just a very short stroll from Pickering town centre where you’ll be spoilt for choice with a whole host of shops, cafes, bars, pubs and restaurants. Offering a stylish, comfortable space with all you need. Ideal as a base to enjoy and explore all great North Yorkshire has to offer. Free on street parking or free parking permit for Eastgate car park which is less than 300 meters away.

ValueLocationIndoor spaces

4.99 out of 5 average rating, 104 reviews

Home in Cloughton

Stylish spacious country cottage

Relax in this newly refurbished calm, stylish space, set in acres of land on our Victorian property within the North Yorkshire Moors National Park. We are perfectly situated for an active or relaxing break, located for coast and country. The Cedars will delight you with luxury furnishings ensuring, you have a relaxing and memorable stay. The stylish spacious living space is upstairs in order to take advantage of the beautiful uninterrupted views across open countryside to the sea.

FamilyLocationCleanliness

4.9 out of 5 average rating, 476 reviews

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

Oakforge Cottage is a 3 storey house in the Market Town of Kirkbymoorside. It offers comfortable accommodation for up to 5 people (and up to 2 well behaved dogs).PLEASE NOTE: WE HAVE NO OUTSIDE SPACE FOR THE EXERCISING OF DOGS. With a fully equipped kitchen, living room with realistic simulated log burner and two bathrooms, guests will instantly feel at home in our warm, well furnished, self-catering holiday cottage. Check-in time is after 3PM, Check out is now 10.00AM.

ValueLocationSleep quality

Home in Newton-on-Rawcliffe

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.

Idyllic Farm based cottage with hot tub

Located on a farm just outside of the market Town of Pickering, Wagtail Cottage is a charming, pet friendly 2 bedroom cottage. 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 •farm setting •local pub within walking distance •2 en-suite bedrooms •pet friendly •WiFi and smart tv •stone fireplace -private hot tub

ValueFamilyParks

4.95 out of 5 average rating, 131 reviews

Popular amenities for Pickering house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.81 out of 5 average rating, 132 reviews

Cosy 2 bedroom river/coastal retreat. Heated pool.

FamilyValueGetting around

A two-story cottage features a white exterior with a dark slate roof and distinctive entrance. Surrounded by landscaped gardens, the home is complemented by a tree in the foreground and neighboring buildings of varied architectural styles, showcasing a charming holiday village atmosphere.

4.93 out of 5 average rating, 165 reviews

Salty Kisses, The Bay, Filey

FamilyLocationComfort

4.89 out of 5 average rating, 169 reviews

A modern caravan is set against a cloudy sky, featuring a spacious deck with a railing. Large glass doors provide access to the outdoor space, and the exterior is complemented by warm lighting. Lush green grass surrounds the caravan.

Home in Cayton

Brand new 2021 ABI WINDERMERE STATIC Cedar 1

ValueLocationAccess

Luxe

5.0 out of 5 average rating, 13 reviews

Malton Manor: Luxury Estate, Hot Tub & Steam Room

FamilyLocationCleanliness

4.84 out of 5 average rating, 56 reviews

A bright kitchen features a wooden dining table with two chairs and ample natural light from a window. Fresh vegetables are arranged on a green cutting board beside a knife. Modern appliances, including a kettle and microwave, are visible along the countertop.

Home in Ebberston

One bedroomed cottage with swimming pool.

LocationFamilyWalkability

Superhost

A spacious country estate is showcased, featuring a classic brick facade with multiple windows. Surrounding lawns are neatly trimmed, complemented by manicured gardens. Rolling hills and trees are visible in the background, offering a serene rural setting.

Home in Ruston Parva

West End Farm

FamilyHospitalityPets

5.0 out of 5 average rating, 3 reviews

5.0 out of 5 average rating, 23 reviews

An indoor heated pool is surrounded by large windows, offering views of the outdoor landscape. Natural light floods the space through skylights and glass doors. The sleek design features light colored walls and flooring, while plants are placed strategically around the pool area.

Home in Osgodby

The Hideaway with Private Pool Sleeps 2

ValueLocationAccuracy

4.96 out of 5 average rating, 23 reviews

Home in Birdforth

Mill House - Birdforth Hall Holiday Cottages

FamilyLocationPets

Weekly house rentals

4.97 out of 5 average rating, 145 reviews

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

FamilyValueLayout

4.84 out of 5 average rating, 311 reviews

The exterior of a charming stone cottage is depicted, featuring a blue front door with a silver door knocker. Lush greenery lines the walkway, and flower boxes adorn the nearby windows. The peaceful street is visible, with additional cottages and trees in the distance.

Home in Hovingham

Home Cottage -North Yorkshire - Dog Friendly

ValueFamilyGetting around

4.92 out of 5 average rating, 176 reviews

A inviting sitting room features a comfortable green sofa adorned with decorative cushions. A wooden coffee table sits on a textured rug, and a log burner is positioned beneath a large mirror. A flat-screen TV is mounted on the wall opposite a window, allowing natural light to fill the space.

Home in Helmsley

31 Bridge Street

FamilyLocationTV

4.92 out of 5 average rating, 207 reviews

An elegant freestanding bathtub sits against a rustic stone wall featuring exposed wooden beams. A potted plant is positioned nearby, adding a touch of greenery to the serene setting. The smooth tile floor enhances the bathroom's spacious feel.

Home in Malton

Luxury one bedroom cottage with log burning hot tu

FamilyValueParking

4.95 out of 5 average rating, 119 reviews

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

FamilyLocationAmenities

4.97 out of 5 average rating, 220 reviews

The exterior of the building features a modern design with a mix of traditional brickwork and large windows. A double door entry with glass panels is centered, flanked by two dark window frames. A paved area leads up to the entrance, enhancing accessibility.

Home in Scalby

The Coach House at The Grange

ValueLocationGetting around

The exterior of a grand barn conversion features a stone facade with warm hues. A large arched window above the front door adds striking character. Lush green grass surrounds the entrance, enhancing the inviting atmosphere of this countryside retreat.

4.93 out of 5 average rating, 283 reviews

Stunning & spacious in rural setting - sleeps 12

ValueFamilyCondition

5.0 out of 5 average rating, 61 reviews

A bright family living and dining area features a wooden table set for breakfast, complemented by modern chairs. A comfortable sofa with colorful cushions is arranged beside large bi-fold doors, which open to a private garden with a patio and outdoor dining space.

Home in Pickering

The Barn at Noelle's Cottages

LocationValueBeach

Private house rentals

4.94 out of 5 average rating, 35 reviews

Quiet Paradise Retreat for 4- near York and Whitby

FamilyLocationOutdoor spaces

5.0 out of 5 average rating, 18 reviews

Home in Cawton

The Mill House, spacious barn conversion

FamilyLocationComfort

5.0 out of 5 average rating, 70 reviews

An outdoor scene displays a sparkling water bottle and two clear glasses resting on the edge of a hot tub. The rustic stone cottage is visible in the background, featuring a red-tiled roof, wooden shutters, and a spacious terrace. Lush greenery surrounds the area.

Home in Thorgill

The Dovecote in Rosedale

ValueLocationWalkability

4.92 out of 5 average rating, 51 reviews

The exterior of the cottage features a charming brick facade, complemented by large windows that allow plenty of natural light. A light green door welcomes guests, and flowering plants adorn the entrance, adding a touch of color to the inviting street view.

Home in Thornton Dale

Hide Cottage with private parking

LocationFamilyParking

A stylish sitting area is highlighted by a deep blue wall adorned with framed artworks. A wooden console table holds a decorative bowl and a bust. A red accent chair and a grey sofa complement the space, accompanied by a basket containing soft textiles.

4.88 out of 5 average rating, 48 reviews

Stylish retreat in Malton

LocationFamilyOutdoor spaces

A spacious lounge area features a large gray sofa positioned near a traditional log-burning fireplace. Exposed wooden beams adorn the ceiling, and natural light fills the room from a nearby window, enhancing the neutral color palette and creating a welcoming ambiance.

4.93 out of 5 average rating, 42 reviews

Family Farm Country Paradise -coast and country

FamilyLocationAccuracy

4.88 out of 5 average rating, 58 reviews

The exterior of a charming stone cottage is depicted, featuring a green door with multiple panes of glass. Windows with a grid design allow natural light into the interior. The surrounding area includes a narrow road leading through the village and a pathway lined with greenery.

Home in Snainton

The Hideaway-with hot tub

FamilyLocationOutdoor spaces