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Pickering

Pickering is the gateway to the North York Moors and well placed for exploring the rolling moors and enjoying days out at the Yorkshire coast.

It’s also the southern terminus of the famous North Yorkshire Steam Railway, where you can travel in style through beautiful moors countryside, stopping at picturesque villages on the way, right to Whitby and the Yorkshire coast.

This characterful town has a fine selection of independent shops, fine art galleries and antique shops, cafes, pubs and restaurants. Local history can be found at the 12th century castle and Parish Church where 15th century wall paintings can be viewed or pop along to the Beck Isle Museum, which offers a fascinating insight into the area’s past.

Take a short trip out of the town to the spectacular Hole of Horcum, a massive natural depression where paragliders and hang-gliders can be seen riding the air currents. Nearby too is the Dalby Forest, a popular destination for lovely walks, a drive or perhaps a picnic. Families will enjoy the Go Ape attraction in the forest and Flamingo Land theme park and Zoo a short distance away.

Pickering provides an excellent base for your cottage holiday in this beautiful part of Yorkshire; to see accommodation see our selection of Pickering Holiday Cottages.
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  • Middleton, near Pickering, Yorkshire
    Middleton, near Pickering, Yorkshire×

    Pan Cottage

    Middleton, near Pickering, Yorkshire

    2
    1
    1
    2
    Ref: 29800
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Rural Location - Woodburning Stove
    Close to the historic market town of Pickering, explore the North Yorkshire Moors and the Heritage Coast from this cottage. Close to the historic market town of Pickering, explore the North Yorkshire Moors and the Heritage Coast from this cottage.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Located in the small village of Middleton, just 1 mile from the historic market town of Pickering, this holiday cottage, conveniently located on a main road in a rural location, dates back to 1843 and oozes charm and character. It is in an ideal spot for exploring both the North Yorkshire Moors National Park and the Heritage Coast of Yorkshire. Pickering is steeped in history and the cobbled streets are lined with antique curio shops, inns and tea rooms. The town is also home to a...

  • Pickering, Yorkshire
    Pickering, Yorkshire×
    Newly Listed
    Forget-Me-Not Cottage

    Forget-Me-Not Cottage

    Pickering, Yorkshire

    2
    1
    1
    0
    Ref: UK2314
    Key Features:
    - Wifi - Pub within 1 mile
    Close to York, the North York Moors and the east coast, this cottage is in a great location for discovering all North Yorkshire has to offer.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Forget-Me-Not Cottage is the perfect base to see all that Yorkshire has to offer. You are close to the North York Moors National Park, the Yorkshire Wolds and of course the east coast. This is an upside-down terraced cottage with the living room on the upper floor and the owner has taken great care to renovate and present this property to a very good standard. Located in the pretty town of Pickering, a bustling market town popular with locals as well as tourists. The main attraction in...
  • Wrelton, Pickering, Yorkshire
    Wrelton, Pickering, Yorkshire×

    Beech Farm - Fat Hen Cottage

    Wrelton, Pickering, Yorkshire

    2
    1
    1
    0
    Ref: KWG
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pub within 1 mile - Garden / Patio - Ground Floor Facilities - Rural Location - Baby and Toddler Friendly
    Enjoy a drink at the nearby pub, which is just a short walk away, after a day spent exploring Yorkshire. Enjoy a drink at the nearby pub, which is just a short walk away, after a day spent exploring Yorkshire.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    "Winner of the Yorkshire Tourist Board’s Self-Catering Holiday of the Year Award four times so quality is assured... indoor pool and sauna . . . delightful location on edge of National Park. . ."

    Beech Farm Cottages offer award winning standards of quality and facilities in a quiet village setting at the gateway to the North Yorkshire Moors. The pretty cluster of eight cottages, four of which are featured here, also have additional features such as an indoor heated swimming...

    Beech Farm - Bracken Brow
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    3
    3
  • Pickering, Yorkshire
    Pickering, Yorkshire×

    Southolme Lodges - Oak Lodge

    Pickering, Yorkshire

    2
    1
    1
    0
    Ref: CC232118
    Key Features:
    - Pub within 1 mile - Garden / Patio
    A delightful single storey cottage which is wheelchair friendly, is nestled in a quiet setting.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    These delightful single storey cottages nestle in a quiet setting approximately 1/2 mile from the bustling centre of the popular market town of Pickering. Each unit has been lovingly furnished and decorated, offering every home from home comfort with light rooms overlooking the patio, garden and open countryside beyond. From the cottages, excellent footpath walks abound in the area, bypassing the pretty mill stream and waterfall en-route to town and the local swimming pool is also just a...
    Southolme Lodges - Beech Lodge
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    2
    2
  • Ebberston, near Scarborough, Yorkshire
    Ebberston, near Scarborough, Yorkshire×

    Pear Tree Farm Cottages - No. 1 The Stables

    Ebberston, near Scarborough, Yorkshire

    2
    1
    1
    1
    Ref: RCHM38
    Key Features:
    - Car parking on site - Pub within 1 mile - Garden / Patio - Ground Floor Facilities - Rural Location
    Dalby Forest is close to this converted pet friendly stable, with beautiful walks, adventure play areas and picnic sites. Dalby Forest is close to this converted pet friendly stable, with beautiful walks, adventure play areas and picnic sites.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    These comfortably converted stable holiday cottages are situated in the picturesque village of Ebberston on the edge of the North Yorkshire Moors and only 7 miles from the pretty market town of Pickering with its steam railway, Norman castle and church. Renovated to a good standard, these tastefully furnished and decorated self catering cottages provide an ideal base for visiting the seaside towns of Scarborough, Filey and Whitby. Dalby Forest is close by with its beautiful walks,...

    Pear Tree Farm Cottages - No. 2 The Stables
    4
    2
    2
  • Thornton le Dale near Pickering, Yorkshire
    Thornton le Dale near Pickering, Yorkshire×

    Cherry Blossom

    Thornton le Dale near Pickering, Yorkshire

    2
    1
    1
    1
    Ref: CC231135
    Key Features:
    - Luxury Property - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio - Woodburning Stove
    A quaint cottage for two with a wood burner in the picture perfect village of Thornton-le-Dale with its iconic thatched cottages, fields and woodland.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Cherry Garth Cottages are located in the centre of Thornton le Dale, ’Yorkshire’s little gem’. Cherry Blossom has been named after the cherry trees which border the garden. The cottage has been built from beautiful traditional Yorkshire stone, and is tucked away in the grounds of the owner’s home Cherry Garth. It has an open plan living area with a welcoming wood burner to snuggle up in front of after a busy day out exploring the spectacular Yorkshire coast...
    Cherry Laurel
    2
    1
    1
  • Little Barugh, near Pickering, Yorkshire
    Little Barugh, near Pickering, Yorkshire×

    Ashpit Cottage

    Little Barugh, near Pickering, Yorkshire

    2
    1
    2
    0
    Ref: IUN
    Key Features:
    - Luxury Property - Wifi - Car parking on site - Pub within 1 mile - Garden / Patio - Ground Floor Facilities - Woodburning Stove
    Grade II listed property with wood burning stove and garden overlooking a pond and the Hambleton Hills. Grade II listed property with wood burning stove and garden overlooking a pond and the Hambleton Hills.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Visit England ROSE award winner 2016
    For a truly rural retreat, Ashpit Cottage sits in glorious countryside on the edge of the North York Moors, looking over the Hambleton Hills. This beautiful Grade II listed barn conversion, with Visit Britain 5* Gold quality grading, is the perfect hideaway for two looking for a tranquil break. The delightful open plan living/dining room has high vaulted beamed ceiling, exposed stone work and oak floors throughout. Large comfy...

  • Wrelton, near Pickering, Yorkshire
    Wrelton, near Pickering, Yorkshire×

    Loand House Court - Cruck

    Wrelton, near Pickering, Yorkshire

    2
    1
    1
    0
    Ref: 30869
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Garden / Patio - Rural Location
    A relaxing, rural retreat for two. A perfect hideaway situated on the edge of the North Yorkshire Moors National Park.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    In a tranquil setting between the villages of Cropton and Wrelton, these delightful, former farm buildings have been renovated to create very good standard holiday accommodation, sleeping two and four guests in two cottages (refs: 30868 & 30869). Relaxation begins from the moment you arrive with a warm welcome from the owners, who also live at Loand House Court. Both cottages are a comfortable ‘home from home’ and have been beautifully appointed with open-plan living areas....

    Loand House Court - Archways
    4
    2
    2
  • Thornton le Dale near Pickering, Yorkshire
    Thornton le Dale near Pickering, Yorkshire×

    Cherry Laurel

    Thornton le Dale near Pickering, Yorkshire

    2
    1
    1
    1
    Ref: CC231136
    Key Features:
    - Luxury Property - Wifi - Pub within 1 mile - Pets go free - Garden / Patio - Ground Floor Facilities - Woodburning Stove
    Snuggle up in front of the wood burner whilst admiring the gardens of this quaint holiday cottages just one mile from Pickering.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Cherry Garth Cottages are located in the centre of Thornton le Dale, ’Yorkshire’s little gem’. Cherry Laurel has been named after the cherry trees which border the garden. The cottage has been built from beautiful traditional Yorkshire stone, and is tucked away in the grounds of the owner’s home Cherry Garth. It has an open plan living area with a welcoming wood burner to snuggle up in front of after a busy day out exploring the spectacular Yorkshire coast...
    Cherry Blossom
    2
    1
    1
  • near Thornton-le-Dale and Pickering, Yorkshire
    near Thornton-le-Dale and Pickering, Yorkshire×

    Summertree Farm - The Mews

    near Thornton-le-Dale and Pickering, Yorkshire

    2
    1
    1
    1
    Ref: CC233057
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio - Rural Location
    Midsummer Mews is located in a quiet, secluded courtyard area of Summertree Cottages, close to Thornton-le-Dale.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Summertree Farm is positioned in a secluded, quiet area just 2 miles from the beautiful, picture postcard village of Thornton-le-Dale in the North York Moors.  These two lovely, modern cottages have been converted from original farmyard buildings and date back to the 1940’s. One of the cottages is on the ground floor and sleeps, making them ideal for people with limited mobility.  The other cottage is an upside down cottage sleeping four people with the spacious open plan lounge,...
  • Newtondale, near Pickering, Yorkshire
    Newtondale, near Pickering, Yorkshire×

    The Hideaway

    Newtondale, near Pickering, Yorkshire

    2
    1
    1
    0
    Ref: W43229
    Key Features:
    - Car parking on site - Detached Property
    Situated in the valley of Newtondale, this property is perfect for walking, cycling and for those who are interested in wildlife. Situated in the valley of Newtondale, this property is perfect for walking, cycling and for those who are interested in wildlife.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This 200-year-old, detached holiday cottage, adjacent to the owner’s home, is located in the idyllic valley of Newtondale, on an SSSI, where footpaths, bridle paths and cycle tracks abound from the door. The North York Moors steam train passes by and the trickling water of the stream meanders along the boundaries of the cottage. The beautiful valley is ideal for walkers, cyclists and painters with abundant wildlife, flora and fauna in the heart of the North Yorkshire Moors...

  • Ebberston, near Scarborough, Yorkshire
    Ebberston, near Scarborough, Yorkshire×

    Chestnut Cottage

    Ebberston, near Scarborough, Yorkshire

    2
    1
    1
    1
    Ref: RCHM87
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Garden / Patio - Rural Location
    Ideal for walkers, cyclists or wildlife enthusiasts, this delightful stone cottage close to Dalby Forest is ideal for all. Ideal for walkers, cyclists or wildlife enthusiasts, this delightful stone cottage close to Dalby Forest is ideal for all.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This delightful stone holiday cottage is located in the village of Ebberston on the A170 between Pickering and Scarborough. Whether you are a walker, wildlife enthusiast or just wanting a holiday base to tour, Chestnut Cottage is well located for all. Dalby Forest is close by with many cycle tracks. Journey along the North Yorkshire Moors Railway through heather clad moors and valleys. Scarborough and the rest of the beautiful Yorkshire coast is only 12 miles away. Shops 1 mile,...

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