by Wyndham Vacation Rentals
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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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104 cottages are available
  • Thornton le Dale near Pickering, Yorkshire
    Thornton le Dale near Pickering, Yorkshire×

    Cherry Laurel

    Thornton le Dale near Pickering, Yorkshire

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    Ref: CC231136
    Key Features:
    - Luxury Property - Wifi - Pub within 1 mile - Pets go free - Garden / Patio - Ground Floor Facilities - Woodburning Stove
    Cherry Garth Cottages are located in the centre of Thornton le Dale, ’Yorkshire’s little gem’....
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  • Pickering, Yorkshire
    Pickering, Yorkshire×
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    Ref: CC232120
    Key Features:
    - Pub within 1 mile - Garden / Patio
    These delightful single storey cottages nestle in a quiet setting approximately 1/2 mile from the bustling centre of...
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  • Lockton, near Pickering, Yorkshire
    Lockton, near Pickering, Yorkshire×

    The Loft

    Lockton, near Pickering, Yorkshire

    2
    1
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    Ref: UK2142
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Woodburning Stove
    In a stunning location, nestled in the centre of Lockton Village and surrounded by the glorious North Yorkshire Moors...
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  • Middleton, near Pickering, Yorkshire
    Middleton, near Pickering, Yorkshire×

    Pan Cottage

    Middleton, near Pickering, Yorkshire

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    Ref: 29800
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Rural Location - Woodburning Stove


    Located in the small village of Middleton, just 1 mile from the historic market town of Pickering, this...

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  • Little Barugh, near Pickering, Yorkshire
    Little Barugh, near Pickering, Yorkshire×

    Ashpit Cottage

    Little Barugh, near Pickering, Yorkshire

    2
    1
    2
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    Ref: IUN
    Key Features:
    - Luxury Property - Wifi - Car parking on site - Pub within 1 mile - Garden / Patio - Ground Floor Facilities - Woodburning Stove

    For a truly rural retreat, Ashpit Cottage sits in glorious countryside on the edge of the North York Moors, looking...

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  • Wilton near Pickering, Yorkshire
    Wilton near Pickering, Yorkshire×

    Sands Farm Cottages - Fuchsia Cottage

    Wilton near Pickering, Yorkshire

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    Ref: CC231128
    Key Features:
    - Hot Tub - Wifi - Enclosed Garden / Patio - Garden / Patio
    Sands Farm Cottages provide an excellent selection of high quality holiday cottages, peacefully situated within acres...
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  • Lockton, near Pickering
    Lockton, near Pickering×

    Fox Cub Cottage

    Lockton, near Pickering

    2
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    Ref: DC3653
    Key Features:
    - Car parking on site - Pub within 1 mile - Garden / Patio
    This lovely ground floor cottage is one of three situated around an attractive courtyard on the edge of the...
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  • 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 - Ground Floor Facilities - Woodburning Stove
    Cherry Garth Cottages are located in the centre of Thornton le Dale, ’Yorkshire’s little gem’....
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    Your pets are included in this price
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  • Wrelton, near Pickering, Yorkshire
    Wrelton, near Pickering, Yorkshire×

    Loand House Court - Cruck

    Wrelton, near Pickering, Yorkshire

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    Ref: 30869
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Garden / Patio - Rural Location

    In a tranquil setting between the villages of Cropton and Wrelton, these delightful, former farm buildings have...

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  • Lockton near Pickering
    Lockton near Pickering×

    Old Barn Cottage

    Lockton near Pickering

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    Ref: DC3237
    Key Features:
    - Wifi - Car parking on site - Pets go free - Garden / Patio - Rural Location - Woodburning Stove
    Ideally situated in the pretty moors farming village of Lockton with its mellow stone cottages, pan-tiled roofs and...
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  • Cropton, near Pickering, Yorkshire
    Cropton, near Pickering, Yorkshire×

    Bank Top Cottage

    Cropton, near Pickering, Yorkshire

    2
    1
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    Ref: E3882
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Detached Property - Garden / Patio - Ground Floor Facilities - Rural Location - Woodburning Stove

    Just 5 miles from Pickering, gateway to the North Yorkshire Moors National Park, this very spacious cottage lies on...

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    Your pets are included in this price
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  • Wrelton, Pickering, Yorkshire
    Wrelton, Pickering, Yorkshire×

    Beech Farm - Fat Hen Cottage

    Wrelton, Pickering, Yorkshire

    2
    1
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    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

    "Winner of the Yorkshire Tourist Board’s Self-Catering Holiday of the Year Award four times so quality is...

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Looking for something with a little more?

Cotages with Hot tubs Cottages part of our Luxury collection Something with a swimming pool A place near the Coast
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