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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35 cottages are available
  • Pickering, Yorkshire
    Pickering, Yorkshire×

    Hillcrest

    Pickering, Yorkshire

    4
    3
    1
    0
    Ref: CC233055
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Garden / Patio
    Hillcrest is a lovely, spacious Edwardian house situated in a peaceful location in the heart of the market town of...
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    Your pets are included in this price
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  • Pickering, Yorkshire
    Pickering, Yorkshire×

    Hungate Cottages - Farndale

    Pickering, Yorkshire

    5
    3
    1
    0
    Ref: KAN
    Key Features:
    - Wifi - Car parking on site - Garden / Patio - Open Fire

    "Two time winners of prestigious Pickering in Bloom 2013 and 2016 - relax in the beauty and tranquillity...

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    Your pets are included in this price
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  • Newton-on-Rawcliffe, near Pickering, Yorkshire
    Newton-on-Rawcliffe, near Pickering, Yorkshire×

    Mel House Cottages - Swift

    Newton-on-Rawcliffe, near Pickering, Yorkshire

    5
    3
    2
    1
    Ref: 31074
    Key Features:
    - Hot Tub - Wifi - Swimming pool - Car parking on site - Pub within 1 mile - Pets go free - Garden / Patio - Ground Floor Facilities - Rural Location - Woodburning Stove

    These four holiday properties comprising Mel House Cottages offer comfortable and fully-equipped accommodation and...

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

    Eskape Cottage

    Pickering, Yorkshire

    5
    3
    2
    2
    Ref: CC233035
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio
    Eskape Cottage is a truly delightful cottage that has undergone a major refurbishment and has been finished off to a...
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  • Newton-on-Rawcliffe, near Pickering, Yorkshire
    Newton-on-Rawcliffe, near Pickering, Yorkshire×

    Mel House Cottages - Mallard

    Newton-on-Rawcliffe, near Pickering, Yorkshire

    6
    3
    2
    1
    Ref: 31072
    Key Features:
    - Hot Tub - Wifi - Swimming pool - Car parking on site - Pub within 1 mile - Pets go free - Garden / Patio - Ground Floor Facilities - Rural Location - Woodburning Stove

    These four holiday properties comprising Mel House Cottages offer comfortable and fully-equipped accommodation and...

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    Your pets are included in this price
    Your pets go free at this cottage
  • Pickering, Yorkshire
    Pickering, Yorkshire×

    Bow Cottage

    Pickering, Yorkshire

    6
    3
    1
    0
    Ref: 24977
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Garden / Patio - Rural Location

    This 200-year-old, terraced, stone cottage lies close to the cobbled streets of Pickering and overlooks the village...

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    Your pets are included in this price
    Your pets go free at this cottage
  • Pickering, Yorkshire
    Pickering, Yorkshire×

    Hungate Cottages - Glaisdale

    Pickering, Yorkshire

    6
    3
    1
    0
    Ref: KAR
    Key Features:
    - Wifi - Car parking on site - Garden / Patio - Open Fire

    "Two time winners of prestigious Pickering in Bloom 2013 and 2016 - relax in the beauty and tranquillity...

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    Your pets are included in this price
    Your pets go free at this cottage
  • Thornton-le-Dale, Yorkshire
    Thornton-le-Dale, Yorkshire×

    Forgeview

    Thornton-le-Dale, Yorkshire

    6
    3
    1
    0
    Ref: W41111
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Open Fire

    Character cottage for 6

    Set in the heart of the beautiful picturesque village of Thornton-le-Dale, this...

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

    Beech Farm - Bracken Brow

    Wrelton, Pickering, Yorkshire

    6
    3
    2
    0
    Ref: KVR
    Key Features:
    - Swimming pool - Car parking on site - Pub within 1 mile - Garden / Patio - 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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    Your pets go free at this cottage
  • Little Barugh, near Pickering
    Little Barugh, near Pickering×

    Mulberry Hayloft

    Little Barugh, near Pickering

    6
    3
    2
    0
    Ref: DC4143
    Key Features:
    - Wifi - Car parking on site - Garden / Patio - Woodburning Stove
    Situated along a quiet lane in the sleepy hamlet of Little Barugh, this superb cottage is set in 80 acres of...
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    Your pets are included in this price
    Your pets go free at this cottage
  • Wilton near Pickering, Yorkshire
    Wilton near Pickering, Yorkshire×

    Sands Farm Cottages - Daisy Cottage

    Wilton near Pickering, Yorkshire

    6
    3
    3
    0
    Ref: CC231115
    Key Features:
    - Hot Tub - Wifi - Pub within 1 mile - Garden / Patio
    Sands Farm Cottages provide an excellent selection of high quality holiday cottages, peacefully situated within farmland...
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  • Wrelton, near Pickering, Yorkshire
    Wrelton, near Pickering, Yorkshire×

    Hall Garth

    Wrelton, near Pickering, Yorkshire

    6
    3
    1
    1
    Ref: E2867
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Woodburning Stove

    This welcoming 17th-century character cottage is spacious and very comfortable, with a wealth of beams and...

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    Your pets are included in this price
    Your pets go free at this cottage

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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