Holiday Cottages With Character

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published

  • Sleeps7
  • Bedrooms4
  • Pet FriendlyYes

    5.0

    Perfect

  • Sykes rating

A beautiful rural detached house resting in Madresfield near Malvern. Hot tub. Off-road parking. Woodburning stove. Malvern 2.7 miles; Worcester 7.2 miles; Birmingham 35.5 miles. (Ref. 1130488)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Games room


for 7 nights From £1389

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6

    Outstanding

  • Sykes rating

A lovely chalet nestled on Cherry Park resort in the village of Chapel St Leonards, in Lincolnshire. Open-plan ground floor accommodation. Dog friendly. Shop and pub 2 mins walk. Skegness 6.5 miles. (Ref. 1062320)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine


for 7 nights From £389

  • Sleeps4
  • Bedrooms3
  • Pet FriendlyNo

    4.8

    Outstanding

  • Sykes rating

The Cottage on the Island, a beautiful home set in the pretty village of Castleton in the Peak District National Park, with a woodburning stove and off-road parking. Hope 2.2 miles; Buxton 10.1 miles; Bakewell 13.6 miles. (Ref. 1095309)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £564

  • Sleeps21
  • Bedrooms9
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

The Five Bells Inn is an impressive, former pub resting in the village of Upwell, Norfolk. Bar area. WiFi. Hot tub. Off-road parking. En-suite bedrooms. Wisbech 6.4 miles; King's Lynn 17.1 miles. (Ref. 1145750)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights From £4955

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

This detached, stone annexe is based on a smallholidng on the outskirts of Ludlow, within the Shropshire Hills AONB. Open-plan layout. Electric woodburner. WiFi. Ludlow 4 miles; Richards Castle 8.3 miles. (Ref. 1000613)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights From £312

Last booked 5 hours ago
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  • Sleeps5
  • Bedrooms2
  • Pet FriendlyNo

    4.8

    Outstanding

  • Sykes rating

This historic, stone-built cottage can be found resting in the beautiful village of Timsbury in Somerset. Flexible sleeping arrangement. Child-friendly. Electric fire. Bath 7.7 miles; Glastonbury 18.7 miles. (Ref. 1055308)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £472

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

A beautiful, semi-detached cottage settled in Picton near Gwespyr, Flintshire. Off-road parking. Smart TV. Ground-floor living. Garden. Prestatyn 4.5 miles; Denbigh 15.6 miles; Llandudno 25.7 miles. (Ref. 1110159)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom


for 7 nights From £319

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Welcoming farm cottage. Environmentally friendly features. wood burning stove. Lovely countryside. Farm to help on. Honiton 2 miles. (Ref. 976052)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £476

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

Orcaber Farm Retreat, a charming stone-built cottage on the outskirts of Austwick in North Yorkshire boasts a woodburning stove and nearby amenities. Settle 5.3 miles; Ingleton 6.4 miles; Skipton 20.3 miles. (Ref. 1199055)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Sky TV


for 7 nights From £400

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Impressive rural Wiltshire cottage, a mile from the village of Great Bedwyn. WiFi. Close to the Kennet and Avon Canal. Lovely walking in an Area of Outstanding Natural Beauty. Crofton Steam Beam Engines close by. Marlborough 7 miles. (Ref. 922236)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £657

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

Orcaber Farm Barn, a delightful pet-friendly barn conversion nestled near Austwick in North Yorkshire, boasts a woodburning stove, an enclosed garden. Settle 5 miles (Ref. 1199056)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights From £488

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

Beautifully appointed, stone-built barn conversion in a secluded part of Dartmoor National Park on owner's smallholding. Garden, pet-friendly. Lovely views. Ideal romantic retreat. Tavistock 4 miles. (Ref. 952016)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Baby-friendly


for 7 nights From £324

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

Treetops is an outstanding detached retreat in Southerton, Devon, boasting a woodburning stove, private balcony, a barbecue, and gorgeous woodland views. Sidmouth 5.3 miles; Exmouth 9.9 miles. (Ref. 16749)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • 15% off - Fri 7th Aug to 31st Aug 2026


for 7 nights From £679

Last booked 9 hours ago
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  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

A simply gorgeous cottage near the Peak District National Park. Stunning Countryside Views. Hot Tub, Games Room. Wood Burning Stove. Leek 5.5 miles; Peak District National Park 8 miles. (Ref. 1097710)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights From £1261

Last booked yesterday
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Please find below a selection of self catering holiday cottages with character. These cottages are typified by exposed beams, original fireplaces, unusual brickwork and other interesting features. If you already know where you would like to go on holiday - for example, St Davids, Pembrokeshire, The Cotswolds etc - please use the map to find character cottages in that area. As well as these properties, we'd highly recommend taking a look at these stunning Grade II listed cottages as well for even more ideas and inspration.