Skegness Holiday Cottages

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Your Skegness, Lincolnshire search returned 17 cottages

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Sea Point

Chapel St Leonards, Lincolnshire
  • 4 guests
  • 2 bedrooms
  • Pet friendly

    5.0

    Perfect

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This fabulous bungalow rests in Chapel St Leonards, Lincolnshire. Close to the beach and amenities. Off-road parking. Ground-floor living. Pet-friendly. Skegness 7.3 miles; Mablethorpe 9.4 miles. (Ref. 1052610)

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

7 nights from £414

Last booked 3 hours ago
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Windyridge

Anderby Creek near Chapel St Leonards, Lincolnshire
  • 6 guests
  • 3 bedrooms
  • No pets

    4.5

    Very good

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A charming, detached cottage situated in the village of Anderby Creek on the golden Lincolnshire coast. Sea views. Enclosed garden. Off-road parking. Mablethorpe 7.7 miles; Skegness 9.8 miles. (Ref. 1065734)

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

7 nights from £618

57 Cherry Park

Chapel St Leonards, Lincolnshire
  • 4 guests
  • 2 bedrooms
  • Pet friendly

    4.9

    Outstanding

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A contemporary, single-storey lodge resting in Chapel St Leonards, Lincolnshire. Open-plan. Smart TV. Electric fire. Off-road parking. Ingoldmells 2.2 miles; Skegness 5.3 miles; Mablethorpe 10.1 miles. (Ref. 1072248)

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

7 nights from £328

Marsh View Cottage

Wainfleet All Saints, Lincolnshire
  • 2 guests
  • 1 bedrooms
  • Pet friendly

    5.0

    Perfect

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A charming single-storey lodge tucked away on the outskirts of Wainfleet All Saints in Lincolnshire. Romantic retreat. Hot tub. Burgh le Marsh 5.4 miles; Skegness 5.8 miles; Ingoldmells 9.6 miles. (Ref. 1053346)

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

7 nights from £395

Gainsford Hall

Spilsby, Lincolnshire
  • 10 guests
  • 8 bedrooms
  • Pet friendly
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This fabulous Grade II listed mansion rests in Spilsby, Lincolnshire. Hot tub. Bedrooms with en-suites. Games room. Sauna. Off-road parking. 50" TV. Surrounded by countryside. Spilsby 4 miles. (Ref. 1074513)

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

7 nights from £1869

Garden Cottage

Great Steeping near Spilsby, Lincolnshire
  • 2 guests
  • 1 bedrooms
  • No pets

    4.9

    Outstanding

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Attractive, detached single-storey garden cottage in rural setting near Spilsby. Open plan, modern living area with woodburner. Flexible sleeping. Eco-friendly cottage with good walking and cycling. WiFi. Close to the coast. Spilsby 3 miles. (Ref. 930994)

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

7 nights from £280

2 Fieldview

Huttoft near Sutton-On-Sea, Lincolnshire
  • 4 guests
  • 2 bedrooms
  • Pet friendly

    4.0

    Good

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This coastal cottage rests in Huttoft near Sutton-On-Sea in Lincolnshire. Open fire. Pet-friendly. Countryside views. WiFi. All-ground-floor. Sutton-on-Sea 3.2 miles; Mablethorpe 5.7 miles. (Ref. 1017491)

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

7 nights from £334

Waverley

Skendleby near Spilsby, Lincolnshire
  • 6 guests
  • 3 bedrooms
  • No pets

    4.6

    Very good

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A single-storey cottage in an elevated position in the village of Skendleby near Spilsby, Lincolnshire. Walking opportunities. Linclonshire Wolds AONB location. Large garden. Spilsby 4.4 miles; Skegness 9.6 miles; Horncastle 12.8 miles. (Ref. 1038501)

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

7 nights from £394

98 Cherry Park

Chapel St Leonards, Lincolnshire
  • 4 guests
  • 2 bedrooms
  • Pet friendly

    4.6

    Very good

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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

7 nights from £302

The Cottage

Burgh le Marsh, Lincolnshire
  • 7 guests
  • 3 bedrooms
  • Pet friendly

    4.4

    Very good

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This superb country cottage is based in Burgh le Marsh, Lincolnshire. Pet-friendly. WiFi. Open-plan living. Skegness 4 miles. (Ref. 997682)

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

7 nights from £409

Bumble Bee Cottage

Skegness, Lincolnshire
  • 3 guests
  • 2 bedrooms
  • Pet friendly

    4.7

    Excellent

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Semi-detached, single-storey cottage located in the Lincolnshire town of Skegness. Pet-friendly. WiFi. Pretty enclosed garden. Off-road parking. Boston 22 miles. (Ref. 990946)

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

7 nights from £313

The Farmhouse

Burgh Le Marsh, Lincolnshire
  • 12 guests
  • 5 bedrooms
  • Pet friendly

    5.0

    Perfect

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This is an incredible 200-year-old farmhouse found in the village of Burgh Le Marsh in Lincolnshire. Luxury accommodation. Hot tub. Open fire and woodburning stove. Skegness 5.1 miles; Boston 21.2 miles. (Ref. 1000147)

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

7 nights from £1419

Last booked 2 days ago
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Moggs Retreat

Chapel St Leonards, Lincolnshire
  • 5 guests
  • 3 bedrooms
  • Pet friendly

    4.1

    Good

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Delightful single-storey lodge situated in the quiet hamlet of Anderby Creek, Lincolnshire. Pet friendly. Close to beach. Chapel St Leonard 4 miles; Skegness 10 miles. (Ref. 1010767)

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

7 nights from £321

Meadow View

Burgh Le Marsh near Skegness, Lincolnshire
  • 4 guests
  • 2 bedrooms
  • Pet friendly

    4.7

    Excellent

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Mid-terraced bungalow in the centre of the village of Burgh Le Marsh near Skegness. All ground floor with open plan accommodation. Two bedrooms and family bathroom. Skegness 4 miles. (Ref. 950884)

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

7 nights from £320

The Annexe

Burgh le Marsh, Lincolnshire
  • 2 guests
  • 1 bedrooms
  • Pet friendly

    4.1

    Good

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All ground floor accommodation with a open plan living. En-suite shower. Pet-friendly. Located in the historic village of Burgh le Marsh. Skegness 4 miles. (Ref. 937272)

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

7 nights from £237

Sunnyside Cottage

Hogsthorpe near Skegness, Lincolnshire
  • 4 guests
  • 2 bedrooms
  • Pet friendly

    3.8

    Good

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Lovely ground floor cottage in quiet village. Open fire. Short drive to beaches. Pet-friendly cottage. Skegness 7 miles. (Ref. 17833)

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

7 nights from £346

Old Function Rooms

Hogsthorpe near Skegness, Lincolnshire
  • 4 guests
  • 2 bedrooms
  • Pet friendly

    5.0

    Perfect

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First floor apartment above country inn, in the small village of Hogsthorpe. Modern, light and airy accommodation. WiFi. Stabling available. Excellent touring area. Skegness 7 miles. (Ref. 926195)

  • Wi-fi
  • Off-road parking
  • Baby-friendly

7 nights from £333

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The seaside resort of Skegness takes pride of place on Lincolnshire's coast. It was originally a village home to fewer than 400 residents, who were mostly fisherman or farmers. It wasn't until the first rail link was built in the 1870s that the town really came to life.

Find the perfect seaside destination with a Skegness holiday

Skegness ranks highly amongst UK residents as a fantastic seaside holiday destination. Points of interest include the Jolly Fisherman, originally a poster with the tagline 'Skegness… is so bracing". It's said to be the biggest contributor to Skegness' rise to fame and is one of the most famous UK holiday advertisements of all time. It was originally drawn by artist John Hassall in 1908 and was commissioned by the Great Northern Railway Company to promote tourism in Skegness. An honorary statue of the Jolly Fisherman stands proudly in the town to this day. Visit the Diamond Jubilee Clock Tower, built at the end of the 19th Century to mark then-Queen Victoria's Diamond Jubilee and take a stroll down the iconic pier to enjoy views of the wonderful beach.

Lincolnshire is in an envious location with endless possibilities, nestled between Norfolk, Cambridgeshire, Nottinghamshire, Leicestershire and more. These Skegness holiday cottages range from quaint, single-storey properties that are cosy enough for two, to contemporary townhouses with more than enough space to bring along the whole family.

Book your self-catering cottage in Skegness today and you may be surprised to discover an array of attractions, plenty of child-friendly days out, a vibrant nightlife, plenty of eateries to leave you spoilt for choice, and you will see a charming seaside town in all its glory.