Skegness Holiday Cottages

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We've found you 14 cottages in Skegness, Lincolnshire

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  • 98 Cherry Park

    Chapel St Leonards, Lincolnshire
    • Sleeps6
    • Bedrooms2
    • PetsYes
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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)

    7 nights from £278

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  • Waverley

    Skendleby near Spilsby, Lincolnshire
    • Sleeps6
    • Bedrooms3
    • PetsNo
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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)

    7 nights from £387

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  • The Cottage

    Burgh le Marsh, Lincolnshire
    • Sleeps7
    • Bedrooms3
    • PetsYes
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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)

    7 nights from £375

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  • Bumble Bee Cottage

    Skegness, Lincolnshire
    • Sleeps3
    • Bedrooms2
    • PetsYes
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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)

    7 nights from £288

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  • The Farmhouse

    Burgh Le Marsh, Lincolnshire
    • Sleeps12
    • Bedrooms5
    • PetsYes
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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)

    7 nights from £1295

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  • Garden Cottage

    Great Steeping near Spilsby, Lincolnshire
    • Sleeps2
    • Bedrooms1
    • PetsNo
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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)

    7 nights from £261

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  • 2 Fieldview

    Huttoft near Sutton-On-Sea, Lincolnshire
    • Sleeps4
    • Bedrooms2
    • PetsYes
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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)

    7 nights from £328

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  • Sunnyside Cottage

    Hogsthorpe near Skegness, Lincolnshire
    • Sleeps4
    • Bedrooms2
    • PetsYes
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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)

    7 nights from £318

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  • Meadow View

    Burgh Le Marsh near Skegness, Lincolnshire
    • Sleeps4
    • Bedrooms2
    • PetsYes
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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)

    7 nights from £294

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  • Moggs Retreat

    Chapel St Leonards, Lincolnshire
    • Sleeps5
    • Bedrooms3
    • PetsYes
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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)

    7 nights from £308

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    Last booked 2 days ago
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  • The Annexe

    Burgh le Marsh, Lincolnshire
    • Sleeps2
    • Bedrooms1
    • PetsYes
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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)

    7 nights from £219

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  • Cottage on the Square

    Burgh Le Marsh near Skegness, Lincolnshire
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A wonderful cottage situated in the village of Burgh le Marsh in Lincolnshire. Charming retreat. Skegness 4 miles. (Ref. 960534)

    7 nights from £322

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  • Teulons Hall

    Spilsby, Lincolnshire
    • Sleeps28
    • Bedrooms13
    • PetsYes
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    Superb 18th century, Grade II listed mansion with countryside views and thirteen bedrooms near the town of Spilsby. Games room, full size snooker table. Indoor hot tub and sauna. Ideal for a celebration or birthday. Spilsby 4 miles. (Ref. 961144)

    7 nights from £1459

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    Last booked 2 days ago
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  • Old Function Rooms

    Hogsthorpe near Skegness, Lincolnshire
    • Sleeps4
    • Bedrooms2
    • PetsYes
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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)

    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.