Skegness Holiday Cottages

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Your search returned 16 cottages.

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    • Customer Rating: 3.8 out of 4

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    • Sleeps2
    • Bedrooms1
    • PetsNo

    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)

    Last booked yesterday

    7 nights from £238

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    • Sleeps6
    • Bedrooms3
    • PetsNo

    A detached barn conversion resting in the village of Spilsby in Lincolnshire. Enclosed garden. Family-friendly. Countryside views. Horncastle 9.8 miles; Skegness 12 miles. (Ref. 955960)

    7 nights from £367

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    • Customer Rating: 4 out of 4

    • Sleeps5
    • Bedrooms3
    • PetsNo

    A beautiful open-plan detached bungalow situated in the hamlet of Mavis Enderby in Spilsby. Superb surrounding woodland. Beautifully furnished. WiFi. TV. (Ref. 981655)

    7 nights from £314

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    • Customer Rating: 4 out of 4

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    • Sleeps2
    • Bedrooms1
    • PetsNo

    Pretty ground floor cottage, lovely romantic retreat outside Willoughby near Alford. Fabulous garden areas, great opportunities for walkers. Alford 2.7 miles. (Ref. 948945)

    7 nights from £281

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    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 £221

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    • Sleeps6
    • Bedrooms2
    • PetsYes

    Cosy 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. 990026)

    7 nights from £228

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    • Sleeps3
    • Bedrooms2
    • PetsYes

    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)

    Last booked within the last 2 days

    7 nights from £274

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Single-storey cottage in Burgh le Marsh, Lincolnshire. All ground floor. Enclosed rear garden. All amenities on doorstep. Skegness 4 miles. (Ref. 976790)

    7 nights from £227

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    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 £279

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    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)

    Last booked within the last 2 days

    7 nights from £201

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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. Our 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.