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Skegness Holiday Cottages

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Your Skegness, Lincolnshire search returned 52 cottages

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  • 29 Guests
  • 13 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

Caxton House, a historic, thirteen-bedroom holiday home in Skegness, Lincolnshire. Off-road parking. Pet-friendly. Games room. Range cooker. En-suites. Boston 22.7 miles. (Ref. 1147750)

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

7 nights from £2060

Last booked yesterday
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  • 18 Guests
  • 9 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

Chalfont Lodge is a stunning, nine-bedroom property residing in Skegness, Lincolnshire. Electric fire. Hot tub. En-suite bedrooms. EV charging. Boston 22.2 miles. (Ref. 1143154)

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

7 nights from £1693

Last booked 2 days ago
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  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

Kantankye Lodge is a pleasant, single-storey lodge resting in Thorpe St. Peter, Lincolnshire. Off-road parking. Open-plan living. Dog-friendly. Burgh le Marsh 3.4 miles; Skegness 6.4 miles; Ingoldmells 8.7 miles. (Ref. 1140599)

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

7 nights from £387

Last booked yesterday
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  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.7

    Sykes Rating

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 £419

  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

A detached single-storey cottage located in Sandilands near Sutton-On-Sea, Lincolnshire. En-suite bedrooms. Woodburning stove. Close to beach. Mablethorpe 4.1 miles; Ingoldmells 8.7 miles; Skegness 12.4 miles. (Ref. 1069237)

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

7 nights from £555

  • 3 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

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 £314

Last booked yesterday
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  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

Monty’s Retreat is located in Anderby Creek near Skegness in Lincolnshire. Detached. Close to beach. Impressive views. Off-road parking. Dog-friendly. Chapel St Leonards 3.2 miles. Ingoldmells 5.9 miles. Skegness 9.7 miles. (Ref. 20242)

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

7 nights from £531

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.8

    Sykes Rating

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
  • Hot Tub

7 nights from £421

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

A charming single-storey property perched in Alford, Lincolnshire. Dog-friendly. Near an AONB. Pretty views. 5.3 miles; Louth 13.8 miles; Skegness 14.7 miles; Horncastle 17.5 miles. (Ref. 1122497)

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

7 nights from £552

Last booked 2 days ago
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  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

Brambleberry Barn is a superb, four-bedroom holiday home resting in Halton Holegate near Spilsby. Hot tub. Smart TV. Woodburning stove. Open plan. Off-road parking. Countryside views. Horncastle 12.2 miles; Skegness 12.3 miles. (Ref. 1130024)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • £2405 off - Sat 3rd Jan to 9th Jan 2026

7 nights from £1110

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    5.0

    Sykes Rating

This splendid single-storey holiday home rests in Alford, Lincolnshire. Near an AONB. Dog-friendly. Off-road parking. Smart TV. Mablethorpe 5.3 miles; Louth 13.8 miles; Skegness 14.7 miles; Horncastle 17.5 miles. (Ref. 1119249)

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

7 nights from £677

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.6

    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

7 nights from £353

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.8

    Sykes Rating

Windyridge, a charming, detached cottage situated in the village of Anderby Creek on the golden Lincolnshire coast. WiFi. Sea views. Enclosed garden. Mablethorpe 7.7 miles; Skegness 9.7 miles. (Ref. 1154642)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £724

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.8

    Sykes Rating

A pleasant, one-bedroom cottage resting in Huttoft, Lincolnshire. Near beach. Close to amenities. Pet-friendly. Anderby Creek 3.1 miles; Skegness 10.9 miles; Lincoln 40.2 miles. (Ref. 1094394)

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

7 nights from £320

  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.9

    Sykes Rating

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 £314

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

Beach Haven is a charming, contemporary home resting in Anderby Creek near Chapel St Leonards, Lincolnshire, with a hot tub and close by beach. Chapel St Leonards 3 miles; Skegness 9.4 miles; Lincolnshire Wolds National Landscape 26.7 miles. (Ref. 1149054)

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

7 nights from £748

  • 7 Guests
  • 3 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

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 £427

  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

A fabulous cottage converted from stables, set in Wrangle near Old Leake, Lincolnshire. Large garden. Countryside views. All-ground-floor. Boston 11.7 miles; Skegness 12.6 miles. (Ref. 1049681)

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

7 nights from £927

Last booked yesterday
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  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.8

    Sykes Rating

A remarkable three-bedroom barn conversion settled in a rural location in the village of Wrangle, Lincolnshire. Open-plan. Contemporary. Countryside views. Boston 11.5 miles; East Kirkby 11.6 miles; Mablethorpe 26.6 miles. (Ref. 1049682)

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

7 nights from £740

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.6

    Sykes Rating

Ratty’s Retreat is a single-storey barn conversion resting in Candlesby, near Partney, Lincolnshire. Close to AONB. Countryside views. Woodburning stove. Burgh Le Marsh 3.4 miles; Skegness 7.8 miles; Louth 15.9 miles. (Ref. 1144472)

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

7 nights from £306

Located on the beautiful Lincolnshire coast is this collection of holiday cottages in Skegness. Skegness is a bustling seaside resort, well-loved by families, groups, couples and those alike, with a variety of attractions to keep all entertained.

Why Skegness Holiday Cottages?

Holiday cottages in Skegness take pride of place on the famous Lincolnshire coastline, they offer a fantastic seaside holiday destination with so much to see and do. Use your Skegness holiday cottage as a base to enjoy the pleasure beach with its long pier, as well as a host of attractions to suit all ages. Such attraction includes the Natureland Seal Sanctuary, Skegness Aquarium, and the imposing Jubilee Clock Tower.

Find more things to do during your stay at Skegness Holiday Cottages with our UK travel guide.

Places to Visit Near Holiday Cottages in Skegness

Skegness holiday cottages are perfectly positioned for enjoying the Lincolnshire coastline, as well as heading inland to explore the Lincolnshire Wolds AONB. Just a stone's throw away from Skegness is Ingoldmells, which is a popular coastal village, home to the theme park, Fantasy Island. Continue up the coastline and visit the coastal havens of, Chapel St Leonards, Louth, Market RasenSutton-on-Sea, Woodhall Spa and Mablethrope for more beach days out.

Alternatively, use your cottages in Skegness as a base to explore inland, with the Lincolnshire Wolds waiting to be discovered. Here, you will find scenic paths and trails aplenty and opportunities to try your hand at archaeology, geology, and geocaching. Skegness holiday cottages are in an envious location with endless possibilities, with Norfolk, Lincoln, Cambridgeshire, Nottinghamshire, and Leicestershire resting within driving distance.

Types of Lincolnshire Holidays

Now is the time to book a Skegness holiday cottage!

As well as superb holiday cottages in Skegness and pet-friendly cottages in Skegness, Lincolnshire offers a wide selection of holiday types. Looking to get away for the weekend?

Try these short breaks in Lincolnshire, while Lincolnshire hot tub breaks are ideal for a special getaway. Alternatively, try a Lincolnshire log cabin or Lincolnshire glamping pod for something unique! For the full collection, see Lincolnshire cottages