24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Skegness Holiday Cottages

REFINE SEARCH

Your Skegness, Lincolnshire search returned 53 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This romantic, single-storey cottage rests by the beach in Sandilands near Sutton-On-Sea, Lincolnshire. Studio-style layout. Enclosed courtyard. Off-road parking. Pet-friendly. Mablethorpe 4.1 miles; Ingoldmells 8.7 miles; Lincoln 42.3 miles. (Ref. 1103619)

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

7 nights from £537

  • Sleeps8
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

A stunning, three-bedroom holiday home settled in Skegness, Lincolnshire. Near beach. Games room. Sauna. Hot tub. Boston 23.3 miles. (Ref. 1115396)

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

7 nights from £835

  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • 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 £387

Last booked 3 days ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

114 Cherry Park, a lovey, single-storey chalet set in the seaside village of Chapel St Leonards in Lincolnshire. Pet-friendly. Enclosed garden. Near beach. Skegness 5.9 miles; Mablethorpe 10.9 miles. (Ref. 1139541)

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

7 nights from £308

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A beautiful 19th-century cottage resting in Burgh Le Marsh, Lincolnshire. Pet-friendly. Enclosed garden. Skegness 4.9 miles. (Ref. 1093349)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher

7 nights from £854

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • 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 £496

Last booked 6 hours ago
See more details
  • Sleeps18
  • Bedrooms9
  • PetsYes

    4.9

    Outstanding

  • 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 £1534

Last booked yesterday
See more details
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • 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 £317

  • Sleeps7
  • Bedrooms4
  • PetsYes

    3.7

    Good

  • Sykes rating

A delightful semi-detached house, close to the centre of Skegness in Lincolnshire. Close to beach and amenities. Enclosed garden. Pet friendly. Boston 21.7 miles; Lincoln 42 miles. (Ref. 1058228)

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

7 nights from £466

  • Sleeps18
  • Bedrooms8
  • PetsYes

    4.2

    Good

  • Sykes rating

Carlton House is a brilliant, eight-bedroom holiday home resting in Skegness, Lincolnshire. Close to a beach. Close to amenities. Near Lincolnshire Wolds AONB. Off-road parking. Hot tub. Boston 22 miles. (Ref. 1139060)

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

7 nights from £1541

  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.8

    Good

  • Sykes rating

68 Cherry Park, a stunning holiday cabin located in the village of Chapel St Leonards in Lincolnshire. Single-storey. Near beach. On-site facilities. Skegness 5.9 miles; Mablethorpe 10.9 miles. (Ref. 1158838)

  • Ground floor bedroom

7 nights from £334

  • Sleeps29
  • Bedrooms13
  • PetsYes

    4.5

    Outstanding

  • 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 £1875

  • Sleeps5
  • Bedrooms3
  • PetsYes

    3.4

  • Sykes rating

A pleasant, semi-detached property resting in the seaside town of Skegness. Beach nearby. Off-road parking. Enclosed garden patio. Boston 22.7 miles.  (Ref. 1082174)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £412

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

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 £331

Last booked yesterday
See more details
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • 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 £415

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • 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 £312

  • Sleeps4
  • Bedrooms2
  • PetsYes

    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

7 nights from £354

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A well-presented chalet located on Cherry Park in Chapel St Leonards, Lincolnshire. Open-plan living. Enclosed veranda. Smart TV. Skegness 5.9 miles; Mablethorpe 12.4 miles. (Ref. 1112030)

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

7 nights from £442

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A characterful single-storey cottage resting in Burgh Le Marsh in Lincolnshire. Open-plan. Patio. Ground-floor living. Off-road parking. Skegness 4.9 miles; Chapel St Leonards 8.4 miles. (Ref. 1000150)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher

7 nights from £461

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.0

    Good

  • Sykes rating

A delightful bungalow situated in Anderby Creek, Lincolnshire. Pet-friendly. LED TV. Open-plan living. Chapel St Leonards 3.3 miles; Sandilands 3.8 miles. (Ref. 1109052)

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

7 nights from £389

Last booked 5 hours ago
See more details

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 LeonardsSutton-on-Sea 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, Louth, Market Rasen, 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