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
  • Sleeps18
  • Bedrooms8
  • PetsYes

    4.5

    Outstanding

  • 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
  • £423 off - Fri 3rd Jan to 6th Jan 2025

  • £37 off - Fri 10th Jan to 13th Jan 2025

  • £37 off - Fri 17th Jan to 20th Jan 2025

  • £476 off - Thu 24th Apr to 28th Apr 2025

  • £86 off - Fri 9th May to 12th May 2025

  • £30 off - Fri 23rd May to 26th May 2025

  • £120 off - Fri 20th Jun to 23rd Jun 2025

  • £90 off - Fri 27th Jun to 30th Jun 2025

  • £142 off - Fri 4th Jul to 7th Jul 2025

7 nights from £1500

  • 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

  • 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 £291

  • 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 £425

  • Sleeps29
  • Bedrooms13
  • PetsYes

    4.4

    Good

  • 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 £1988

  • 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

  • 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 £370

  • Sleeps8
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • 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
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Games room
  • 20% off - Thu 2nd Jan to 9th Jan 2025

7 nights from £767

  • 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 £921

  • Sleeps12
  • Bedrooms5
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

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
  • Hot Tub
  • Dishwasher
  • Baby-friendly

7 nights from £1362

  • 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

    4.7

    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 £332

  • 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

  • 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 £323

  • 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

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

39 Cherry Park is a lovely, two-bedroom lodges situated in Chapel St Leonards, Lincolnshire. Smart TV. Close to a beach. Close to amenities. Near an AONB. Open plan. Skegness 5.3 miles; Mablethorpe 10.8 miles (Ref. 1140459)

  • Wi-fi
  • Ground floor bedroom

7 nights from £442

  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.9

    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 £386

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

93 Cherry Park, a pleasant, single-storey, two-bedroom lodge resting in Chapel St Leonards, Lincolnshire. Open-plan. Off-road parking. Close to amenities. Skegness 6.4 miles; Mablethorpe 10.5 miles. (Ref. 1159891)

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

7 nights from £335

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • 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 £454

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