Skegness Holiday Cottages

Within 10 miles
  • Within 1 mile
  • Within 2 miles
  • Within 3 miles
  • Within 5 miles
  • Within 10 miles
  • Within 20 miles
  • Within 30 miles
  • Within 50 miles
1
2
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
Pets
  • Pets
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • Property pet free
7
  • 7
  • 3
  • 4
  • -
  • 1
  • 2
  • 5
  • 6
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
3 Days +/-
  • Exact Dates
  • 1 Day +/-
  • 2 Days +/-
  • 3 Days +/-

British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Skegness Holiday Cottages

REFINE SEARCH

Your Skegness, Lincolnshire search returned 60 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
Map View
A brick bungalow with a paved driveway and a lawn at Waverley in Skendleby near Spilsby
38
Skendleby near Spilsby, Lincolnshire, PE23
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • 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

Last booked yesterday
See more details
A dark exterior wall with two chairs and potted plants in front and an air conditioning unit at 19 The Court in Anderby Creek
37
Anderby Creek, Lincolnshire, PE24
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

19 The Court is a pleasing bungalow resting in Anderby Creek, Lincolnshire, boasting an open-plan layout, Smart TV and is a short walk to the beach. Chapel St Leonards 3.2 miles; Sandilands 3.8 miles; Ingoldmells 5.9 miles. (Ref. 1171646)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine

7 nights from £428

See more details
A wooden cabin with a deck and umbrella surrounded by trees and plants at Kantankye Lodge Thorpe St Peter near Wainfleet All Saints
25
Thorpe St. Peter near Wainfleet All Saints, Lincolnshire, PE24
  • 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 £395

See more details
A brick semi detached house with large windows and a bench on a paved driveway at Chalfont Lodge in Skegness
60
Skegness, Lincolnshire, PE25
  • Sleeps18
  • Bedrooms9
  • PetsYes

    4.8★

    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 £1692

See more details
A sunroom with two wicker chairs facing the sea at Windyridge in Anderby Creek near Chapel St Leonards
39
Anderby Creek near Chapel St Leonards, Lincolnshire, PE24
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6★

    Outstanding

  • 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 £734

Last booked 2 days ago
See more details
The front of a dark blue house with a white porch and pebble driveway at 4 Roman Bank in Sutton-On-Sea
36
Sutton-On-Sea, Lincolnshire, LN12
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • 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 £557

See more details
A brick house with a tiled roof a large grassy lawn and a wooden deck with outdoor furniture at Brambleberry Barn in Halton Holegate near Spilsby
54
Halton Holegate near Spilsby, Lincolnshire, PE23
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7★

    Outstanding

  • 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 £1115

Last booked yesterday
See more details
Front view of a brick house with two white windows and a sliding glass door with plants on both sides at Monty's Retreat in Anderby Creek
31
Anderby Creek, Lincolnshire, PE24
  • 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 £531

See more details
A front yard with a concrete driveway gravel areas a wooden picket fence a small shed and a brick house in the background at Bumble Bee Cottage in Skegness
22
Skegness, Lincolnshire, PE25
  • 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 £314

See more details
A brick house with chimneys and a driveway next to a fenced garden at The Cottage in Burgh le Marsh
41
Burgh le Marsh, Lincolnshire, PE24
  • 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 £427

See more details
A house with a red front door and garden at Marsh View Cottage in Wainfleet All Saints
23
Wainfleet All Saints, Lincolnshire, PE24
  • 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 £421

Last booked yesterday
See more details
A single story building with brick and gray wood siding with multiple windows and a tiled roof at The Stables in Wrangle near Old Leake
38
Wrangle near Old Leake, Lincolnshire, PE22
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • 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 £890

See more details
A living room with a glass coffee table a green patterned sofa and a TV on a wooden corner stand at Cranford House in Huttoft
15
Huttoft, Lincolnshire, LN13
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • 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 £293

See more details
A small black and white cabin with a white fence and black chairs on the porch at 114 Cherry Park in Chapel St Leonards
16
Chapel St Leonards, Lincolnshire, PE24
  • 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 £315

Last booked 2 days ago
See more details
A black cabin with large windows a white door and a white fence on a grassy lawn at 57 Cherry Park in Chapel St Leonards
22
Chapel St Leonards, Lincolnshire, PE24
  • 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 £356

Last booked yesterday
See more details
A fenced garden with lawn chairs grill and picnic table outside a brick building at Tawny Cottage in Alford
28
Alford, Lincolnshire, LN13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • 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 yesterday
See more details
A row of brick and white houses with black timber detailing and flowers in the foreground
59
Skegness, Lincolnshire, PE25
  • Sleeps18
  • Bedrooms8
  • PetsYes

    4.3★

    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 £1326

Last booked yesterday
See more details
A semi detached house with a lawn and hedge in front and a driveway on the side of the house at Beach Haven in Anderby Creek
38
Anderby Creek, Lincolnshire, PE24
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • 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

See more details
An outdoor patio area with wooden picnic tables, small garden with a red bush, lamp post, and a brick building with tiled roof at Barn Cottage in Alford
44
Alford, Lincolnshire, LN13
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • 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 £683

Last booked 2 days ago
See more details
A single-story house with white and brick exterior walls and three windows at Jacobs Retreat in Anderby Creek near Chapel St Leonards
40
Anderby Creek near Chapel St Leonards, Lincolnshire, PE24
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Jacob's Retreat is a suitable, single-storey bungalow located along the coast in Anderby Creek near Chapel St Leonards in Lincolnshire enjoying lake views. Mablethorpe 9.2 miles; Skegness 9.7 miles. (Ref. 1163349)

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

7 nights from £510

See more details
Map View

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 Rasen, Sutton-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.