Secure your stay for £20 T&Cs apply

Skegness Holiday Cottages

103 properties found

A small house with a white railing and a patio set with an umbrella on a lawn at 19 Cherry Park in Chapel St Leonards

19 Cherry Park

Chapel St Leonards, Lincolnshire

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£413

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

Bumble Bee Cottage

Skegness, Lincolnshire

3 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£351

A house with a red front door and garden at Marsh View Cottage in Wainfleet All Saints

Marsh View Cottage

Wainfleet All Saints, Lincolnshire

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£391

An outdoor area with brick walls and double doors at Angel's Retreat in Huttoft

Angel's Retreat

Huttoft, Lincolnshire

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£314

A brick building with solar panels on the roof near a pond and garden with a tree and flowers at Garden Cottage Great Steeping near Spilsby

Garden Cottage

Great Steeping near Spilsby, Lincolnshire

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£321

An exterior view of a house with a door and windows at 5 Links Court in Skegness

5 Links Court

Skegness, Lincolnshire

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£397

A shed with a fence and seating in a garden at Pear Tree Lodge in Alford

Pear Tree Lodge

Huttoft, Lincolnshire

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£309

Smithy Cottage

Smithy Cottage

Croft near Wainfleet All Saints, Lincolnshire

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£438

A single-story brick building with four wooden doors and a tiled roof surrounded by potted plants and trees at Ratty's Retreat in Candlesby near Partney

Ratty's Retreat

Candlesby near Partney, Lincolnshire

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£322

A brick semi detached house with large windows and a bench on a paved driveway at Chalfont Lodge in Skegness

Chalfont Lodge

Skegness, Lincolnshire

18 Guests
9 Beds
Pet Friendly
Wifi

for 7 nights

From

£1665

A black house with white railing and a grassy front yard at 98 Cherry Park in Chapel St Leonards

98 Cherry Park

Chapel St Leonards, Lincolnshire

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£389

A small brick building with a white door and window with two wooden benches and a table outside at The Annexe in Burgh le Marsh

The Annexe

Burgh le Marsh, Lincolnshire

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£228

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

57 Cherry Park

Chapel St Leonards, Lincolnshire

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£402

A living room with two sofas and a dining area at Orby Cottage, Chapel St Leonards

Orby Cottage

Chapel St Leonards, Lincolnshire

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£452

Kantankye Lodge

Kantankye Lodge

Thorpe St. Peter near Wainfleet All Saints, Lincolnshire

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£395

21 Anderby Road

21 Anderby Road

Chapel St Leonards, Lincolnshire

6 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£682

A brick house with chimneys and a driveway next to a fenced garden at The Cottage in Burgh le Marsh

The Cottage

Burgh le Marsh, Lincolnshire

7 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£405

A lodge with a deck and chairs at 2 Bed Lodge Sleeps 5 - Pet Friendly, WiFi, Parking, Skegness
New

Oystercatcher Caravan

Skegness, Lincolnshire

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£657

A red brick building with multiple windows and a sloped roof with a sign saying Caxton House and a garden with bushes in Skegness

Caxton House

Skegness, Lincolnshire

29 Guests
13 Beds
Pet Friendly
Wifi

for 7 nights

From

£2250

An outdoor space with a building wall with three windows two chairs a potted plant and spiky green plants in the foreground at 19 The Court in Anderby Creek

19 The Court

Anderby Creek, Lincolnshire

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£589

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.

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.

Other Popular Destinations near these Cottages in Skegness:

Chapel St Leonards

Sutton-on-Sea

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.

Manage Your Cookie Preferences

We use cookies to enhance your browsing experience, analyse our traffic, personalise content and for marketing purposes including the personalisation of ads on the internet. We also set cookies that are necessary for our website to work. You can accept, decline, or manage your cookie preferences by clicking the appropriate button. More information about Google ads can be found in our cookie policy.