Skegness Cottages

Looking for the perfect holiday destination? Look no further than Skegness, a coastal town known for its stunning natural beauty and charming atmosphere. And when it comes to finding the perfect accommodation, cottages.com is here to make your holiday dreams come true. As a leading holiday cottage rental provider, we offer a wide range of Skegness cottages that are sure to suit every taste and budget. Whether you're looking for a cosy cottage by the sea or a spacious retreat surrounded by nature, we have the perfect option for you. Imagine waking up to breathtaking views, exploring sandy beaches, and enjoying delicious local cuisine. With cottages.com, your holiday in Skegness will be an unforgettable experience. Book your dream cottage today and start counting down the days until your well-deserved getaway. Skegness awaits!

The view from Skegness pier, UK along the wide sandy beach in summertime

Popular Skegness Holiday Cottages

Living room | The Sidings, Willoughby

Willoughby, Lincolnshire

The Sidings

Coastal
Luxury
Wifi
  • Sleeps up to 5
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£749
View
Attractive holiday home | Ash Cottage - Ashtree Court, Addlethorpe

Addlethorpe, Lincolnshire

Ash Cottage

Wifi
Swimming pool
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£599
View
Games room | The Paddock, Sloothby. near Skegness

Sloothby. near Skegness, Lincolnshire

The Paddock

Coastal
Hot Tub
Luxury
  • Sleeps up to 14
  • 5 bedrooms
  • 3 bathrooms
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£1,789
View
Living area | Cherry Blossom, Skegness

Skegness, Lincolnshire

Cherry Blossom

Coastal
Luxury
Wifi
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£529
View
Lovely holiday home | Hazel Lodge - Faulkers Lakes, Burgh le Marsh, near Skegness

Burgh le Marsh, near Skegness, Lincolnshire

Faulkers Lakes - Hazel Lodge

Coastal
Hot Tub
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4.8

out of 5

7 nights

From

£549
View
Living area | New Trend, Chapel St Leonards, near Skegness

Chapel St Leonards, near Skegness, Lincolnshire

New Trend

Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4

out of 5

7 nights

From

£585
View
Exterior | Beech House, Wainfleet, near Skegness

Wainfleet, near Skegness, Lincolnshire

Beech House

Coastal
Hot Tub
Luxury
  • Sleeps up to 10
  • 5 bedrooms
  • 3 bathrooms
  • Up to 3 pets allowed

4.6

out of 5

7 nights

From

£1,815
View
Living room | Welton House, Orby, near Skegness

Orby, near Skegness, Lincolnshire

Welton House

Hot Tub
Luxury
Wifi
  • Sleeps up to 12
  • 6 bedrooms
  • 2 bathrooms
  • Up to 4 pets allowed

4.8

out of 5

7 nights

From

£1,739
View
Lovely detached bungalow | Henrys Bungalow, Anderby, near Skegness

Anderby, near Skegness, Lincolnshire

Henrys Bungalow

Coastal
Hot Tub
Luxury
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£595
View
Living room/dining room | Royal Oak Cottages- Salem Porter - Royal Oak Cottages, Wainfleet, near Skegness

Wainfleet, near Skegness, Lincolnshire

Royal Oak Cottages- Salem Porter

Coastal
Luxury
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.7

out of 5

7 nights

From

£485
View

Dog Friendly Skegness Cottages

Jacuzzi | Vue Du Ciel - Tattershall Lake, Tattershall

Tattershall, Lincolnshire

Tattershall Lake - Vue Du Ciel

Hot Tub
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

7 nights

From

£579
View
Exterior | Beach Lodge, Winthorpe

Winthorpe, Lincolnshire

Beach Lodge

Coastal
Hot Tub
Luxury
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

2.5

out of 5

7 nights

From

£825
View
Attractive holiday home | Ash Cottage - Ashtree Court, Addlethorpe

Addlethorpe, Lincolnshire

Ash Cottage

Wifi
Swimming pool
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£599
View
Jacuzzi | Au Bords Du lac - Tattershall Lake, Tattershall

Tattershall, Lincolnshire

Tattershall Lake - Au Bords Du lac

Hot Tub
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

7 nights

From

£545
View
Games room | The Paddock, Sloothby. near Skegness

Sloothby. near Skegness, Lincolnshire

The Paddock

Coastal
Hot Tub
Luxury
  • Sleeps up to 14
  • 5 bedrooms
  • 3 bathrooms
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£1,789
View
George’s Gaff | George?s Gaff, Nr. Skegness

Near Skegness, Lincolnshire

George’s Gaff

Hot Tub
Wifi
Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

1

out of 5

7 nights

From

£635
View
Living area | Cherry Blossom, Skegness

Skegness, Lincolnshire

Cherry Blossom

Coastal
Luxury
Wifi
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£529
View
Lovely holiday home | Hazel Lodge - Faulkers Lakes, Burgh le Marsh, near Skegness

Burgh le Marsh, near Skegness, Lincolnshire

Faulkers Lakes - Hazel Lodge

Coastal
Hot Tub
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4.8

out of 5

7 nights

From

£549
View

Skegness, Lincolnshire

House 1 - Acorn Holiday Cottages

Coastal
Hot Tub
Luxury
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 1 pet allowed

7 nights

From

£1,045
View
Exterior | Beech House, Wainfleet, near Skegness

Wainfleet, near Skegness, Lincolnshire

Beech House

Coastal
Hot Tub
Luxury
  • Sleeps up to 10
  • 5 bedrooms
  • 3 bathrooms
  • Up to 3 pets allowed

4.6

out of 5

7 nights

From

£1,815
View
Living room | Welton House, Orby, near Skegness

Orby, near Skegness, Lincolnshire

Welton House

Hot Tub
Luxury
Wifi
  • Sleeps up to 12
  • 6 bedrooms
  • 2 bathrooms
  • Up to 4 pets allowed

4.8

out of 5

7 nights

From

£1,739
View

Coastal Skegness Holiday Cottages

Exterior | Beach Lodge, Winthorpe

Winthorpe, Lincolnshire

Beach Lodge

Coastal
Hot Tub
Luxury
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

2.5

out of 5

7 nights

From

£825
View
Games room | The Paddock, Sloothby. near Skegness

Sloothby. near Skegness, Lincolnshire

The Paddock

Coastal
Hot Tub
Luxury
  • Sleeps up to 14
  • 5 bedrooms
  • 3 bathrooms
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£1,789
View
Exterior | Rosedene Cottage - Rosedene Escapes, Chapel St. Leonards

Chapel St. Leonards, Lincolnshire

Rosedene Escapes - Rosedene Cottage

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

7 nights

From

£559
View
Open plan living space | The Hayloft - Jockhedge, Burgh Le Marsh, near Skegness

Burgh Le Marsh, near Skegness, Lincolnshire

The Hayloft

Coastal
Hot Tub
Luxury
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 0 pets allowed

7 nights

From

£525
View
Living area | Cherry Blossom, Skegness

Skegness, Lincolnshire

Cherry Blossom

Coastal
Luxury
Wifi
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£529
View
Lovely holiday home | Hazel Lodge - Faulkers Lakes, Burgh le Marsh, near Skegness

Burgh le Marsh, near Skegness, Lincolnshire

Faulkers Lakes - Hazel Lodge

Coastal
Hot Tub
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4.8

out of 5

7 nights

From

£549
View

Skegness, Lincolnshire

House 1 - Acorn Holiday Cottages

Coastal
Hot Tub
Luxury
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 1 pet allowed

7 nights

From

£1,045
View
Living area | New Trend, Chapel St Leonards, near Skegness

Chapel St Leonards, near Skegness, Lincolnshire

New Trend

Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4

out of 5

7 nights

From

£585
View
Exterior | Beech House, Wainfleet, near Skegness

Wainfleet, near Skegness, Lincolnshire

Beech House

Coastal
Hot Tub
Luxury
  • Sleeps up to 10
  • 5 bedrooms
  • 3 bathrooms
  • Up to 3 pets allowed

4.6

out of 5

7 nights

From

£1,815
View
Exterior | The Barn - Jockhedge, Burgh Le Marsh

Burgh Le Marsh, Lincolnshire

Jockhedge - The Barn

Hot Tub
Luxury
Wifi
  • Sleeps up to 3
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

7 nights

From

£665
View

Luxury Skegness Holiday Cottages

Living room | The Sidings, Willoughby

Willoughby, Lincolnshire

The Sidings

Coastal
Luxury
Wifi
  • Sleeps up to 5
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£749
View
Exterior | Beach Lodge, Winthorpe

Winthorpe, Lincolnshire

Beach Lodge

Coastal
Hot Tub
Luxury
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

2.5

out of 5

7 nights

From

£825
View
Games room | The Paddock, Sloothby. near Skegness

Sloothby. near Skegness, Lincolnshire

The Paddock

Coastal
Hot Tub
Luxury
  • Sleeps up to 14
  • 5 bedrooms
  • 3 bathrooms
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£1,789
View
Open plan living space | The Hayloft - Jockhedge, Burgh Le Marsh, near Skegness

Burgh Le Marsh, near Skegness, Lincolnshire

The Hayloft

Coastal
Hot Tub
Luxury
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 0 pets allowed

7 nights

From

£525
View
Living room | Psalter Farmhouse, Skendleby Psalter, near Alford

Skendleby Psalter, near Alford, Lincolnshire

Psalter Farmhouse

Coastal
Hot Tub
Luxury
  • Sleeps up to 12
  • 6 bedrooms
  • 4 bathrooms
  • Up to 0 pets allowed

3

out of 5

7 nights

From

£1,445
View
Living area | Cherry Blossom, Skegness

Skegness, Lincolnshire

Cherry Blossom

Coastal
Luxury
Wifi
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£529
View

Skegness, Lincolnshire

House 1 - Acorn Holiday Cottages

Coastal
Hot Tub
Luxury
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 1 pet allowed

7 nights

From

£1,045
View
Exterior | Beech House, Wainfleet, near Skegness

Wainfleet, near Skegness, Lincolnshire

Beech House

Coastal
Hot Tub
Luxury
  • Sleeps up to 10
  • 5 bedrooms
  • 3 bathrooms
  • Up to 3 pets allowed

4.6

out of 5

7 nights

From

£1,815
View
Living room | Welton House, Orby, near Skegness

Orby, near Skegness, Lincolnshire

Welton House

Hot Tub
Luxury
Wifi
  • Sleeps up to 12
  • 6 bedrooms
  • 2 bathrooms
  • Up to 4 pets allowed

4.8

out of 5

7 nights

From

£1,739
View
Exterior | The Barn - Jockhedge, Burgh Le Marsh

Burgh Le Marsh, Lincolnshire

Jockhedge - The Barn

Hot Tub
Luxury
Wifi
  • Sleeps up to 3
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

7 nights

From

£665
View
Exterior | Tulip - Golden Beach Holiday Park, Ingoldmells

Ingoldmells, Lincolnshire

Golden Beach Holiday Park - Tulip

Coastal
Luxury
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

7 nights

From

£465
View

Inspiration of things to see and do in our cottages in Skegness

So why wait? Book your dream holiday in Skegness with cottages.com and create memories that will last a lifetime. Experience the beauty and tranquility of this charming region while enjoying the comfort and convenience of our holiday cottages. Start planning your Skegness getaway today! With the largest collection of Lincolnshire holiday cottages, we have the perfect home away from home for you.

Here are the top five things to see and do in our cottages in Skegness:

Skegness Beach

Enjoy the sandy shores of Skegness Beach, a classic British seaside destination. Relax on the beach, take a dip in the sea, and indulge in traditional seaside treats like fish and chips and ice cream.

Natureland Seal Sanctuary

Visit Natureland Seal Sanctuary, a wildlife sanctuary that rescues and rehabilitates seals and other marine animals. Watch feeding sessions and learn about marine conservation efforts.

Skegness Pier

Take a walk along Skegness Pier, which features various amusements, arcades, and attractions. Enjoy the nostalgic seaside atmosphere and try your hand at some fun games.

Fantasy Island

Have a thrilling day at Fantasy Island, an amusement park offering a range of rides and attractions for the whole family. From roller coasters to family-friendly rides, there's something for everyone.

Gibraltar Point National Nature Reserve

Explore Gibraltar Point, a beautiful nature reserve with diverse wildlife and scenic walking trails. It's a great place for birdwatching and nature lovers.

More Popular Holiday Destination in Lincolnshire

Mablethorpe cottages

Horncastle holiday cottages

Lincoln cottages

Grantham cottages

Skegness cottages

Explore

Sign up for a chance to win £500!

Stay updated on the latest deals, exclusive offers and new holiday destinations by joining the cottages.com newsletter! Register today and automatically be entered into our prize draw to win a £500 voucher. Click here for terms and conditions.

You can opt out anytime by using the unsubscribe link in our emails. We will use your information as per our Privacy Notice.