Skegness Holiday Cottages

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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 57 cottages

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Map View
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
15
Burgh le Marsh, Lincolnshire, PE24
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

All ground floor accommodation with a open plan living. En-suite shower. Pet-friendly. Located in the historic village of Burgh le Marsh. Skegness 4 miles. (Ref. 937272)

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

7 nights from £249

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An outdoor area with a wooden bench, a round table with a wine bottle and glasses, potted plants, and a brick building with a tiled roof at The Dairy in Burgh Le Marsh
20
Burgh Le Marsh, Lincolnshire, PE24
  • 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 £586

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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
21
Candlesby near Partney, Lincolnshire, PE23
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7★

    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 £306

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An outdoor patio area with two wicker chairs and a small table in front of wooden siding and glass double doors at Wagtail Cottage in Sandilands near Sutton-On-Sea
29
Sandilands near Sutton-On-Sea, Lincolnshire, LN12
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A romantic, single-storey cottage near the beach in Sandilands, Sutton-On-Sea, Lincolnshire. Off-road parking. Pet-friendly. Studio-style layout. Enclosed courtyard. Mablethorpe 4.1 miles; Ingoldmells 8.7 miles; Lincoln 42.3 miles. (Ref. 1103638)

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

7 nights from £591

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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

    4.8★

    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 £320

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A red wooden gate opening to a gravel driveway and a brick house with a red door at Marsh View Cottage in Wainfleet All Saints
19
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
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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

Last booked 2 days ago
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A small white house with a porch and outdoor furniture at 23 Cherry Park in Chapel St Leonards
Offer
18
Chapel St Leonards, Lincolnshire, PE24
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.3★

    Good

  • Sykes rating

23 Cherry Park is a holiday cabin resting in the seaside town of Chapel St Leonards, Lincolnshire. Close to a shop and a pub. Close to a beach. Pet-friendly. Open-plan. Ingoldmells 2.1 miles; Skegness 5.9 miles. (Ref. 1125702)

  • Off-road parking
  • Ground floor bedroom

  • 10% off - Fri 30th May to 1st Aug 2025

7 nights from £348

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A brick exterior wall with an outdoor staircase and a small patio area with two chairs and a table at The Hayloft in Burgh Le Marsh
24
Burgh Le Marsh, Lincolnshire, PE24
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A character, first-floor apartment resting on the edge of Burgh Le Marsh, Lincolnshire. Romantic. Off-road parking. Pet-friendly. Skegness 4.9 miles. (Ref. 1000155)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £586

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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
18
Great Steeping near Spilsby, Lincolnshire, PE23
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Attractive, detached single-storey garden cottage in rural setting near Spilsby. Open plan, modern living area with woodburner. Flexible sleeping. Eco-friendly cottage with good walking and cycling. WiFi. Close to the coast. Spilsby 3 miles. (Ref. 930994)

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

7 nights from £309

Last booked yesterday
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A single story brick house with a driveway a red garage door a white entrance door and a front lawn with bushes at Sunnyside Cottage in Hogsthorpe near Skegness
6
Hogsthorpe near Skegness, Lincolnshire, PE24
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4★

    Good

  • Sykes rating

Lovely ground floor cottage in quiet village. Open fire. Short drive to beaches. Pet-friendly cottage. Skegness 7 miles. (Ref. 17833)

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

7 nights from £378

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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

    4.9★

    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

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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

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A single story blue house with a tiled roof and front garden at Meadowsweet in Anderby Creek
35
Anderby Creek, Lincolnshire, PE24
  • 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 £445

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A bungalow with a white railing porch and lawn at 107 The Laurels in Chapel St Leonards
16
Chapel St Leonards, Lincolnshire, PE24
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2★

    Good

  • Sykes rating

107 The Laurels is a well-positioned, two-bedroom chalet resting in Chapel St Leonards, Lincolnshire. Close to amenities and beach. Pet-friendly. Skegness 5.8 miles; Mablethorpe 12.3 miles. (Ref. 1140869)

  • Wi-fi
  • Ground floor bedroom

7 nights from £347

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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

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A black house with white railing and a grassy front yard at 98 Cherry Park in Chapel St Leonards
25
Chapel St Leonards, Lincolnshire, PE24
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    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 £353

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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
Chapel St Leonards, Lincolnshire, PE24
  • 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 £413

Last booked yesterday
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A porch with white railing black chairs hanging flower baskets and potted plants at 39 Cherry Park in Chapel St Leonards
14
Chapel St Leonards, Lincolnshire, PE24
  • 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 £413

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A small patio area with a glass table outside a brick building with white framed windows and door at Seaside Retreat in Chapel Point near Chapel St Leonards
20
Chapel Point near Chapel St Leonards, Lincolnshire, PE24
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Seaside Retreat is a lovely home located in a holiday park in the beautiful seaside resort village of Chapel point near Chapel St Leonards. Open-plan living. Close to beach. Near fishing lake. Skegness 7.1 miles; Mablethorpe 9.5 miles. (Ref. 1150170)

  • Ground floor bedroom

7 nights from £344

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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.