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Holiday Cottages in Skegness

Searching for the perfect spot for a seaside sojourn? Look no further than the bustling seaside town of Skegness. Tucked away on the beautiful Lincolnshire Coast, this British seaside resort was one of the first to welcome holidaymakers in the late 18th century and is still a firm favourite to this day. From the stretching golden sands of Skegness Beach, where the little ones can enjoy donkey rides, to the bustling town centre, this is the perfect family holiday spot. What’s more, you’ll find some of the best holiday cottages in Lincolnshire here to boot. Read more

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53.305799, 0.280859

Lavender cottage is ideally situated in a quiet cul de sac location, only a short walk to the sea. The cottage is a detached, recently renovated two bedroom bungalow with spacious lounge, newly fitted kitchen, conservatory, bathroom and two bedrooms.  Wi-Fi included . There is a wide range of facilities within walking distance and easy access to a bus route. One dog welcome. Strictly non smoking. Welcome packs for you and your dog. Large dog bed available on request at no extra cost.

Weekly guide price:
£575 to £900
Short breaks from £135 per night

4  |   2  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 5 (peak)

Preferred arrival day: Friday

53.330884, 0.270528

Beautifully presented to a very high standard, Sandpiper Cottage is a charming seaside holiday home in the quiet coastal hamlet of Trusthorpe between Sutton-on-Sea and Mablethorpe on the Lincolnshire coast. Enjoying a peaceful cul-de-sac position, this spacious single level cottage sleeps up to four guests in an ensuite king bedroom, and twin room and is just a short stroll from Trusthorpe's dog friendly sandy beach.

Weekly guide price:
£540 to £998
Short breaks from £106 per night

4  |   2  |   2  |   Enquire  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Saturday

53.108366, 0.240885

Tucked away discretely on the edge of Wainfleet All Saints near Skegness, Northolme Hall is an elegant Georgian country mansion house that is ideal for large gatherings of family and friends. Sleeping twenty one guests in eleven bedrooms, it includes a separate cottage for grandparents or guests who want their own space. Northolme Hall has all the features of a top quality country hotel, including indoor heated pool, all-weather tennis court, and extensive gardens, with the benefit of complete privacy. Surrounded by glorious countryside and with fantastic beaches such as Skegness and Cleepthorpes just a short drive away, Northolme Hall is within an easy walk of the villages amenities including a supermarket and train station. Lincoln, Grantham, Mablethopre, Gainsborough and Sleaford are all accessible by car, making Northolme Hall the ideal base for a self-catering holiday in Lincolnshire.

Weekly guide price:
£6250 to £7995
Short breaks from £1100 per night

21  |   11  |   Enquire  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

53.214686, 0.334774

"98 Cherry Park" is a 2 bed holiday Lodge sleeping up to 4 guests in Lincolnshire. Chapel St Leonards is situated on the Lincolnshire coast, bursting with traditional shops, local family pubs and a variety of restaurants and cafes. The long sandy beaches and sand dunes are the perfect place to relax, with brightly painted...

Prices from £96 per night

4  |   2  |   Yes  |   Yes  |   Yes


53.156902, 0.237135

"The Hayloft" is a 1 bed holiday Cottage sleeping up to 2 guests in Lincolnshire. Burgh le Marsh, a charming town surrounded by countryside, is only four miles from Skegness, a popular coastal resort. Burgh le Marsh has a wide range of services, including five pubs that all serve hearty meals, a butcher, a baker, and a shop....

Prices from £143 per night

2  |   1  |   Yes  |   Yes  |   Yes


53.258598, 0.324911

"Meadowsweet" is a 2 bed holiday Cottage sleeping up to 4 guests in Lincolnshire. Anderby Creek, a picturesque seaside hamlet located in the middle of Lincolnshire Country Coastal Park between Chapel St. Leonards and Sandilands, is a must-visit. Its seven miles of golden sands, stretching from Sandilands to Chapel Point,...

Prices from £120 per night

4  |   2  |   Yes  |   Yes  |   Yes


53.226414, 0.300264

"Sunnyside Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Lincolnshire. Hogsthorpe village is situated on the A52 and has two pubs, a restaurant, and a village store with Post Office. Two miles away is Chapel St Leonards with its sandy beach and seven miles away is the seaside resort of Skegness.

Prices from £109 per night

4  |   2  |   Yes  |   Yes  |   No


53.193200, 0.338100

"Apartment in Lincolnshire" is a 2 bed holiday Apartment sleeping up to 4 guests in Lincolnshire. This first floor apartment is perfect for couples and small families wanting a seaside break in the heart of a bustling village centre, less than a mile from the beach and the promenade. The popular theme park of Fantasy Island is less than 0.5...

Prices from £161 per night

4  |   2  |   Yes  |   Yes  |   Yes


53.261333, 0.320044

"19 Grace Crescent" is a 3 bed holiday Cottage sleeping up to 5 guests in Lincolnshire. In the centre of Lincolnshire Country Coastal Park, between Chapel St. Leonards and Sandilands, is the charming beachfront hamlet of Anderby Creek. The hamlet is well-known for its seven miles of golden sands that run from Sandilands to Chapel...

Prices from £143 per night

5  |   3  |   Yes  |   Yes  |   Yes


53.258717, 0.324877

"Samphire" is a 3 bed holiday Cottage sleeping up to 5 guests in Lincolnshire. To the north of Chapel St. Leonards and to the south of Sanidlands, in the Lincolnshire Coastal Park, is the picturesque beachfront hamlet of Anderby Creek. Well-known for its seven miles of golden sands stretching from Sandilands to Chaperl...

Prices from £320 per night

5  |   3  |   Yes  |   Yes  |   Yes


53.214686, 0.334774

"93 Cherry Park" is a 2 bed holiday Lodge sleeping up to 4 guests in Lincolnshire. Chapel St Leonards is a charming tiny village on the Lincolnshire coast, seven miles from the tourist resort of Skegness. Traditional shops, local family pubs, and a range of restaurants and cafes abound in the town centre. Long stretches of...

Prices from £96 per night

4  |   2  |   Yes  |   Yes  |   Yes


53.156454, 0.237036

"The Pine" is a 3 bed holiday Cottage sleeping up to 6 guests in Lincolnshire. Four miles separate Burgh le Marsh, a charming beach village, from Skegness, a bustling seaport. A butcher's shop, a baker's shop, and a store are all available in Burgh le Marsh. Perched on a hilltop are a stunning old windmill and an ancient...

Prices from £268 per night

6  |   3  |   Yes  |   Yes  |   Yes


53.160976, 0.244919

"1 The Bays" is a 3 bed holiday Cottage sleeping up to 6 guests in Lincolnshire. The pretty town of Burgh le Marsh, surrounded by open farmland, is just four miles from the popular seaside town of Skegness. Burgh le Marsh has varied amenities, with five pubs all serving food, a butcher's, a baker's and a store. There is a...

Prices from £121 per night

6  |   3  |   Yes  |   Yes  |   Yes


53.261825, 0.320586

"Moggs Retreat" is a 3 bed holiday Lodge sleeping up to 5 guests in Lincolnshire. Resting on the Lincolnshire coast, seven miles from the popular resort of Skegness, is the little village of Chapel St Leonards. The village offers several interesting shops, local family pubs, restaurants and cafes, as well as beautiful sandy...

Prices from £140 per night

5  |   3  |   Yes  |   Yes  |   Yes


53.214686, 0.334774

"103 Cherry Park" is a 2 bed holiday Lodge sleeping up to 4 guests in Lincolnshire. Chapel St Leonards is a charming tiny village on the Lincolnshire coast, seven miles from the tourist resort of Skegness. Traditional shops, local family pubs, and a range of restaurants and cafes abound in the town centre. Long stretches of...

Prices from £96 per night

4  |   2  |   Yes  |   Yes  |   Yes


53.213296, 0.334582

"24 Cherry Park" is a 2 bed holiday Lodge sleeping up to 4 guests in Lincolnshire. Seven miles from the well-known resort of Skegness is the charming tiny village of Chapel St. Leonards, which is located on the Lincolnshire coast. Traditional stores, neighbourhood family pubs, and a range of eateries and cafes abound in the...

Prices from £118 per night

4  |   2  |   Yes  |   Yes  |   No


53.225824, 0.336235

"Cottage in Lincolnshire" is a 4 bed holiday Cottage sleeping up to 7 guests in Lincolnshire. The beaches located at Chapel St Leonards provide a laid back experience compared to the traditional seaside towns of Skegness and Mablethorpe with attractions including Natureland Seal Sanctuary and Fantasy Island. For evening entertainment,...

Prices from £252 per night

7  |   4  |   Yes  |   Yes  |   Yes


53.144721, 0.332854

"4 Dorothy Avenue" is a 4 bed holiday Cottage sleeping up to 7 guests in Lincolnshire. Resting near to the scenic Lincolnshire Wolds, a designated Area of Outstanding Natural Beauty, is the popular seaside town of Skegness. Boasting a glorious Blue Flag beach with sands that stretch for miles, and an extensive pier offering an...

Prices from £135 per night

7  |   4  |   Yes  |   Yes  |   Yes


53.107800, 0.237000

"House in Lincolnshire" is a 3 bed holiday Cottage sleeping up to 6 guests in Lincolnshire. Wainfleet All Saints is an ancient port and historic market town on the east coast of England, Lincolnshire. The property is situated on the town s most prominent road, Barkham Street. Local legend alleges that the architect designed the street...

Prices from £214 per night

6  |   3  |   No  |   Yes  |   Yes


53.213225, 0.339008

"Cottage in Lincolnshire" is a 5 bed holiday Cottage sleeping up to 9 guests in Lincolnshire. This lovely property has been transformed by the current owners into a stylish retreat for friends and families visiting the seaside resort of Chapel St Leonards. There is a great mix of cafes, pubs and amusement arcades that are all close by....

Prices from £281 per night

9  |   5  |   Yes  |   Yes  |   Yes


53.256924, 0.306192

"Martell Cottage" is a 6 bed holiday Cottage sleeping up to 10 guests in Lincolnshire. Huttoft is a peaceful village, under 3 miles away from a sandy beach and rests between Mablethorpe and Skegness in the county of Lincolnshire. The village is home to a village shop and a service station to stock up on the essentials, as well as...

Prices from £256 per night

10  |   6  |   No  |   Yes  |   Yes


53.156902, 0.237135

"The Farmhouse" is a 5 bed holiday Cottage sleeping up to 12 guests in Lincolnshire. Burgh Le Marsh is market town west of the coastal resort of Skegness, and just below the delightful Lincolnshire Wolds aonb. Within the town you can find a several shops and pubs so everything you need is right before you, and as the town is...

Prices from £545 per night

12  |   5  |   Yes  |   Yes  |   Yes


53.134982, 0.342143

"Caxton House" is a 13 bed holiday Cottage sleeping up to 29 guests in Lincolnshire. The popular Lincolnshire seaside town of Skegness offers a Blue Flag beach with a clean, golden sandy shoreline, and an attractive promenade where the young and the not-so-young can relax or play. Skegness offers an array of outdoor and indoor...

Prices from £426 per night

29  |   13  |   Yes  |   Yes  |   Yes


53.214337, 0.334405

"23 Cherry Park" is a 2 bed holiday Lodge sleeping up to 3 guests in Lincolnshire. The quaint little village of Chapel St Leonards is situated on the Lincolnshire coast, seven miles from the popular resort of Skegness. The village centre is bursting with traditional shops, local family pubs and a variety of restaurants and...

Prices from £104 per night

3  |   2  |   Yes  |   Yes  |   No


53.152310, 0.340200

"8 Berth Caravan Northshore Skegness Rio" is a 1 bed holiday Hotel sleeping up to 2 guests in Lincolnshire.

Prices from £82 per night

2  |   1  |   No  |   Yes  |   No


53.155470, 0.341190

"6 berth Northshore Skegness Emirates" is a 1 bed holiday Hotel sleeping up to 2 guests in Lincolnshire.

Prices from £78 per night

2  |   1  |   Yes  |   Yes  |   No


53.147060, 0.332280

"PREMIER HOTEL not Premier Inn" is a 1 bed holiday Hotel sleeping up to 2 guests in Lincolnshire.

Prices from £63 per night

2  |   1  |   No  |   Yes  |   Yes


Skegness Holiday Cottages

When it comes to holiday accommodation, you’ll be spoilt for choice in Skegness. From vast seaside mansions complete with hot tubs and gorgeous traditional townhouses with enclosed gardens to cosy beachfront boltholes perfect for couples, there’s something here for every kind of traveller. Whether you’re visiting with the little ones, the pooch or elderly relatives in tow, you’re sure to find a holiday hideaway that’s tailored to your group’s wants and needs.

No matter what kind of holiday you’re dreaming of, you won’t be disappointed in Skegness. Relax on one of the beautiful local sandy beaches, fish and chips in hand. Pay a visit to the town’s beautiful old Clock Tower, constructed to celebrate Queen Victoria's Diamond Jubilee back in 1897. Or spend some time exploring the area’s beautiful nature reserves, marvelling at the array of flora and fauna that inhabit the local area. And once you’re done exploring, you’ll be able to retreat to your ideal Skegness holiday cottage. Bliss!

Best things to do in Skegness

From strolling along the famous Skegness Pier to whizzing along the rollercoasters at Fantasy Island, Skegness offers an array of adventures suitable for travellers of all ages.

  • Skegness Pier: With Laser Quest, 10 pin Bowling, Escape Rooms and a large indoor soft play, Skegness Pier promises a fun day out for all the family.
  • Natureland Seal Sanctuary: Meet the area’s cutest residents at Natureland Seal Sanctuary — a sanctuary dedicated to rescuing and rehabilitating orphaned and injured seal pups around the Lincolnshire coast.
  • Bottons Pleasure Beach: Enjoy an array of family-friendly rides at this fun-filled fairground attraction right in the heart of town.
  • Gibraltar Point: A breathtaking stretch of unspoilt coastline starting from the edge of Skegness, Gibraltar Point is renowned for its breathtaking views and impressive array of flora and fauna.
  • Fantasy Island: Situated in Ingoldmells, just a stone’s throw away from Skegness, Fantasy Island is the perfect day out for kids big and small. It’s home to an array of rides as well as Europe’s largest seven-day market.

How to get to Skegness

If you’re travelling from one of the major cities in the UK, below shows an average distance to Skegness, so you know what to expect when choosing to visit by car.

London: 138 miles

Birmingham: 139 miles

Glasgow: 318 miles

Liverpool: 180 miles

Bristol: 225 miles

Manchester: 151 miles

Leeds: 114 miles

Edinburgh: 316 miles

Newcastle: 196 miles

More locations near Skegness

Boasting a beautiful and varied landscape, Lincolnshire offers plenty of wonderful getaway spots. Here are a few more of our favourite places for a blissful holiday cottage break near Skegness: