English country holiday cottages to rent

Self catering holiday cottages in and around Skegness to rent

Living area | Hallstead, Skegness

Hallstead, Skegness, Lincolnshire, PE25 1DZ.

Ground Floor: Living/dining room: Smart TV, Playstation 4, Sofa Bed (Double)Kitchen: Electric Oven, Induction Hob, Microwave, Fridge/Freezer, Dishwasher, Washing Machine, Tumble DryerGames...

  • 1 Pet welcome
  • Enclosed Garden/Patio
  • Golf nearby
  • Hot Tub
  • Hot Tub - Private
  • Dishwasher
  • Fuel and Power Included
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Washing Machine
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Exterior | Bradley House, Friskney

Bradley, Friskney, Lincolnshire, PE22 8SE.

Combining a peaceful setting with easy access to the Lincolnshire coast, countryside and local attractions, this newly converted three-bedroom home offers a comfortable base for discovering...

  • 1 Pet welcome
  • Dishwasher
  • Fuel and Power Included
  • Pets – no charge
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Washing Machine
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Open plan living space | Berts Barn, Candlesby

Bert's Barn, Candlesby, Lincolnshire, PE23 5RX.

This charming barn conversion offers a truly special escape, combining the beauty of Lincolnshire’s countryside and coast with a cosy, intimate place to call home during your stay.

  • 1 Pet welcome
  • Golf nearby
  • Short Breaks All Year
  • Fuel and Power Included
  • Pets – no charge
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Luxury Collection
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Living room | Chapel Sands House, Chapel St. Leonards

Chapel Sands House, Chapel St. Leonards, Lincolnshire, PE24 5RA.

With its excellent location, easy beach access, and welcoming feel, this holiday let in Chapel St Leonards is a lovely choice for a classic coastal break.

  • 2 Pets welcome
  • Enclosed Garden/Patio
  • Golf nearby
  • Pub within 1 mile
  • Dishwasher
  • Fuel and Power Included
  • Pets – no charge
  • Television
  • WiFi
  • Bed Linen & Towels Included
View Property Details
Open plan living space | D & A Southview Getaway, Southview Parkdean

D & A Southview Getaway, Southview Parkdean, Lincolnshire, PE25 2LA.

Modern and cosy, this three-bed caravan on features a stylish living room, equipped kitchen, comfortable bedrooms and a fresh shower room. Set on a vibrant family resort with lakes,...

  • Golf nearby
  • Pub within 1 mile
  • Hot Tub
  • Short Breaks All Year
  • Swimming Pool
  • Swimming Pool - Indoor
  • Swimming Pool - Shared
  • Hot Tub - Shared
  • Fuel and Power Included
  • Highchair
  • Stairgate
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Cot Available
  • Pets – not allowed
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Exterior | Sherwood Lodge, Habertoft

Sherwood Lodge, Habertoft, Lincolnshire, LN13 9NU.

Come and experience the charm of rural Lincolnshire.

  • 1 Pet welcome
  • Enclosed Garden/Patio
  • Pub within 1 mile
  • Hot Tub
  • Short Breaks All Year
  • Hot Tub - Private
  • Dishwasher
  • Fuel and Power Included
  • Pets – no charge
  • Rural Location
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Luxury Collection
View Property Details
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Skegness holiday cottages at a glance

WhichCottage lists 139 self-catering holiday cottages in Skegness. Of these, 99 take dogs, 56 have a hot tub and 29 have a wood burner or open fire. They sleep from 2 to 20 guests.

Cottages
139
Dog-friendly
99
No extra charge for dogs
57
Enclosed garden
68
Hot tub
56
Wood burner or open fire
29
Sleeps 8 or more
22
Ground-floor facilities or level access
62
Sleeps
2–20

Browse Lincolnshire by what you need

Questions about Skegness

How many self-catering holiday cottages are there in Skegness?

WhichCottage currently lists 139 self-catering holiday cottages in Skegness, all self-catering and bookable through the letting agency on each property page.

Can I bring my dog?

At 99 of these 139 you can. Each property page says how many pets are welcome.

Are there any for a large group?

22 sleep 8 or more guests, and the largest sleeps 20.

How much do they cost?

Prices depend on the dates, the length of stay and current offers, so they are shown live on each property page once you pick your dates.