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Skegness vacation rentals

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Booking Insights
Recommended by KAYAK

Best Skegness vacation rentals

These are the best prices for Oct 2 - 3.
Coasters Hotel & Apartments - Skegness - Living room
Coasters Hotel & Apartments
Skegness, ENG, United Kingdom
7.9Good(1169)
Apartment
$95+
Check availability
The Chadwick Holiday Flats - Skegness - Outdoors view
The Chadwick Holiday Flats
Skegness, ENG, United Kingdom
8.1Very good(194)
Apartment
$150+
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Beach Court Holiday Apartments - Skegness
Beach Court Holiday Apartments
Skegness, ENG, United Kingdom
9.3Wonderful(246)
Apartment
$112+
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Stunning Romantic Cottage nr Beach & Attractions Large Garden Pet Friendly! - Skegness - Beach
Stunning Romantic Cottage nr Beach & Attractions Large Garden Pet Friendly!
Skegness, ENG, United Kingdom
9.2Wonderful(28)
Cottage
$179+
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The Cottage - Skegness - Building
The Cottage
Skegness, ENG, United Kingdom
9.6Wonderful(4)
Cottage
$96+
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Balcony Apartment near Skegness Beach & Town - Skegness - Balcony
Balcony Apartment near Skegness Beach & Town
Skegness, ENG, United Kingdom
8.3Very good(44)
Apartment
$126+
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Discover comfort home from home 8-birth Caravan - Skegness - Living room
Discover comfort home from home 8-birth Caravan
Skegness, ENG, United Kingdom
9.0Wonderful(14)
Apartment
$93+
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Sycamore Farm Park - Skegness
Sycamore Farm Park
Skegness, ENG, United Kingdom
9.0Wonderful(317)
Campground
$127+
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Coastal Retreat - Skegness - Skegness
Coastal Retreat - Skegness
Skegness, ENG, United Kingdom
9.4Wonderful(291)
Apartment
$116+
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The Saracens Head The Conkera - Skegness
The Saracens Head The Conkera
Skegness, ENG, United Kingdom
8.5Very good(70)
Apartment
$112+
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Ingoldale Holiday Park - Skegness
Ingoldale Holiday Park
Skegness, ENG, United Kingdom
8.3Very good(245)
Holiday Park
$127+
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Static caravan - Skegness
Static caravan
Skegness, ENG, United Kingdom
8.4Very good(90)
House
$74+
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Maple - Skegness
Maple
Skegness, ENG, United Kingdom
9.3Wonderful(59)
Apartment
$130+
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6 Berth On Northshore En-Suite Sunnyside - Skegness
6 Berth On Northshore En-Suite Sunnyside
Skegness, ENG, United Kingdom
8.0Very good(65)
Campground
$113+
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Ella's Apartment - Skegness
Ella's Apartment
Skegness, ENG, United Kingdom
9.1Wonderful(24)
House
$127+
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Dainville Retreat - Skegness
Dainville Retreat
Skegness, ENG, United Kingdom
8.2Very good(56)
Apartment
$108+
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Booking Insights

KAYAK’s insights for vacation rentals in Skegness

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Skegness with confidence.

What is the cheapest day of the week to book a vacation rental in Skegness?

Tuesday offers the lowest rates in Skegness, with an average nightly price of $108. The highest prices are found on Sunday, with average rates at $171.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

April
December
$78
$89
Cheapest month to stay with an average 6% drop in price.
Most expensive month to stay with an average 19% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Skegness vacation rental deals

  • Parking and pet friendly are the most popular vacation rental property amenities in Skegness
  • Vacation rentals in Skegness are around 13% cheaper than hotels on average. Search here to compare prices for all accommodation types in Skegness.
  • The best vacation rental properties in Skegness are Birchwood in Skegness (9.6, 164 reviews), PG144 on the Golden Palm Chapel St Leonards 3 bed deluxe (9.6, 25), and Coastal Retreat - Skegness (9.4, 291), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Skegness, you should consider visiting during the low season. The cheapest vacation homes in Skegness can be found in April and December.
  • The cheapest night for renting a vacation home in Skegness is Sunday. In contrast, the most expensive is Saturday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Skegness for 17 days.

FAQs when booking a vacation home in Skegness

  • How much is a vacation rental for a week in Skegness?

    The average price for a weekly Skegness vacation rental found by KAYAK users in the last 2 weeks is $579.

  • How much is a vacation rental for a month in Skegness?

    The average price for a monthly Skegness vacation rental found by KAYAK users in the last 2 weeks is $2,482.

  • What types of vacation rentals are available in Skegness?

    There are loads of different property types that you can make your vacation home in Skegness. You’ll find apartments, cabins, campgrounds, caravans, chalets, cottages, houses, holiday parks, homestays, hotels, lodges and villas.

  • Are there any pet-friendly vacation rentals in Skegness?

    There are a number of dog and pet-friendly Skegness vacation rentals, with around 22% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Skegness?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Skegness?

Our map will help you find the perfect place to stay in Skegness by showing you the exact location of each vacation rental.

More options for your stay in Skegness

Complete your trip to Skegness

Flights to Skegness