Skegness vacation rentals

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Best Skegness vacation rentals

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$28 - $84$84 - $139$139 - $195$195 - $250$250+ per night

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Most recommended vacation rentals in Skegness

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Coasters Holiday Apartments - Skegness - Living room
Coasters Holiday Apartments
Skegness, ENG, United Kingdom
7.2Good(1169)
Free Wi-Fi
Pet friendly
$102+
Check availability
Harbour Flats - Skegness - Bedroom
Harbour Flats
Skegness, ENG, United Kingdom
5.7Fair(202)
Free Wi-Fi
$81+
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Golden Anchor Holiday Park - Skegness - Living room
Golden Anchor Holiday Park
Skegness, ENG, United Kingdom
8.5Very good(123)
$83+
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Beach Court Holiday Apartments - Skegness - Building
Beach Court Holiday Apartments
Skegness, ENG, United Kingdom
9.3Wonderful(216)
Free Wi-Fi
$121+
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Ingoldmells -Caravan- Sleeps 6 - Seaside - Parking - Skegness - Living room
Ingoldmells -Caravan- Sleeps 6 - Seaside - Parking
Skegness, ENG, United Kingdom
6.1Okay(48)
Parking
$96+
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Springfield Holiday Apartments - Skegness
Springfield Holiday Apartments
Skegness, ENG, United Kingdom
8.3Very good(1050)
Free Wi-Fi
$101+
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Julie's caravans - Skegness
Julie's caravans
Skegness, ENG, United Kingdom
2.2Poor(27)
Pet friendly
$82+
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North Shore Holiday Park - Skegness
North Shore Holiday Park
Skegness, ENG, United Kingdom
8.3Very good(50)
Parking
Free Wi-Fi
$70+
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The Saracens Head Old Lounge - Skegness
The Saracens Head Old Lounge
Skegness, ENG, United Kingdom
8.2Very good(65)
Parking
Free Wi-Fi
$104+
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Skegness Town Centre Apartment 2 - Skegness
Skegness Town Centre Apartment 2
Skegness, ENG, United Kingdom
8.5Very good(18)
Free Wi-Fi
$127+
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Sunrise Cottage Central Heated Southview Parkdean Skegness Lincolnshire - Skegness
Sunrise Cottage Central Heated Southview Parkdean Skegness Lincolnshire
Skegness, ENG, United Kingdom
9.4Wonderful(13)
Parking
Pool
$82+
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Stylish 1 bedroom Flat central Skegness F9 - Skegness
Stylish 1 bedroom Flat central Skegness F9
Skegness, ENG, United Kingdom
7.0Good(8)
Free Wi-Fi
$114+
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Ingoldale Holiday Park - Skegness
Ingoldale Holiday Park
Skegness, ENG, United Kingdom
8.9Very good(210)
Parking
$131+
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S&l caravan holidays - Skegness
S&l caravan holidays
Skegness, ENG, United Kingdom
8.8Very good(19)
Parking
Pet friendly
$72+
Check availability
Sycamore Farm Park - Skegness
Sycamore Farm Park
Skegness, ENG, United Kingdom
8.9Very good(272)
Parking
Pet friendly
$119+
Check availability
Charming studio Skegness F5 - Skegness
Charming studio Skegness F5
Skegness, ENG, United Kingdom
7.0Good(19)
Free Wi-Fi
$92+
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Vacation rentals near Skegness Beach

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Coasters Holiday Apartments - Skegness - Living room
Coasters Holiday Apartments
0.2 mi from Skegness Beach, Skegness, United Kingdom
7.2Good(1169)
Free Wi-Fi
Pet friendly
$102+
Check availability
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 $102. The highest prices are found on Wednesday, with average rates at $189.

How early should you book a vacation rental in Skegness?

Book at least 50 days before your stay begins to get the best price for your Skegness vacation rental.
Find deals

KAYAK's top tips for finding Skegness vacation rental deals

  • Pet friendly is the most popular vacation rental property amenity in Skegness
  • Vacation rentals in Skegness are around 3% cheaper than hotels on average. Search here to compare prices for all accommodation types in Skegness.
  • The best vacation rental properties in Skegness are Caravan (9.3, 32 reviews), Beach Court Holiday Apartments (9.3, 216), and Hot tub, Fire Pit, 4 Acre garden, Luxury 5 Star Woodland Lodge (9.1, 104), based on ratings and reviews from real travelers.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Skegness for 3 days.

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.

Everything you need to know for your stay in Skegness

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