Skegness vacation rentals

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Recommended by KAYAK

Best Skegness vacation rentals

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$42 - $123$123 - $203$203 - $284$284 - $364$364+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Skegness

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Coasters Holiday Apartments - Skegness - Living room
Coasters Holiday Apartments
Skegness, ENG, United Kingdom
7.9Good(1171)
Apartment
Free Wi-Fi
Pet friendly
$85+
Check availability
Harbour Flats - Skegness - Bedroom
Harbour Flats
Skegness, ENG, United Kingdom
5.6Fair(208)
Apartment
Free Wi-Fi
$60+
Check availability
Golden Anchor Holiday Park - Skegness - Living room
Golden Anchor Holiday Park
Skegness, ENG, United Kingdom
8.6Very good(124)
Holiday Park
$87+
Check availability
Beach Court Holiday Apartments - Skegness - Building
Beach Court Holiday Apartments
Skegness, ENG, United Kingdom
9.3Wonderful(221)
Apartment
Free Wi-Fi
$132+
Check availability
Ingoldmells -Caravan- Sleeps 6 - Seaside - Parking - Skegness - Living room
Ingoldmells -Caravan- Sleeps 6 - Seaside - Parking
Skegness, ENG, United Kingdom
6.1Okay(48)
House
Parking
$91+
Check availability
Springfield Holiday Apartments Halodge Hotel - Skegness
Springfield Holiday Apartments Halodge Hotel
Skegness, ENG, United Kingdom
8.2Very good(1059)
Apartment
Free Wi-Fi
$79+
Check availability
North Shore Holiday Park - Skegness
North Shore Holiday Park
Skegness, ENG, United Kingdom
8.3Very good(58)
Holiday Park
Parking
Free Wi-Fi
$69+
Check availability
The Saracens Head Old Lounge - Skegness
The Saracens Head Old Lounge
Skegness, ENG, United Kingdom
8.1Very good(65)
Apartment
Parking
Free Wi-Fi
$102+
Check availability
Sunrise Cottage Central Heated Southview Parkdean Skegness Lincolnshire - Skegness
Sunrise Cottage Central Heated Southview Parkdean Skegness Lincolnshire
Skegness, ENG, United Kingdom
9.4Wonderful(14)
Apartment
Parking
Pool
$73+
Check availability
Ingoldale Holiday Park - Skegness
Ingoldale Holiday Park
Skegness, ENG, United Kingdom
9.0Wonderful(217)
Holiday Park
Parking
$95+
Check availability
Stylish 1 bedroom Flat central Skegness F9 - Skegness
Stylish 1 bedroom Flat central Skegness F9
Skegness, ENG, United Kingdom
6.9Okay(9)
Apartment
Free Wi-Fi
$112+
Check availability
S&l caravan holidays - Skegness
S&l caravan holidays
Skegness, ENG, United Kingdom
8.8Very good(19)
Apartment
Parking
Pet friendly
$71+
Check availability
Charming studio Skegness F5 - Skegness
Charming studio Skegness F5
Skegness, ENG, United Kingdom
7.1Good(23)
Apartment
Free Wi-Fi
$91+
Check availability
Phoenix Nest - Skegness
Phoenix Nest
Skegness, ENG, United Kingdom
7.3Good(30)
Apartment
Parking
Pet friendly
$84+
Check availability
J25 Kirbys Retreat 3, Skegness - Skegness
J25 Kirbys Retreat 3, Skegness
Skegness, ENG, United Kingdom
8.8Very good(25)
House
Parking
Free Wi-Fi
Pet friendly
$123+
Check availability
Sycamore Farm Park - Skegness
Sycamore Farm Park
Skegness, ENG, United Kingdom
8.9Very good(277)
Campground
Parking
Pet friendly
$139+
Check availability

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
7.9Good(1171)
Apartment
Free Wi-Fi
Pet friendly
$85+
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?

Monday offers the lowest rates in Skegness, with an average nightly price of $82. The highest prices are found on Sunday, with average rates at $288.

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 24% more expensive than hotels on average. Search here to compare prices for all accommodation types in Skegness.
  • The best vacation rental properties in Skegness are Beach Court Holiday Apartments (9.3, 221 reviews), NEW Hot tub, 2 bedroom Luxury Woodlands Lodge (9.1, 111), and 6 Berth On Northshore En-Suite Sunnyside (9.0, 62), 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.

FAQs when booking a vacation home in Skegness

  • 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, 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 29% allowing you to bring your pet along with you.

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

    In the last 72 hours, users have found Skegness vacation rentals for tonight for as low as $87. Search here for similar prices

  • How much is a vacation rental in Skegness for this weekend?

    In the last 72 hours, users have found Skegness vacation rentals for this weekend for as low as $100 per night. Search here for similar prices

  • 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.

Everything you need to know for your stay in Skegness