Skegness holiday lettings

We found 742 holiday rentals — enter your dates for availability

Discover a selection of 34 homes, 102 apartments and other holiday rentals in Skegness that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a fireplace and a washer and dryer. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Skegness

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Why visit Skegness

  • Family Fun: Enjoy thrilling rides and attractions at Skegness Pleasure Beach, perfect for visitors of all ages.
  • Seaside Relaxation: Unwind on the beautiful Skegness Beach, offering stunning coastal scenery and a traditional seaside experience.
  • Marine Life Exploration: Discover fascinating aquatic creatures at Skegness Aquarium, an entertaining and educational outing.
  • Outdoor Adventures: Explore nearby nature reserves for walking, birdwatching, and enjoying the great outdoors.
  • Charming Accommodation: Choose from cosy cottages and inviting caravan parks for the perfect seaside retreat.

Popular types of accommodation in Skegness

Planning a getaway to Skegness? You're in for a treat! This charming seaside town offers a variety of holiday rentals, including cosy cottages, houses, and inviting caravan parks. Whether you're seeking a family-friendly retreat or a romantic escape, you'll find the perfect accommodation in Skegness to suit your needs. Explore our selection of holiday lettings and enjoy a memorable stay by the coast!

  • Cottages: The most sought-after accommodation in Skegness, offering charming and cosy retreats ideal for relaxation.
  • Houses: An excellent choice for families or groups, providing spacious living and a home-like atmosphere.
  • Caravan Parks: A popular option for those seeking a unique holiday experience, combining nature with comfort.
  • Apartments: Conveniently located, these self-contained units are perfect for couples or solo travellers.
  • Cabins: Nestled in scenic spots, cabins provide a rustic experience for those wanting to connect with nature.**

Top attractions in Skegness

Skegness is an ideal destination for families seeking outdoor adventures and entertainment. Key attractions include the Skegness Pleasure Beach, Skegness Pier, and Skegness Aquarium, all of which promise fun and excitement for visitors of all ages. With its beautiful beach and nearby nature reserves, Skegness offers a delightful mix of culture and outdoor experiences, making it a perfect holiday spot for those looking to enjoy a traditional British seaside getaway.

  • Skegness Beach: A delightful stretch of sandy shore, perfect for sunbathing, beach games, and leisurely strolls along the promenade. Enjoy the vibrant beach vibes and the sounds of the waves lapping against the shore.
  • Fantasy Island: An exhilarating amusement park offering thrilling rides and family-friendly attractions. Experience the outdoor adventure vibes as you enjoy the excitement of roller coasters and games.
  • Skegness Clock Tower: A charming clock tower that reflects the local culture and history. This iconic landmark is a perfect spot for photos and offers a glimpse into the town’s rich heritage.

Things to do recommended for couples

Skegness offers delightful romantic experiences for couples. Enjoy a leisurely stroll along the sandy beach, take a charming horse-drawn carriage ride, or indulge in a candlelit dinner at a local seaside restaurant. Don't miss the stunning sunsets that paint the sky in vibrant hues.

Things to do recommended for families

Families visiting Skegness can enjoy thrilling races at Skegness Raceway, where the excitement of motorsports comes alive. For a fun-filled day, head to Lucky Strike, an arcade adventure zone perfect for kids and adults alike, offering a fantastic atmosphere for family bonding.

Things to do recommended for groups

Experience the vibrant ambiance of the Embassy Theatre for an evening of entertainment, enjoy a round of golf at the North Shore Golf Club, or embark on an adventure along the scenic England Coast Path for stunning views and fresh air. Perfect activities for group travellers!

What do I need to keep in mind when booking a vacation in 'Skegness

If you're planning to travel with a group, family, pets, or are seeking extended stays, it's important to refine your search according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Skegness with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Skegness with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Skegness: For many, a family holiday isn’t truly fulfilled without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Skegness: If you're seeking holiday rentals with special offers for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Skegness

Skegness offers a delightful mix of adventure and relaxation for families and outdoor enthusiasts alike. With stunning coastal scenery and the vibrant atmosphere of the town, visitors can enjoy the famous Skegness Beach and explore the friendly local culture. Nearby attractions provide opportunities for historical exploration and family-friendly activities, ensuring an unforgettable holiday experience in this charming seaside destination.

  • Ingoldmells: Nestled close to Skegness, Ingoldmells is a charming village that attracts families seeking outdoor adventures. Its proximity to the beach offers a delightful seaside experience, complemented by a vibrant amusement park and various recreational areas. Visitors can enjoy a day of fun at the famous Fantasy Island theme park, which boasts thrilling rides and an array of shops. Ingoldmells is the perfect spot for those looking to create lasting memories with loved ones in a lively environment.
  • Chapel Saint Leonards: This picturesque village, located near Skegness, is renowned for its eco-friendly approach and outdoor activities. Chapel Saint Leonards offers a tranquil escape with its stunning beaches and serene nature reserves. The local recreational area provides ample opportunities for leisure and family fun, while the nearby amusement parks ensure excitement for all ages. Strolling along the beach or exploring the nature reserve allows visitors to connect with the beautiful natural surroundings.
  • Anderby Creek: Situated close to Skegness, Anderby Creek is a quaint village ideal for those seeking outdoor adventures in a sustainable setting. With its picturesque beach and adjacent nature reserve, visitors can immerse themselves in nature while enjoying activities like hiking and birdwatching. The local spa and recreation park offer relaxation and entertainment, making it a great destination for families and couples alike. Anderby Creek combines natural beauty with a range of attractions for a memorable getaway.

Best time to go to Skegness

If you're planning a trip to Skegness, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.2°F (5.1°C)Light RainMostly CloudyAverageSlightly Low
February41.7°F (5.4°C)Light RainMostly CloudyAverageSlightly Low
March43.7°F (6.5°C)Light RainMostly CloudyAverageSlightly Low
April46.9°F (8.3°C)No Rain (Dry)Mostly SunnyAverageAverage
May51.8°F (11.0°C)Light RainMostly SunnyAverageAverage
June57.2°F (14.0°C)Light RainMostly SunnyModerately HighAverage
July61.3°F (16.3°C)Light RainMostly SunnyModerately HighSlightly High
August62.2°F (16.8°C)Light RainMostly SunnyModerately HighSlightly High
September59.0°F (15.0°C)Light RainMostly SunnyAverageAverage
October54.1°F (12.3°C)Light RainMostly CloudyModerately LowAverage
November48.0°F (8.9°C)Light RainMostly CloudyModerately LowAverage
December43.5°F (6.4°C)Light RainMostly CloudyModerately LowSlightly High

Booking with Vrbo is a breeze

Are you aiming to save on your upcoming getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, by opting for a longer stay, you can enjoy considerable savings. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new trips, pick up right where you left off, or effortlessly view and organise your travel plans. You can easily find properties you've previously saved or booked under Potential, Upcoming, or Current Trips. To explore the features of Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Head to the friendly city of Skegness

The area's temples and culture are just some of the reasons to come on holiday to Skegness. Well known for its seaside, beaches and aquarium, this welcoming city won't disappoint. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Skegness

Are you searching for attractions to see in the area? Venture out of your holiday home and check out everything that Skegness has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Skegness Aquarium (0.1 mi / 0.1 km)
  • Skegness Pier (0.2 mi / 0.3 km)
  • Fantasy Island (3.4 mi / 5.5 km)
  • Butlins (5.3 mi / 8.5 km)
  • Lincolnshire Wildlife Park (9.2 mi / 14.8 km)
  • Norfolk Lavender (17.5 mi / 28.1 km)

Exploring the beaches and other natural features in Skegness

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Skegness. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Skegness Beach (3 mi / 4.9 km)
  • Gibraltar Point National Nature (3.2 mi / 5.2 km)
  • Norfolk Coast Path - West (15.2 mi / 24.4 km)
  • Hunstanton Beach (15.3 mi / 24.7 km)
  • RSPB Titchwell Marsh (16.4 mi / 26.5 km)
  • Brancaster Beach (16.8 mi / 27 km)

Seasonal weather averages in Skegness

If warm-weather activities are high on your list, August, July, September and June are the hottest months to visit, when temperatures average 16°C.

Travelling to and around Skegness

If you prefer to travel by train, Skegness Station, Havenhouse Station and Wainfleet Station are the main stations in the city.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Skegness?
Cottages are the most popular type of holiday rental in Skegness, according to our data. Even if you've got something else in mind, Vrbo has holiday homes in many shapes and sizes. Filter our options to find your perfect pad.
How much does it cost to rent a holiday rental in Skegness?
Length of stay, season and property type are some of the conditions that can influence the price of a holiday home. Simply add your travel dates to find your ideal match. From quaint country cottages to sprawling luxury villas, all Vrbo holiday rentals offer incredible value.
How much does it cost to rent a beach house in Skegness?
The average price for a holiday home near the beach in Skegness will depend on when you'll be there and the size and type of property you're looking for. You can quickly and easily find prices on Vrbo by entering your travel dates. Then use our filter tool to select the number of bedrooms and amenities that you prefer, like WiFi, a pool and air conditioning.
Are there pet-friendly holiday rentals in Skegness?
Pack a travel bag for your beloved pooch because Skegness has 188 stays that open their doors to pets. Let your furriest pal enjoy fun with the family at one of our pet-friendly holiday rentals on Vrbo. Simply enter your dates then check the "Pets allowed" filter box.
Can I rent a house with a pool in Skegness?
Dig out your swimsuit and inflatable flamingo, because there are 37 houses with a private pool in Skegness. Book one of these terrific holiday homes and you'll enjoy pool days every day. Simply enter your dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular rental amenities in Skegness?
Some of the most popular rental amenities people look for in Skegness include a fireplace, a swimming pool and a barbecue grill. Whether you're hitting the road with family, buddies or even pets, Vrbo holiday homes provide the best amenities for making new memories with your loved ones.
Are there large group holiday rentals in Skegness?
You'll find 11 properties in Skegness that can accommodate 10 or more guests. Whether you're planning a family holiday or an event like a party, there's ample room to get your group together under one roof.
Are there holiday rentals in Skegness that welcome kids?
Bring the whole group together for fun-filled adventures in Skegness at one of our 188 family-friendly holiday homes. These stays offer conveniences that are ideal for getaways with children, such as laundries, extra bedrooms and entertainment units. Simply check the "Properties good for families" filter and pick your favourite option.
What are the top attractions for families in Skegness?
There are plenty of cool things to see and do with the family in Skegness, such as:

  • Skegness Beach
  • Fantasy Island
  • Skegness Pier

Are there one-bedroom holiday rentals in Skegness?
Yes, you can choose from 33 one-bedroom rentals in Skegness. Whether you'd prefer a townhouse or an upmarket condo, Vrbo's one-bedroom properties are just right if you don't need loads of space. One of the best things about having your own place? You won't ever need to share your adventure with strangers.
Can I find two-bedroom holiday rentals in Skegness?
Skegness has 88 two-bedroom holiday properties for you to select from. Find a holiday home with all the space and comfort you want at a price that won't break the bank on Vrbo.
Are there holiday rentals with WiFi in Skegness?
Skegness has 38 holiday rentals with WiFi, so you'll be able to stay connected while on holiday. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to writing and sending emails, these Vrbo homes make it a cinch to go online.
How can I find holiday rentals with air conditioning in Skegness?
Work out your travel dates and then use our filter tool to view holiday rentals with air conditioning in Skegness on Vrbo. With three air-conditioned properties to choose from here, you can enjoy a cool and comfortable stay.
How old do you have to be to rent a holiday rental in Skegness?
Age restrictions can differ between properties on Vrbo, so be sure to check the rules of the holiday home in Skegness you want. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Skegness for?
The amount of time you can stay in a Skegness holiday rental for depends on the property. Simply tap in your preferred travel dates to browse options that offer extended stays. They feature all you require to make your extended getaway more convenient and enjoyable, like air conditioning and laundries. Some properties may also offer weekly or monthly discounted prices, so you can hang around longer for less.