Villas and Holiday homes in Skegness

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Skegness holiday homes
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308 Villa rentals in Skegness

Best Skegness villas and holiday homes with a pool

Among the 308 accommodations in Skegness, here are the 4 best villas and holiday homes with a pool

Home From Home Skegness, Parkdean Resort - Skegness
9.4 39 reviews

Home From Home Skegness, Parkdean Resort

house, Skegness
This charming 3-bedroom house is located in Winthorpe, just 4.2km from Skegness Butlins, Skegness Pier, and Tower Gardens, making it a perfect base for exploring the area.
The property spans 42 square metres and comfortably accommodates up to 9 guests. You'll find a well-equipped kitchen, a cosy living room, 2 bathrooms, a private garden, a terrace, a swimming pool, a fitness centre, a bar, and free on-site parking.
52 The Cedars Southview Holiday Park - Skegness
8.8 5 reviews

52 The Cedars Southview Holiday Park

house, Winthorpe
This holiday home in Winthorpe is located within Southview Holiday Park, 3.5 kilometres from Skegness Railway Station and within 4.1 kilometres of Butlins Skegness.
This 36 square meter lodge accommodates up to 15 guests, offering a fully equipped kitchen, free Wi-Fi, free private parking, and on-site bar and restaurant facilities, with a children's playground available.
Cottage ∙ 3 Bedrooms ∙ 8 Guests - Skegness
No reviews

Cottage ∙ 3 Bedrooms ∙ 8 Guests

cottage
This Telford Lodge holiday home in Skegness, Lincolnshire, is located a short 150-meter stroll from Skegness Beach and within easy reach of local shops and pubs.
This 3-bedroom lodge accommodates up to 8 guests and offers a private hot tub, games room with a pool table and arcade machine, enclosed garden, two lounges including one with an open fire, and parking for three cars.
Cottage ∙ 3 Bedrooms ∙ 8 Guests - Skegness
No reviews

Cottage ∙ 3 Bedrooms ∙ 8 Guests

cottage
This holiday home is situated in The Retreat development, behind Golden Palm Resort in Chapel St Leonards, a 5-10 minute walk from resort facilities and the sandy coastline.
The property accommodates up to 8 guests, boasting 3 bedrooms, 2 bathrooms, a fully integrated kitchen with a dishwasher, a private hot tub, swimming pool, and jacuzzi, with pets welcome.

Best Skegness villas and holiday homes with a kitchen

3 Bed Caravan Sleeps 8 - Skegness
9.2 13 reviews

3 Bed Caravan Sleeps 8

house, Skegness
This caravan in Skegness is located 2.1 kilometres from Winthorpe Beach and 1.8 kilometres from North Shore Golf Club, with Skegness Railway Station 1.9 kilometres away.
This family-friendly property offers 40 square meters of living space, accommodating up to 8 guests across 3 bedrooms and 2 bathrooms, and features a kitchen with a fridge and microwave, plus free Wi-Fi and parking.
The Chestnuts Holiday Cottages - Skegness
9.6 283 reviews

The Chestnuts Holiday Cottages

house, Burgh le Marsh
The Chestnuts Holiday Cottages are located in Burgh le Marsh, just 8.8 kilometres from Skegness Butlins and 8.7 kilometres from Skegness Pier, offering a peaceful escape from the hustle and bustle of the seaside town. The cottages have received excellent ratings for location, cleanliness and user experience.
The cottages are spacious and family-friendly, with gardens, tennis courts and a children's playground. They are well-equipped with modern amenities such as free Wi-Fi, a kitchen with a dishwasher and a terrace or balcony, and offer a range of activities, including table tennis, cycling and fishing.
Southview Holiday Park - Holiday Accommodation 22166 - Skegness
No reviews

Southview Holiday Park - Holiday Accommodation 22166

cottage, Skegness
Cottage for 6 guests. You will stay in Skegness.
Facilities and services: a garden, a swimming pool and a kitchen.
Balmoral The Chase Ingoldmells 6 Berth Central Heated - Skegness
8.9 31 reviews

Balmoral The Chase Ingoldmells 6 Berth Central Heated

house, Ingoldmells
This Ingoldmells holiday home is located just 1.9km from Ingoldmells Beach and 1.6km from Chapel St. Leonards Beach, offering a convenient base for exploring the Lincolnshire coast. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom, two-bathroom house comfortably sleeps six guests. The home features a private terrace, a fully equipped kitchen, central heating, a mini-market on-site, and is close to attractions like Skegness Butlins (5.6km) and Addlethorpe Golf Club (2.4km).

Frequently asked questions about villa rentals in Skegness

  • What are the must-see attractions in and around Skegness?

    Skegness is a classic seaside town with plenty to offer. You've got the iconic Skegness Pier, the Natureland Seal Sanctuary, and the Skegness Clock Tower, which is a bit of a landmark. If you're looking for something a bit different, head to the nearby Gibraltar Point Nature Reserve for some beautiful coastal scenery and wildlife.
  • What are the best villa rentals in Skegness?

    Among the villa rentals in Skegness, 3-bedroom Family Holiday Home, The Old Barn-e1425 and Lilac Villa Skegness are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of Skegness?

    You'll see plenty of seabirds, like gulls and terns, along the coastline. If you're lucky, you might spot a seal or two on the beach or in the water. At Gibraltar Point, you can see a variety of birds, including rare species like the bittern and the marsh harrier.
  • What are the best villa rentals with a pool in Skegness?

  • What is the best time to visit Skegness?

    The best time to visit Skegness really depends on what you're looking for. The summer months (June to August) are the busiest, with great weather for the beach and plenty of events. If you prefer a quieter experience, spring or autumn are good options, and the weather can still be pleasant.
  • What are the best villa rentals with a jacuzzi in Skegness?

    The best villa rentals with a jacuzzi in Skegness are The Old Barn-e1425, 4 Bed Cottage With Hot Tub Sleeps 12 Pet Friendly and Barn Cottage - E5560.

  • When is it easiest to book a villa rental in Skegness?

    You'll find the best deals on villa rentals in Skegness outside of peak season, so booking in the shoulder seasons (spring or autumn) is usually easier and more affordable. If you're looking for a summer holiday, it's best to book well in advance, especially if you want a specific property.
  • What are the best villa rentals for families and kids in Skegness?

    The best villa rentals for families and kids in Skegness are 3-bedroom Family Holiday Home, The Old Barn-e1425 and Lilac Villa Skegness.

  • What are the top hiking trails near Skegness?

    There are a few lovely walks around Skegness. The Lincolnshire Wolds is a great option for a longer hike, and you can also explore the coastal path from Skegness to Gibraltar Point for some stunning views. The Skegness to Chapel St Leonards coastal walk is another popular choice.
  • What are the best pet friendly villa rentals in Skegness?

    The best pet friendly villa rentals in Skegness are 3-bedroom Family Holiday Home, The Old Barn-e1425 and Lilac Villa Skegness.

  • What are the advantages of renting a house or a villa in Skegness

    Renting a villa gives you more space and privacy compared to a hotel. You can cook your own meals, relax in your own garden, and enjoy a more comfortable and independent holiday. It's also a great option for families or groups of friends.
  • What are the best villa rentals with parking in Skegness?

    3-bedroom Family Holiday Home, The Old Barn-e1425 and Lilac Villa Skegness are the best villa rentals with parking in Skegness.

  • Are there popular destinations near Skegness?

    Yes, there are! You've got the historic city of Lincoln, the bustling market town of Boston, and the picturesque village of Alford, all within a short drive of Skegness. They each offer a different experience, so you can choose what suits you best.

Popular destinations

Best Skegness villas and holiday homes with air conditioning

75 M² Lodge ∙ 2 Bedrooms ∙ 6 Guests - Skegness
9.6 37 reviews

75 M² Lodge ∙ 2 Bedrooms ∙ 6 Guests

chalet
This charming chalet is located in Skegness, a popular seaside town on the Lincolnshire coast, just a short walk from the beach and the town centre. The chalet is perfect for families or groups of friends looking for a relaxing break by the sea.
The chalet has two bedrooms, a bathroom, and a living room, making it ideal for up to six guests. The chalet is fully equipped with a kitchen, including a fridge, oven, kettle, and microwave, allowing guests to prepare their own meals. It also has a terrace with outdoor furniture, perfect for enjoying the summer sunshine.
Meadows 90 - Southview Holiday Park Skegness - Skegness
No reviews

Meadows 90 - Southview Holiday Park Skegness

chalet, Skegness
Meadows 51 at Southview Holiday Park is a smoke-free lodge situated near Skegness beach, within 5km of Skegness Pier, Tower Gardens, and Lucky Strike.
This 75 square metre, three-bedroom lodge sleeps six guests and boasts two bathrooms, a terrace, parking, internet access, air conditioning, and an in-room stereo; pets are welcome.
Meadows 90 - Southview Holiday Park Skegness - Skegness
9.5 34 reviews

Meadows 90 - Southview Holiday Park Skegness

house, Skegness
This 2-bedroom house is located just 3.5 kilometres from Skegness Butlins and 3.2 kilometres from Skegness Pier, making it a great base for exploring the town and its attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The house spans 75 square metres and comfortably accommodates up to 6 guests. The property is equipped with modern amenities, including a fully equipped kitchen, air conditioning, a balcony, free parking, and Wi-Fi, ensuring a comfortable and enjoyable stay.
Sunset 5 - Southview Holiday Park Skegness - Skegness
9.8 45 reviews

Sunset 5 - Southview Holiday Park Skegness

house, Skegness
Sunset 5 is located in Southview Holiday Park, just 3.5km from Skegness Pier and 3.5km from Skegness Butlins, offering a peaceful escape from the hustle and bustle of the town centre. The property has received excellent ratings for location, cleanliness, and user experience.
This 2-bedroom, 2-bathroom holiday home offers ample space for up to 11 guests, spread across 90 square metres. The property features a balcony, air conditioning, free Wi-Fi, a fireplace, a hairdryer, a fridge, a microwave oven, and parking.

Best Skegness villas and holiday homes with jacuzzi

5 Bedroom Accommodation In Skegness - Skegness
10 3 reviews

5 Bedroom Accommodation In Skegness

cottage, Skegness
This charming cottage is located just 1.6km from Skegness Beach, close to the town's main attractions such as the Model Village and Tower Gardens. It has received excellent reviews from previous guests, making it a popular choice for families and groups.
This 5-bedroom property comfortably sleeps 10 guests, providing ample space for everyone to relax and enjoy their holiday. The cottage offers a range of amenities including a private pool, jacuzzi, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
Caxton House - Skegness
No reviews

Caxton House

cottage, Skegness
This pet-friendly Skegness cottage, a ten-minute walk (approximately 0.8km) from Skegness Beach and Skegness Miniature World, offers easy access to Skegness Clock Tower and Tower Gardens (a fifteen-minute walk or 1.2km).
The self-catering property features a private hot tub, a kitchen with a dishwasher, free Wi-Fi, and parking; multiple bathrooms suggest it may accommodate larger groups.
Reel Paradise - Uk37723 - Skegness
10 5 reviews

Reel Paradise - Uk37723

house, Ingoldmells
Reel Paradise - UK37723 is a short walk from Addlethorpe Golf Club, offering a peaceful location close to Skegness's attractions, including the pier, Tower Gardens, and Butlins. This holiday home enjoys excellent user and location ratings, making it a great choice for a family getaway.
The property has two bedrooms, comfortably accommodating up to six guests. Enjoy the convenience of a fully equipped kitchen, a relaxing garden, free parking, and free Wi-Fi, along with a swimming pool and jacuzzi for a truly luxurious stay.
Hayloft-e2699 - Skegness
9.7 47 reviews

Hayloft-e2699

house, Winthorpe
Ash Cottage E1224 is located in Winthorpe, a short distance from popular Skegness attractions, just 2 miles from Butlins and 2.6 miles from Skegness Pier, offering a peaceful retreat after a day of exploring. It has consistently received excellent ratings for location, cleanliness, and user experience.
The property is a family-friendly house with a private garden, perfect for relaxing. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, fitness center, and a fully equipped kitchen.
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