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Skegness holiday homes
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303 Villa rentals in Skegness

Best Skegness villas and holiday homes with a pool

Among the 303 accommodations in Skegness, here are the 4 best villas and holiday homes with a pool

6 Berth 2 Bed Luxury Caravan With Large Decking - Skegness
10 1 review
Skegness
31/08 – 04/09
NZ$353/nighttotal: NZ$1412 (4 )

6 Berth 2 Bed Luxury Caravan With Large Decking

1 6
cabin , Lincolnshire
This stylish cabin is located in a peaceful setting in Lincolnshire, just a short distance from the coast and within easy reach of the bustling market town of Lincoln, which is about 15km away. The cabin offers a comfortable retreat for up to 6 guests, with two bedrooms and two bathrooms.
The cabin provides a spacious living area with a comfortable three-piece suite, a modern fireplace, a large TV, and a DVD player, as well as a private outdoor space with a large wrap-around gated veranda. Guests will also enjoy the benefit of a fully equipped kitchen, parking, and internet access.
Coastfield Holiday Village - Holiday Accommodation 21992 - Skegness
Skegness
27/06 – 02/07
NZ$154/nighttotal: NZ$770 (5 )

Coastfield Holiday Village - Holiday Accommodation 21992

3 2
cottage , Ingoldmells
Cottage rental for 6 people. This accommodation is based in Ingoldmells.
Services and facilities: a swimming pool, a garden and a kitchen.
Cottage ∙ 13 Bedrooms ∙ 29 Guests - Skegness
8.9 5 reviews
Skegness
28/06 – 29/06
NZ$4543/nightfor 1 night

Cottage ∙ 13 Bedrooms ∙ 29 Guests

13 3
cottage
Caxton House, a thirteen-bedroom holiday home in central Skegness, Lincolnshire, is situated close to Skegness beach and promenade.
This large property offers ample space for up to 29 guests, boasting thirteen bedrooms (various configurations), a games room with a pool table, a spacious kitchen, two sitting rooms, a study, a conservatory overlooking a walled garden, a swimming pool, a jacuzzi, off-road parking, and is pet-friendly.
Reed Roost - Uk37726 - Skegness
9.4 5 reviews
Skegness
22/06 – 25/06
NZ$526/nighttotal: NZ$1578 (3 )

Reed Roost - Uk37726

2 2
house , Skegness
Reed Roost is located in Skegness, just 2km from Addlethorpe Golf Club, 4.7km from Skegness Butlins and 6.4km from Skegness Pier, offering a peaceful retreat close to popular attractions. This two-bedroom holiday home comfortably sleeps six guests, ideal for families or groups seeking a relaxing getaway.
The property features a fully equipped kitchen, a private garden, a swimming pool, a jacuzzi, free Wi-Fi and parking, ensuring a comfortable and enjoyable stay.

Best Skegness villas and holiday homes with a kitchen

Caravan Hire Winthorpe Skegness - Skegness
9.6 34 reviews
Skegness
13/07 – 16/07
NZ$196/nighttotal: NZ$588 (3 )

Caravan Hire Winthorpe Skegness

2 2
house , Skegness
This Skegness caravan, located in Winthorpe, is a 14-minute walk from North Shore Golf Club, 2.4km from Winthorpe Beach, and 2.6km from Skegness Pier.
The 31-square-metre property offers two bedrooms, two bathrooms, sleeps seven guests, and includes free Wi-Fi, private parking, and a fully equipped kitchen with a fridge and microwave.
90 M² Lodge ∙ 3 Bedrooms ∙ 6 Guests - Skegness
Skegness
30/07 – 02/08
NZ$772/nighttotal: NZ$2316 (3 )

90 M² Lodge ∙ 3 Bedrooms ∙ 6 Guests

3 1
chalet
This three-bedroom chalet is situated on Morningside Drive in Skegness, just a short distance from the beach and Skegness Pier.
The 90 square metre property offers comfortable accommodation for up to six guests, with a fully equipped kitchen including a fridge, microwave and dishwasher, as well as free parking on-site.
2-bed Bungalow Sleeps 6 Parking & Pet Friendly - Skegness
9.2 18 reviews
Skegness
27/06 – 04/07
NZ$382/nighttotal: NZ$2674 (7 )

2-bed Bungalow Sleeps 6 Parking & Pet Friendly

2 2
house , Skegness
This two-bedroom house is located in Ingoldmells, just a short walk from the beach and within easy reach of two golf courses. The area offers a peaceful escape with easy access to nearby attractions.
The 70 square metre property sleeps up to six guests and includes a well-equipped kitchen, a garden, free Wi-Fi, and private parking. Guests can enjoy a comfortable stay with amenities such as a TV, seating area, and CD player.
Pine Trees Leisure Park - Pet Friendly - Skegness
9.4 43 reviews
Skegness
22/07 – 27/07
NZ$192/nighttotal: NZ$960 (5 )

Pine Trees Leisure Park - Pet Friendly

1 2
house , Skegness
This pet-friendly holiday home in Skegness is situated 4.3 km from Butlin's Adventure Park, 3.2 km from Tower Gardens, and 3.7 km from Skegness Pier.
This 28 square meter holiday home accommodates up to 3 guests with 1 bedroom and 1 bathroom, featuring a kitchen with a fridge and microwave oven, a bar, and parking.

Frequently asked questions about villa rentals in Skegness

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

    Skegness is known for its traditional seaside charm. You can't miss the iconic Skegness Pier, where you can enjoy amusement rides and arcades. The Skegness Natureland Seal Sanctuary is a must-visit for animal lovers. Just outside of Skegness, you can explore the historic Tattershall Castle, a beautiful medieval castle.
  • 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?

    The coastline around Skegness is home to a variety of wildlife. You'll often spot seals on the beach, especially near the Natureland Seal Sanctuary. Keep an eye out for seabirds like gulls, terns, and oystercatchers. During the summer months, you might also see the occasional dolphin or porpoise in the North Sea.
  • 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 is during the summer months, from June to August, when the weather is warm and sunny. You'll have the best chance of enjoying the beaches and outdoor activities. If you prefer a quieter experience, spring or autumn can be lovely too.
  • 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 during the shoulder seasons, from April to May or September to October. Booking outside of peak season gives you more flexibility and often better prices.
  • 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?

    Skegness itself is quite flat, but you can find some lovely walks along the coast. The Lincolnshire Wolds, just inland from Skegness, offer more challenging hikes with stunning views. The Viking Way long-distance trail passes through the area, providing scenic routes for walkers.
  • 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 in Skegness gives you more space and privacy than a hotel. You can enjoy your own kitchen and dining area, and often have access to a garden or patio. It's also a great option for families or groups who want to stay together.
  • 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 some great destinations within easy reach of Skegness. Lincoln, with its historic cathedral and castle, is a popular day trip. You can also visit the charming coastal town of Mablethorpe, or head further north to the seaside resort of Cleethorpes.

Destinations nearby

Best Skegness villas and holiday homes with air conditioning

Relax At Our Lodge With A Hot Tub And Breathtaking Views Your Perfect Escape! - Skegness
10 3 reviews
Skegness
21/12 – 03/01
NZ$351/nighttotal: NZ$4563 (13 )

Relax At Our Lodge With A Hot Tub And Breathtaking Views Your Perfect Escape!

3 2
cabin , Skegness
This three-bedroom lodge is located in Skegness, a short distance from the Skegness Clock Tower and the Gunby Estate.
The lodge features a private hot tub with pond views, a spacious living room with a large TV, ensuite bathrooms in every room, and a garden with parking for guests.
Meadows 33 Hot Tub - Southview Holiday Park - Skegness
Skegness
01/07 – 03/07
NZ$409/nighttotal: NZ$818 (2 )

Meadows 33 Hot Tub - Southview Holiday Park

3 6
chalet , Skegness
This lakeside holiday home in Skegness offers tranquil views and is conveniently located near the Embassy Theatre and Anderby Creek Drainage Museum, with Skegness Clock Tower and Gunby Hall also within easy reach.
The 90 square metre property sleeps six comfortably in three bedrooms (one double, two singles, one double) and boasts two bathrooms (one en-suite), a fully equipped kitchen, and amenities including Wi-Fi, parking, and linen/towels; up to two dogs are welcome.
Vintage 95 - Southview Holiday Park Skegness - Skegness
9.9 9 reviews
Skegness
05/10 – 09/10
NZ$341/nighttotal: NZ$1364 (4 )

Vintage 95 - Southview Holiday Park Skegness

1 2
house , Skegness
Vintage 95, a two-bedroom holiday home in Southview Holiday Park, Skegness, is situated approximately 3.2km from Skegness Butlins, Tower Gardens, and Skegness Pier, and 2.9km from Skegness railway station.
This 75 square metre property offers two bathrooms, sleeps seven guests, and includes free Wi-Fi, air conditioning, a dishwasher, and private parking; enjoy the terrace and explore the nearby seaside attractions.
30 M² Cabin ∙ 1 Bedroom ∙ 2 Guests - Skegness
Skegness
03/07 – 05/07
NZ$428/nighttotal: NZ$856 (2 )

30 M² Cabin ∙ 1 Bedroom ∙ 2 Guests

1 2
cabin
This self-contained camper is located in a rural setting in Irby in the Marsh, Lincolnshire, offering a peaceful escape approximately 720 meters from the National Trust's Gunby Estate, Hall and Gardens.
This 30 square meter cabin provides accommodation for two guests with a king-size bed, a private bathroom with a walk-in shower, a kitchen with a fridge, air conditioning, and WiFi, with pets welcome and an outdoor BBQ area available.

Best Skegness villas and holiday homes with jacuzzi

Cottage ∙ 2 Bedrooms ∙ 6 Guests - Skegness
Skegness
05/10 – 09/10
NZ$550/nighttotal: NZ$2200 (4 )

Cottage ∙ 2 Bedrooms ∙ 6 Guests

2 2
cottage , Addlethorpe
This Addlethorpe holiday home is situated 2.4km from Ingoldmells beach, 5.6km from Skegness, and 2.4km from Fantasy Island, offering easy access to Lincolnshire's coastal attractions.
The two-bedroom property sleeps six, features an open-plan ground floor, a private hot tub overlooking a lake, and includes amenities such as a dishwasher, washing machine, and Wi-Fi; coarse fishing is available directly outside.
Platinum Lodge 4 Hot Tub - Skegness
9.0 6 reviews
Skegness
05/10 – 09/10
NZ$190/nighttotal: NZ$760 (4 )

Platinum Lodge 4 Hot Tub

1 2
chalet , Lincolnshire
This Lincolnshire self-catering cottage is located on the outskirts of Skegness, a five-minute drive (approximately 3km) from the town centre and close to the Lincolnshire coast.
The two-bedroom property, sleeping four, boasts a fully fitted kitchen with dishwasher and washing machine, a private hot tub on a wrap-around deck, and central heating and double glazing, making it ideal for families seeking a relaxing break.
Chalet ∙ 3 Bedrooms ∙ 6 Guests - Skegness
Skegness
24/07 – 27/07
NZ$1142/nighttotal: NZ$3426 (3 )

Chalet ∙ 3 Bedrooms ∙ 6 Guests

3 5
chalet
This 3-bedroom, 2-bathroom chalet at Southview Holiday Park, Skegness, offers a family-friendly stay with a capacity for 6 guests, conveniently located near Skegness's coastal attractions, including the pier and sandy beaches.
Guests can enjoy a fully equipped kitchen, an indoor heated swimming pool with a waterslide, a sauna, steam room, and a gaming arena, with a complimentary hub pass granting access to park amenities.
Reed Roost - Uk37726 - Skegness
10 1 review
Skegness
31/08 – 04/09
NZ$559/nighttotal: NZ$2236 (4 )

Reed Roost - Uk37726

2 6
cottage , Addlethorpe, near Skegness
This charming cottage is just a short walk from Addlethorpe Golf Club and within easy reach of Skegness Beach and Fantasy Island, offering a peaceful escape from the bustling seaside town. The surrounding area is perfect for exploring the Lincolnshire coastline, with plenty of opportunities for walking, cycling, and enjoying the fresh sea air.
The cottage has two bedrooms and two bathrooms, comfortably accommodating up to six guests. It features a fully equipped kitchen, a washing machine, a TV, a private garden, and a luxurious jacuzzi, making it ideal for a relaxing and enjoyable stay.
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