Holiday Rentals in Skegness

550 available vacation rental offers

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Skegness holiday rentals
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550 Holiday rentals and Airbnb in Skegness

Best family friendly Skegness holiday rentals

Among the 550 accommodations in Skegness, here are the 4 best family friendly rentals

Cottage ∙ 3 Bedrooms ∙ 8 Guests - Skegness
8.0 1 review

Cottage ∙ 3 Bedrooms ∙ 8 Guests

cottage
This holiday home is situated at Southview, a Parkdean resort in Skegness, Lincolnshire, offering proximity to the town's Blue Flag beach and various attractions.
This spacious caravan accommodates up to 8 guests across 3 bedrooms and features a well-equipped kitchen, a private decking area, and access to on-site amenities including an indoor swimming pool, restaurant, and entertainment.
Spacious 2 Bedroom Caravan With Free Parking! - Skegness
9.6 93 reviews

Spacious 2 Bedroom Caravan With Free Parking!

apartment
This holiday home is located just a short walk from Butlins and Fantasy Island in Ingoldmells, offering easy access to the area's top attractions. Guests have consistently rated this accommodation as excellent for its cleanliness, location, and overall experience.
This two-bedroom property comfortably sleeps four guests and features a fully equipped kitchen with a fridge, freezer, and microwave oven. Enjoy the convenience of parking on-site and take advantage of the proximity to the beach, just a 10-minute walk away, for a relaxing day by the sea.
3 Bed Caravan Sleeps 8 - Skegness
8.8 16 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.
4 Bed Cottage With Hot Tub Sleeps 12 Pet Friendly - Skegness
10 14 reviews

4 Bed Cottage With Hot Tub Sleeps 12 Pet Friendly

apartment, Skegness
This charming cottage is ideally located in central Skegness, just a short 5-minute walk from both the beach and the bustling town centre. The property offers easy access to all that Skegness has to offer, from the sandy shores to the lively attractions and shops.
This spacious holiday home can comfortably accommodate up to 12 guests across its 4 bedrooms and 3 bathrooms. Enjoy a range of amenities including a well-equipped kitchen, a relaxing garden with a hot tub, and a games room with a TV for entertainment.

Best Skegness holiday rentals with a pool

Among the 550 accommodations in Skegness, here are the 4 best rentals with a pool

Hallstead - Skegness
8.2 21 reviews

Hallstead

house, Skegness
This Skegness holiday home, situated in Hallstead, is 1.9km from Skegness Pier and a short walk from North Shore Golf Club, offering easy access to Ingoldmells Beach and other nearby attractions.
The 130 square metre property boasts three bedrooms, one bathroom with a hot tub and walk-in shower, a fully equipped kitchen including a dishwasher, a private garden with a pool table, plus a swimming pool, jacuzzi and sauna.
Southview Holiday Park, Deluxe Caravan - Skegness
9.6 31 reviews

Southview Holiday Park, Deluxe Caravan

glamping, Skegness
This Southview Holiday Park Deluxe Caravan is located in Skegness, just 3.8 kilometres from Tower Gardens and 3.2 kilometres from Skegness Railway Station. It is rated excellent for location, cleanliness and user experience.
This 41 square metre holiday home has 3 bedrooms and 2 bathrooms, comfortably accommodating up to 12 guests. It features a fully equipped kitchen, a living room with a flat-screen TV, a terrace, a garden, a swimming pool, a sauna, a spa, a bar, a tennis court and free Wi-Fi.
Secluded Spot On Southview 8 Berth - Skegness
9.2 43 reviews

Secluded Spot On Southview 8 Berth

apartment, Lincolnshire
This apartment is located in Lincolnshire, just a short drive from Skegness, with Butlins and Skegness Pier both within easy reach. The peaceful location offers a quiet retreat, perfect for those seeking a break from the hustle and bustle.
The self-catering property has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. The apartment includes a kitchen, a terrace, a swimming pool, a sauna, and parking, along with a range of other amenities for a relaxing and enjoyable stay.
Southview Holiday Park - Skegness
9.1 11 reviews

Southview Holiday Park

glamping, Winthorpe
The Southview Holiday Park Caravan, located in Winthorpe, is situated 3.5km from Butlin's, 3.3km from Tower Gardens, and 3.7km from Skegness Pier.
This three-bedroom, two-bathroom holiday home sleeps 15 guests and boasts a fully equipped kitchen, a private patio, free Wi-Fi, and access to on-site amenities including a swimming pool, sauna, and bar.

Frequently asked questions about holiday rentals in Skegness

  • What are some interesting places to visit in or near Skegness?

    Skegness is full of things to see. You've got the famous Skegness Pier, the Natureland Seal Sanctuary, and the Skegness Clock Tower. If you fancy something a bit different, the Lincolnshire Wolds are just a short drive away, offering beautiful countryside views.
  • What are the best Airbnb and holiday rentals in Skegness?

    Springfield Holiday Apartments, Beach Court Holiday Apartments and Fairview holiday flats are among the best Airbnb and holiday rentals in Skegness.

  • Which walking or cycling routes are the best in Skegness?

    For a nice walk, try the coastal path from Skegness to Mablethorpe. It's about 10km and you get fantastic views of the sea. If you're up for a longer cycle, the Viking Way is a great option. It stretches for about 145km and passes through some lovely villages and countryside.
  • What are the most popular Airbnbs in Skegness?

  • What sports or outdoor activites can visitors enjoy in and around Skegness?

    Skegness is great for watersports like sailing and windsurfing. If you're after something a bit more relaxing, there's plenty of fishing to be had on the beach or at the harbour. And don't forget the Skegness Golf Club, a great course for a round of golf.
  • What are the best holiday rentals with a pool in Skegness?

    Luxury Holiday Lodge: 12 Elm Close, The Old Barn-e1425 and The Bluebird Holiday Home are the best holiday rentals with a pool in Skegness.

  • What other towns or cities can be easily accessed from Skegness?

    You can easily get to Lincoln, Boston and Grimsby by car or bus. Lincoln is a beautiful historic city with a cathedral and castle, while Boston has a charming market square and a great selection of pubs.
  • What are the best rentals for families and kids in Skegness?

  • What amenities are commonly available in vacation rentals in Skegness?

    Most holiday lets in Skegness will have the basics like a kitchen, bathroom, and bedrooms. Many also have Wi-Fi, a TV, and a washing machine. If you're looking for something a bit more luxurious, you can find places with a hot tub or a garden.
  • What are the best rentals or Airbnbs with a jacuzzi in Skegness?

    The best vacation rentals or Airbnb with a jacuzzi in Skegness are Balcony Apartment Near Skegness Beach & Town, Birchwood In Skegness and The Old Barn-e1425.

  • What time of year is best to rent a vacation rental Skegness?

    The best time to visit Skegness is during the summer months, from June to August. The weather is usually warm and sunny, and there's plenty going on in the town. If you're looking for a quieter break, you could visit in the spring or autumn.

Popular destinations

Best Skegness holiday rentals with a balcony

Cedar Lake Apartment Retreat - Skegness
No reviews

Cedar Lake Apartment Retreat

apartment, Skegness
Cedar Lake Apartment Retreat is a holiday flat in Skegness, located 2.7 kilometres from Winthorpe Beach and Skegness Butlins, and 1.9 kilometres from Skegness Railway Station.
This 35 square metre apartment offers three bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, a balcony, and private parking for up to 11 guests.
Parkdean Southview Vintage 33 8 Berth 3 Bed Caravan Glassed Front Veranda On Site Pool - Skegness
9.0 16 reviews

Parkdean Southview Vintage 33 8 Berth 3 Bed Caravan Glassed Front Veranda On Site Pool

apartment, Skegness
This spacious Skegness holiday home, a vintage 33 8-berth caravan, is situated approximately 3.9km from Butlin's, Tower Gardens, and Skegness Pier.
The 380 square metre property boasts two bedrooms, one bathroom, sleeps fifteen guests, and includes a fully equipped kitchen, swimming pool, sauna, bar, fitness centre, terrace, parking, and a children's playground.
Sunnyside41, Caravan - 8 Sleeps - Skegness
No reviews

Sunnyside41, Caravan - 8 Sleeps

cabin, Skegness
This pet-friendly lodge is situated in Skegness, a short walk from North Shore Golf Club and 630 meters from Skegness Beach, offering convenient access to local attractions like Skegness Clock Tower and Gunby Estate, Hall and Gardens.
This 40 square meter holiday home accommodates up to eight guests with four bedrooms and one bathroom, featuring a kitchen with a microwave oven and a terrace, ideal for exploring Butlins Skegness and Lucky Strike Arcade.
Caravan - Sleeps 6 - Pets Ok - Parking - Skegness
No reviews

Caravan - Sleeps 6 - Pets Ok - Parking

cabin, Skegness
This Skegness lodge is located a 5-minute drive from Skegness Beach and Seafront, Natureland Seal Sanctuary, Skegness Aquarium, Tower Gardens, and Skegness Pier, with Fantasy Island Theme Park and Gibraltar Point Nature Reserve also within a 10-minute drive.
This 100 square meter holiday home accommodates up to six guests in three bedrooms and offers a kitchen with a fridge and microwave, an indoor swimming pool, a terrace, a garden, and free on-site parking.

Best Skegness holiday rentals with parking

The Annex - Skegness
9.6 80 reviews

The Annex

chalet, Skegness
This recently renovated holiday home is located near Skegness Beach, within easy reach of Winthorpe Beach, Skegness Butlins, and Skegness Pier. The Annex has received excellent ratings for its location, cleanliness, and overall experience.
The chalet is a comfortable 29 square metres and sleeps up to four guests in two bedrooms. It includes a fully equipped kitchen, a private patio, a garden, free parking, and free Wi-Fi, making it perfect for families and those looking for a relaxing seaside getaway.
3 Bed Caravan - Sleeps 8 - Pets - Parking - Skegness
8.2 14 reviews

3 Bed Caravan - Sleeps 8 - Pets - Parking

house, Skegness
This pet-friendly caravan is located near Ingoldmells Beach (a 5-minute walk), 1.3km from Winthorpe Beach, and 2.9km from Skegness Butlins.
The 125 square metre property boasts three bedrooms, two bathrooms (one en-suite), a living room with fireplace, garden with patio furniture, free Wi-Fi, parking, and sleeps up to 15 guests, making it ideal for families.
Hawthorne Cottage - Skegness
10 7 reviews

Hawthorne Cottage

house, Winthorpe
Hawthorne Cottage is conveniently located in Skegness, just 2.9km from Butlins, 3.5km from Skegness Pier, and 3.8km from Tower Gardens, making it easy to explore the town's attractions. The cottage has received excellent ratings for both its location and overall experience.
This charming holiday home offers a cosy retreat for two guests. Amenities include a private garden, free parking, Wi-Fi, a kitchen, and a swimming pool, ensuring a comfortable and enjoyable stay.
Discover Comfort Home From Home 8-birth Caravan - Skegness
9.0 23 reviews

Discover Comfort Home From Home 8-birth Caravan

apartment, Skegness
This three-bedroom apartment is located in Skegness, just a short drive from Chapel St. Leonards Beach and Skegness Butlins, and within walking distance of Ingoldmells Beach. It's situated in a peaceful area, offering a relaxing retreat from the hustle and bustle. The property has received very good ratings for cleanliness and user experience, while the location is rated as OK.
The 85 square metre property can comfortably accommodate up to 8 guests. It features a fully equipped kitchen, a garden, free parking, and a fireplace for cosy evenings in.
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