Holiday Rentals in Skegness

380 available vacation rental offers

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Skegness holiday rentals
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Best Holiday rentals and Airbnb offers in Skegness

Best family friendly Skegness holiday rentals

Among the 380 accommodations in Skegness, here are the 4 best family friendly rentals

Cottage ∙ 2 Bedrooms ∙ 6 Guests - Skegness
8.0 2 reviews
Skegness
17/07 – 19/07
£177/nighttotal: £354 (2 )

Cottage ∙ 2 Bedrooms ∙ 6 Guests

2 5
cottage
Peartree Cottage is located in Skegness, Lincolnshire, just 300 meters from the Blue Flag beach and promenade, and within easy walking distance of shops and pubs.
This family-friendly holiday home accommodates up to six guests across two bedrooms, featuring a private hot tub, a barbecue, a football table, Smart TVs, and a garden, and is a short distance from attractions like Natureland Seal Sanctuary.
85 M² Apartment ∙ 3 Bedrooms ∙ 8 Guests - Skegness
9.2 12 reviews
Skegness
22/06 – 29/06
£71/nighttotal: £497 (7 )

85 M² Apartment ∙ 3 Bedrooms ∙ 8 Guests

3 2
apartment , Ingoldmells
This Ingoldmells apartment, ideal for family holidays, is conveniently located near Skegness, offering easy access to the town's attractions.
Sleeping up to eight guests across three bedrooms and a sofa bed, this 85 square metre self-catering flat boasts a fully equipped kitchen, a fireplace, a bathroom with walk-in shower, free parking, and a television.
6 Berth Sealands Ingoldmells Free Wifi Westmorland Sl - Skegness
9.0 32 reviews
Skegness
17/07 – 24/07
£134/nighttotal: £938 (7 )

6 Berth Sealands Ingoldmells Free Wifi Westmorland Sl

2 6
apartment , Ingoldmells
This ground floor flat is located just a 9-minute walk from Ingoldmells Beach and 1.7 miles from Chapel St. Leonards Beach, making it a great choice for families or groups wanting to explore the Lincolnshire coast. The property has received very good ratings for cleanliness and user experience, as well as an excellent location rating.
The flat has 2 bedrooms and can comfortably accommodate up to 6 guests. It comes with a fully equipped kitchen, a private balcony, and parking, making it ideal for a relaxing and enjoyable stay.
110 M² Apartment ∙ 3 Bedrooms ∙ 7 Guests - Skegness
Skegness
25/07 – 01/08
£572/nighttotal: £4004 (7 )

110 M² Apartment ∙ 3 Bedrooms ∙ 7 Guests

3 2
apartment , Ingoldmells
This three-bedroom Ingoldmells apartment is situated in Skegness, just a short distance from the beach and the iconic Skegness Pier.
The 110 square metre property comfortably sleeps seven guests and features a fully equipped kitchen, a cosy coal fire, and free on-site parking.

Find the Best Holiday Rentals with a Pool in Skegness

A holiday rental or Airbnb with a swimming pool near the water in Skegness is a brilliant base for a relaxing swim. View our collection.

Chalet ∙ 2 Bedrooms ∙ 4 Guests - Skegness
Skegness
05/10 – 09/10
£82/nighttotal: £328 (4 )

Chalet ∙ 2 Bedrooms ∙ 4 Guests

2 2
chalet
This Skegness holiday home is situated on Burgh Road, a 5-minute (approx. 3.2km) drive from Skegness town centre and its attractions, offering a peaceful retreat in open farmland.
The self-catering chalet sleeps four guests in two bedrooms (one double ensuite, one twin), features a fully fitted kitchen with dishwasher and washing machine, a private hot tub, swimming pool and Jacuzzi, and provides towels.
Cottage ∙ 2 Bedrooms ∙ 6 Guests - Skegness
Skegness
22/06 – 25/06
£228/nighttotal: £684 (3 )

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.
Southview Park Dean - 8 Birth - Skegness
8.2 23 reviews
Skegness
17/07 – 24/07
£77/nighttotal: £539 (7 )

Southview Park Dean - 8 Birth

1 6
cabin , Lincolnshire
This charming holiday home is located in Southview, Lincolnshire, just a 5-kilometre drive from the bustling seaside town of Skegness. The surrounding area offers a peaceful escape from the hustle and bustle, with easy access to the beach and local attractions.
The self-catering accommodation sleeps up to six guests in three bedrooms and one bathroom. The cabin provides a fully equipped kitchen with a fridge, freezer, and microwave oven, along with a private garden, swimming pool, parking, and internet access. You can enjoy a range of on-site entertainment options including swimming, children's activities, adult entertainment, climbing, shops, pubs, and golf.
Sandy Shore - Uk37724 - Skegness
9.5 2 reviews
Skegness
05/10 – 09/10
£227/nighttotal: £908 (4 )

Sandy Shore - Uk37724

2 2
house , Ingoldmells
Sandy Shore - UK37724 is a 2-bedroom house located just a short walk from Addlethorpe Golf Club and a short drive from Skegness Pier, Tower Gardens, and Skegness Butlins, offering a peaceful location away from the hustle and bustle of the town centre. The house has received excellent ratings for its location, cleanliness, and overall experience.
This holiday home is ideal for families or small groups of up to 6 people. It offers a fully equipped kitchen, a relaxing garden, free Wi-Fi, free parking, and access to a swimming pool and Jacuzzi.

Frequently asked questions about holiday rentals in Skegness

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

    Skegness is a classic seaside town, so you've got the usual pier, beach and amusements. But you can also visit the Skegness Natureland Seal Sanctuary, which is a great place to see seals up close. If you fancy a day trip, the historic city of Lincoln is only about an hour's drive away and is well worth a visit.
  • 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?

    The coastal path is a lovely walk, especially at sunrise or sunset. There's also a good network of cycle paths, so you can explore the area at your own pace. You can cycle along the beach, or head inland to explore the Lincolnshire Wolds.
  • What are the most popular Airbnbs in Skegness?

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

    Skegness is a great place for watersports, with plenty of opportunities for swimming, windsurfing, and even kitesurfing. There's also a golf course, a bowling alley, and a couple of adventure parks, so there's something for everyone.
  • 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 Boston, Lincoln, and Grimsby from Skegness. These are all great places to visit for a day trip, and each offers a different experience. Boston is a historic market town, Lincoln is a cathedral city, and Grimsby is a bustling port town.
  • What are the best rentals for families and kids in Skegness?

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

    Most vacation rentals in Skegness have the basics like a kitchen, bathroom, and bedrooms. Many also have extras like a washing machine, dryer, and even a dishwasher. Some even have a garden or patio, which is great for enjoying the sunshine.
  • What are the best rentals or Airbnbs with a jacuzzi in Skegness?

    The best holiday 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. It's a great time to enjoy the beach and the many outdoor activities on offer. However, if you're looking for a quieter holiday, you could visit during the shoulder seasons, from April to May or September to October.
  • What are the local dishes in Skegness region?

    The local dishes in the Skegness area are mainly based on traditional English cuisine. You can find plenty of fish and chips shops, as well as pubs serving hearty meals like roast dinners and pies. There are also some great cafes and restaurants serving modern British cuisine.

Destinations nearby

Best Skegness holiday rentals with a balcony

Secluded Spot On Southview 8 Berth - Skegness
9.2 35 reviews
Skegness
17/07 – 20/07
£113/nighttotal: £339 (3 )

Secluded Spot On Southview 8 Berth

3 2
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.
Grey 2 Caravan Ingoldmells 3 Bedrooms 6 Berth - Skegness
9.2 18 reviews
Skegness
22/06 – 29/06
£80/nighttotal: £560 (7 )

Grey 2 Caravan Ingoldmells 3 Bedrooms 6 Berth

3 2
house , Ingoldmells
This three-bedroom holiday home in Ingoldmells is a 14-minute walk from Ingoldmells Beach, 5.5km from Skegness Pier, and 3.7km from Skegness Butlins.
The property boasts three bathrooms, sleeps eleven guests, includes a fully equipped kitchen and flat-screen TV, and is near Addlethorpe and North Shore Golf Clubs.
North Parade Holiday Apartment 35 Sea View Road Skegness Pe25 1bs - Skegness
9.3 63 reviews
Skegness
21/08 – 25/08
£182/nighttotal: £728 (4 )

North Parade Holiday Apartment 35 Sea View Road Skegness Pe25 1bs

1 2
apartment , Skegness
This apartment is located in Skegness, just a short walk from the Skegness Pier and within easy reach of the beach and other attractions like Tower Gardens and North Shore Golf Club. It has received excellent ratings for location, cleanliness and user experience. The property is a 1-bedroom flat with 1 bathroom, offering 6 square meters of space and accommodating up to 4 guests. The apartment includes a fully equipped kitchen, a private patio with garden views, free private parking, and free Wi-Fi.
Luxury Mini Lodge - Adults Only - Peaceful Location At Southview - Skegness
Skegness
10/07 – 13/07
£129/nighttotal: £387 (3 )

Luxury Mini Lodge - Adults Only - Peaceful Location At Southview

2 2
apartment , Skegness
This apartment is located in a tranquil area of Skegness, 4 kilometres from Skegness Butlins and 4 kilometres from Tower Gardens.
This 55 square meter flat offers accommodation for 2 guests, featuring 2 bedrooms, 2 bathrooms, a kitchen equipped with a fridge, microwave and dishwasher, complimentary WiFi, a garden, balcony, terrace, swimming pool, sauna, on-site restaurant, bar, and private parking.

Neighborhoods and points of interest in Skegness

Our Favourite Holiday Rentals with Parking in Skegness

On-site parking takes one thing off your list when visiting Skegness, and these holiday rentals have it included.

Cosy 3-bedroom Caravan With Decking - Skegness
Skegness
05/10 – 09/10
£74/nighttotal: £296 (4 )

Cosy 3-bedroom Caravan With Decking

3 2
house , Skegness
This 2-bedroom caravan is located in Skegness, a 1.3-kilometre walk from Skegness Pier and 1.5 kilometres from Skegness Railway Station, with Skegness Beach, Skegness Butlins, and Tower Gardens nearby.
The 75-square-meter property accommodates up to 11 guests and includes free private parking, free WiFi, a kitchen with a fridge and microwave, a seating area with a fireplace, a TV, and a walk-in shower.
40 M² Cabin ∙ 3 Bedrooms ∙ 8 Guests - Skegness
Skegness
07/08 – 10/08
£144/nighttotal: £432 (3 )

40 M² Cabin ∙ 3 Bedrooms ∙ 8 Guests

3 2
cabin
This family-friendly lodge is located at 128 Burgh Road within Highfields Caravan Park, a short 800-meter walk from Skegness beach, pier, and promenade.
This 40 square meter caravan offers accommodation for up to 8 guests with 3 bedrooms and 1 bathroom, featuring a kitchen with a fridge and microwave, plus on-site parking.
Sandy’s Cottage
Sunrise
Southview
Centrally Heated - Skegness
9.6 5 reviews
Skegness
21/12 – 03/01
£61/nighttotal: £793 (13 )

Sandy’s Cottage Sunrise Southview Centrally Heated

1 2
cabin , Lincolnshire
This two-bedroom chalet is located at Southview Leisure Park in Skegness, just a short distance from the Lincolnshire coast and a peaceful pond. The park offers a range of on-site amenities, including a swimming pool and a climbing wall, perfect for families.
The chalet comfortably sleeps six guests and features a fully equipped kitchen with modern appliances, including a microwave and an air fryer. You can enjoy scenic pond views from the decking area, or dine at the nearby boathouse.
Comfortable Two-bedroom Static Caravan In Skegness Sleeping Up To Six Guests. - Skegness
Skegness
17/07 – 24/07
£100/nighttotal: £700 (7 )

Comfortable Two-bedroom Static Caravan In Skegness Sleeping Up To Six Guests.

2 6
cottage , Skegness
This static caravan is located in Skegness, a short distance from the beach and town centre attractions.
Sleeping up to six guests, this accommodation offers two bedrooms, a shower room, an en-suite toilet, and Wi-Fi, with parking for two cars and a sitting-out area on the grounds.
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