Vacation rentals with a pool in Skegness

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Skegness

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

A spacious living area features a large sectional sofa with yellow accent pillows, a coffee table, and a dining table. Natural light floods in through several large windows, enhancing the open floor plan that connects to a modern kitchen equipped with essential appliances.

Chalet in Lincolnshire

5 out of 5 average rating, 5 reviews

Meadows 33 Hot tub - Southview Holiday Park

Enjoy our lodge located in stunning Skegness. The lodge provides unsurpassed guest facilities, with attention to detail throughout. If you love the great outdoors but also crave luxurious comfort, this lodge is your perfect destination. As a self-catering lodge, you'll find everything you need for a perfect stay. The kitchen has a fridge, a hob, an oven, a kettle, a freezer and a microwave. The lodge is a perfect place to relax and offers a television and internet access. This lodge has 3 bedrooms and can comfortably sleep 6. In the first bedroom, you will find a double bed. The second bedroom contains 2 single beds and the 3rd bedroom another double bed. There are 2 bathrooms. The first bathroom is en suite with toilet and sink and a walk-in shower. The second bathroom has a toilet and sink with over bath shower system. Linen and towels are all included to make your stay more enjoyable. House Rules: - Check-in time is 3pm and check-out is 11am. - Smoking is not allowed. - There are free parking on premises parking facilities available at the property. - Pets are allowed at the property up 2 dogs. Park passes are extra to use the site facilities (Off Peak 7 days 21.00pp less than 7 days 18.90pp) ( Peak 7days 29.95pp less then 7 days 26.96pp) !! We do not allow same sex groups or party groups !!! We will remove you from the property if found braking these rules. Season dates for park facility are March - October. Bookings made after this are for lodge only.

Superhost

A private hot tub is situated on a deck, surrounded by outdoor seating. French doors lead into the interior, which is illuminated by natural light. The view extends to the landscaped grounds, showcasing well-maintained pathways and neighboring accommodations.

Cabin in Lincolnshire

5 out of 5 average rating, 8 reviews

Southview Hot Tub Hideaway

Park Dean Hot Tub getaway 🏖️ French doors that open on to a front decking with private hot tub overlooking a duck pond. Sleeps up to eight guests. Double glazed & central heated. Fully equipped kitchen. Complimentary tea, coffee & sugar. Smart TV & DVD with plenty of dvds to choose from! Selection of games for all the family. Travel cot & high chair provided. Just 10 mins to Skegness beach 🏖️ Please note site entertainment stops mid Nov £100 security deposit will be due the week of your stay

Top guest favorite

A heated pool is framed by a stone patio, surrounded by neatly trimmed hedges and trees. A garden shed is visible in the background, along with other structures, providing a serene setting. Clear blue water reflects sunlight under the open sky.

Condo in Lincolnshire

5 out of 5 average rating, 37 reviews

Countryside flat near Spalding

Spacious self-contained apartment in the grounds of Wykeham House near Spalding. Ground floor entrance with WC, freezer, washing machine & storage, stairs to first floor with large bathroom with shower, bedroom with king sized bed, feature wall & desk. Open plan kitchen/living/dining room with all mod cons, comfortable seating, dining table, large Smart TV & views onto the garden and riverbank which runs alongside the house. Private dining area outside as well as access to the 2.5 acre garden.

Guest favorite

A colorful map of Southview Holiday Park is displayed, outlining various attractions and activities available. Sections for entertainment venues, kids' activities, fishing lakes, and other facilities are clearly marked, providing a visual guide for guests to navigate the park.

Holiday park in Lincolnshire

5 out of 5 average rating, 6 reviews

Bella-May’s Holiday Hideaway at Southview

Offering affordable stays at our home away from home family friendly holiday accommodation . Sleeping up to 8 people *Outside patio area *Picnic bench *Fully equipped Kitchen *Smart TV *Unlimited WiFi *Bed linen included *Small/Medium pets allowed. *On-site entertainment venue *On-site arcade *3 fishing lakes *Swimming pool, Sauna, steam room, jacuzzi & gym *Kids activities centre *Public bus that picks up on site to Skegness beach & promenade *On site restaurant, takeaways and bar.

Top guest favorite

Cabin in Tattershall

4.95 out of 5 average rating, 165 reviews

Castle View Holidays (hot tub) Tattershall Lakes

Our beautiful Castle View holiday home with a sunken hot tub is at the beautiful Tattershall Lakes Country Park. Lots of fun things to do on the park as well as a perfect location for local attractions such as Tattershall Castle. We are located at the end of a quiet area with beautiful views of Tattershall Castle and the Castle Lake. We are a family run business running over 6 years with over 140 fantastic airbnb reviews. Our check in/out days during school holidays are Mondays & Fridays.

Top guest favorite

An outdoor seating area features two dark wicker chairs and a matching table on a deck. In the background, several caravans are visible by a serene pond, surrounded by green lawns and trees.

Cabin in Lincolnshire

5 out of 5 average rating, 30 reviews

Lakeside Family Caravan with Decking and Wi-Fi!

Our family caravan is the perfect place to enjoy a relaxing holiday with your loved ones. It can comfortably sleep up to 8 people in its spacious bedrooms, and it has central heating to keep you cozy in any weather. You will love the wrap around decking, where you can sit and enjoy the sunshine which is secure to keep children from absconding! The caravan also has its own parking space and is located by the lakes. Come and experience the comfort and convenience of our family caravan!

Guest favorite

A modern lounge area features two gray freestanding sofas adorned with decorative pillows. A coffee table sits in the center with a vase of fresh flowers. Soft natural light filters through the windows, complemented by light-colored curtains with a floral pattern, creating a comfortable atmosphere.

Holiday park in Lincolnshire

4.93 out of 5 average rating, 61 reviews

Immaculate 2 Bedroom Caravan Southview, Skegness

Our beautiful 2 bedroom static caravan has everything you need for a comfortable & relaxing stay. Double glazed with Central Heating, Master bedroom with kingsize bed & en-suite, spacious bathroom, lounge with two free standing sofas, fully equipped kitchen/dining area which includes a full size fridge freezer, gas oven & hob, built-in microwave & full size dishwasher. Private parking. Bed linen and soft towels are provided during your stay. Check-in from 3pm and check-out is 10am.

Guest favorite

A spacious indoor heated pool area features a serene swimming pool surrounded by artificial grass. Expansive windows allow natural light to flood the room, framing views of the outdoor landscape. Comfortable seating areas are placed nearby, creating a relaxed atmosphere.

Barn in Kirkby on Bain

4.95 out of 5 average rating, 253 reviews

Luxury Annex beside the River Bain Nr Woodhall Spa

A most beautiful luxury annex to the main residence , with an indoor heated luxury swimming pool and 2 person sauna infrared.The property is set on the River Bain ,with open views to the Bain valley. . The pretty village of Kirkby on Bain is just 600 yards away. The Ebbington Arms is a wonderful public house which is well renowned for its excellent food. The Edwardian inland resort of Woodhall Spa is just 4 miles away here you find fantastic restaurants, shops and wonderful walks.

Guest favorite

A well-equipped kitchen area is complemented by a dining table that seats four. A cozy living area features a black sofa adorned with patterned cushions. Natural light enters through the windows, illuminating the space, and various kitchen appliances are visible on the counter.

Camper/RV in Chapel Saint Leonards

4.89 out of 5 average rating, 19 reviews

Caravan by the beach

The caravan is in a quiet location 100 meters from the beach. There is WIFI in the caravan. In the living room you are welcome to use free view, Netflix, PlayStation 3, Nintendo Wii, DVD Player. There is a dining arena with a table seating 4, and a well equipt kitchen area. Our caravan has 2 bedrooms. A master bedroom with lots off warderobe space and a twin room with 2 beds that can be made into a small double if needed. There is a shower room and toilet. Beddig is provided.

Superhost

A large swimming pool is surrounded by lounge chairs arranged neatly along the deck. A modern building with glass features is visible in the background, highlighting the recreational area. Smooth tiles form a clean, expansive surface around the pool.

Cabin in Tattershall

4.84 out of 5 average rating, 101 reviews

Lakeside Indulgent lodge 8 berth, Hottub & ramp

Privately owned Lakeside Lodge with fantastic views across Water Ski Lake. All self-catering needs met, and lining and towels were provided. Sun all day long on decking. Up to 2 dogs (only pets) are allowed. According to park rules, lead guests must be 21 years of age or older. As we are privately owned you are not forced to buy the park's entertainment passes, although we can obtain them for you at cost price from the park. Please check the park's website for prices.

Guest favorite

The exterior of the caravan is shown, featuring a small patio area with two chairs adjacent to the entrance. A planter adds a touch of greenery, while a large tree provides shade nearby. A glimpse of a calming pond is visible in the background.

Camper/RV in Lincolnshire

5 out of 5 average rating, 8 reviews

3 Bed/8 Berth Caravan on 4* Southview Holiday Park

Overlooking a lovely pond, within the 4* Southview Holiday Park is this 3 bedroom/8 Berth caravan, with a range of facilities available on site, including gym, sauna, swimming pool, kids adventure area, crazy golf, playground, fishing lake, arcade, multiple restaurants/bar, showbar entertainment, Nisa shop on site and plenty of recreational areas. Located in pleasant grounds just a short drive to Skegness town centre, or nearby Chapel St Leonard’s, Ingoldmells, Alford etc.

Superhost

A scenic view is framed by the window, showcasing a calm lake reflecting the soft hues of sunrise. A wooden pier extends into the water, with a hot tub visible nearby. A heart-shaped decoration hangs in the window, adding a touch of warmth to the scene.

Campsite in Tattershall

4.82 out of 5 average rating, 263 reviews

Lake side cosy Hot Tub Holiday Tattershall Lakes

Tattershall Lakes Country Park is a 5* award winning park packed full of exciting activities for all the family to enjoy aswell as being the perfect place to stay if you want to explore Lincolnshire and its fantastic attractions. Please note we don't provide entertainment passes but we can give you current prices and how to purchase them. You will need guest passes if you plan to use the entertainment complex.