
Holiday rentals with a pool in Skegness
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Skegness

Total holiday rentals
Explore 70 holiday rentals in Skegness

Nightly prices starting at
Skegness holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 500 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Skegness holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Skegness rentals

4.8 Average rating
Skegness stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Skegness
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

Riverbank Retreat with Hot Tub Tattershall Lakes
Welcome to our happy place. Memories and dreams are made here..... We are situated on the edge of the Tattershall Lakes Country Park and away from the road on a quiet cul Dr sac. A little Riverbank runs along the back of our holiday home, you can follow it into the villages of Tattershall and Coningsby, taking in the magnificent Tattershall Castle on the way. We have 2 bedrooms. A kingsized bed with small ensuite and a twin single bedroom or can be made as a double bed. We also have a sofa bed and of course our wonderful Hot Tub/ Spa. We're fully equipped with everything you'll need for a relaxing, memorable stay. Beds are made for your arrival and tea/coffee or wine/beer will be waiting for you.....

Luxury Lakeside Log Cabin - Private Garden Hot Tub
Lakeshore Retreat at Tattershall Lakes. Our luxury lakeside log cabin has been fully refurbished inside and out ready to welcome guests to this retreat away from everyday life. Our lakeside garden is pretty unique for Tattershall Lakes, fenced and fully private with a massive 40 meters of private lake frontage, lakefront sun deck with loungers, fire pit with seating and bbq grill, dining patio that gets the evening sun and a shady veranda for watching lake life. Oh yes and the sunken hot tub!

Fable Lodge | Lakeside Lodge with Hot Tub & Views
Escape to Fable Lodge, a stunning lakeside retreat at Tattershall Lakes. With 3 beautifully designed bedrooms, a private sunken hot tub, and a spacious veranda overlooking the water-ski lake, Fable Lodge is perfect for creating unforgettable memories. Relax in the living area, enjoy a meal in the modern kitchen, or spend your days exploring watersports and local attractions. It’s an ideal destination for families, couples, or friends to reconnect and recharge. *Now with Starlink fast internet*

8 berth, dog friendly, in Skegness holiday park!
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.

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.

Luxury Caravan at southview park
Spacious and comfortable Caravan situated on the cedars at southview leisure Park. 8 berth consisting of 1 double bedroom with ensuite x2 single bedrooms and sofa bed . modern living room/ diner with conjoined fully equipped kitchen also a bathroom with double shower. located on the cedars which is close to the fishing lake but are also central for all activities, so you are in the perfect position if you want to have fun with the kids or kick back and relax. 5 mins from the beach

Lakeside Indulgent lodge, Hot tub, ramp + Skylink
Privately owned Lakeside Lodge with fantastic views across Water Ski Lake. All self-catering needs met. Bed linen & bathing towels are provided. Sun all day long on the decking. Dogs are allowed. Skylink Internet 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 or the pictures for prices.

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.

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.

Luxury lakefront 3 bedroom lodge with Hot tub
Enjoy a luxury holiday at our beautiful lakeside lodge with hot tub. *Air conditioned* 6 berth + infant (1x double with en-suite and dressing table) 2x twin bedrooms and infant (travel cot) Bathroom with shower, En-suite shower + bath. Bedding and towels included. Parking. Pet friendly. Toys, Highchair, Travel cot Breaks available: Mon- Fri, Fri- Mon and 7 nights peak time. *Entertainment passes sold separately for Away Resort facilities. Send me a msg for more info.

Family Caravan, Swimming Pool
You’ll treasure your time at this memorable place. Situated on the golden palm site surrounded by local facilities including a very well know club house (with kids play area), inside pool area, tennis courts and play ground outside. Within a short walk you'll be on the dog friendly beach and passing multiple resturant's and bars along the way. Club house and fun pool passes aren't included in this books you will need to book and pay separately.
Popular amenities for Skegness rentals with a pool
House rentals with a pool

Luxury Lakeside Caravan With Hot Tub & Fishing Peg

Hill Crest House Lincolnshire With Indoor Pool

Delightful 2 bedroom caravan Manor Park Hunstanton

Henry’s holiday home Hunstanton Manor Park

Family and Pet Friendly Static Caravan Manor Park

Tattershall Lakes Luxury Hot Tub Breaks

Fairways - Relaxing private hot tub

We have two 3 bedroom 8 berth caravans hot tubs
Other holiday rentals with a pool

Tattershall lakes breaks

Home from home by the sea

Udder Barn ‘Out Back & Beyond’

Lakeside Family Caravan with Decking and Wi-Fi!

Vallie Retreats@Tattershall Lake

Cozy Family Caravan Skegness

The Dune Den - Cosy Caravan Stay

Luxury caravan with hot tub at tattershall lakes
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- Lincoln Castle
- Sheringham Beach
- Old Hunstanton Beach
- Burghley House
- Holkham beach
- Sandringham Estate
- Fantasy Island Theme Park
- Cromer Beach
- Heacham South Beach
- Mundesley Beach
- Lincolnshire Wolds
- The Deep
- Kelling Heath Holiday Park
- Holkham Hall
- Felbrigg Hall
- Sundown Adventureland
- Belvoir Castle
- University of Lincoln
- Skegness Beach
- Sheringham Park
- Searles Leisure Resort
- Woodhall Country Park
- Newark Castle & Gardens
- Brancaster Beach





