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

Total vacation rentals
Explore 70 vacation rentals in Skegness

Nightly prices starting at
Skegness vacation rentals start at $70 per night before taxes and fees

Verified guest reviews
Over 580 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Skegness vacation rentals include wi-fi 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.

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*

Sandy’s Cottage Sunrise Southview Centrally Heated
2 bedroom, 4 berth with COT, Quaint Cottage Stile Static Van on sunrise. Quiet area, over looking a pond at Southview Leisure Park, with safe veranda for your children to feed the ducks. Swimming pool,Climbing wall,park etcEntertainment passes are not included, but can be purchased from reception. In kitchen is a microwave, air fryer, and utensils for cooking. There’s a restaurant to eat out. Duvet covers, sheets and pillow cases aren't supplied unless you rent bedding for 35 to do laundry

Spacious caravan to rent on Butlins Skegness
This memorable place is anything but ordinary. Sleeps 8 3 bedrooms Washing machine Front and side decking 5 mins walk to facilities Central heated Double glazed No smoking bedding Situated in a calm relaxing Location. Only a 5 min walk to the skyline. WiFi The kitchen boasts a large integrated fridge-freezer. £75 refundable security bond required and will be refunded after your holiday Passes are compulsory to access Butlins this can be added to your bookkng booking for an extra cost

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.

Lakeside Indulgent lodge, Hot tub, ramp + Starlink
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.

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.

Cozy Family Caravan Skegness
Enjoy a cozy stay at our family-friendly static caravan in Southview Holiday Park, Skegness. Perfect for families or small groups, it offers two bedrooms, a sofa bed, a fully equipped kitchenette, a welcoming lounge with TV, and heating throughout. Guests love the private patio and free on-site parking. The park features an indoor pool, sauna, bar, and gardens. Skegness beach, Pier, Butlins, and local attractions are just minutes away, with shops, arcades, and fish & chips nearby.

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.

Hideaway 2, LAKESIDE Lux Lodge, Hot Tub, Fishing
ACCOMODATION ONLY. Luxury modern 8 berth Lakeside Fishing Lodges. Private 8 person Hot Tub, wrap around lockable decking, Private Fishing Jetties. Bedding, towels etc all included. Clean, Modern, 5 star reviews and lots of extras included. Upgraded WiFi (Starlink) SMART TVs We have two fishing lodges next to each other, perfect for larger group bookings wanting two lodges next door to each other. We also have another 2 bedroom lakeside lodge on the jet ski lake.

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.

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.

3 bed 8 berth caravan Southview Skegness
8 berth caravan with pull out sofa bed front decking with seated area and table master bedroom with double bed and on suit plenty of wardrobe space 2x twin rooms bathroom with shower fully equipped kitchen air fryer central heating double glazed free wi fi pet friendly smart TVs close to swimming and the boat house and a short walk to activities and show bar please get intouch for any information
Popular amenities for Skegness rentals with a pool
House rentals with a pool

Luxury Lakeside Caravan With Hot Tub & Fishing Peg

Skegness Retreats The Retreat 38

Delightful 2 bedroom caravan Manor Park Hunstanton

Luxury Lodge at Southview with peaceful pond view

Peaceful Norfolk Caravan | Couples & Families

Waters Edge Lakeside Lodge Hot Tub & Wi-Fi

Family and Pet Friendly Static Caravan Manor Park

Golden Palm Pet Friendly Breaks
Other vacation rentals with a pool

2 Bed/6 Berth Caravan on 4* Southview Holiday Park

Ellis Retreats @ Tattershall Lakes Country Park

Static caravan on Golden Palm Resort. Sleeps 6

Luxury Caravan at southview park

Caravan by the beach

10 Berth Family Caravan

Tattershall Lakes lodge, hot tub and fishing pitch

Tattershall Lakes Mini Breaks - Fishing Lake
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