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 $119 NZD per night before taxes and fees

  • Verified guest reviews

    Over 580 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Skegness holiday 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.

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Top Guest favourite
Apartment in Chapel Saint Leonards
4.92 out of 5 average rating, 13 reviews

Static caravan on Golden Palm Resort. Sleeps 6

Veranda with seating area. Fridge with a freezer compartment. Microwave. Air fryer. TV x2. Free wifi. A family-focused holiday park with entertainment, an indoor fun pool with slides, mini golf, arcade, daytime and evening entertainment. There is an on site shop, laundrette, various food places and soft play. Home to Club Tropicana. The beach is a 10 min walk and is the most beautiful beach in the area. The bus goes from directly outside to spots such as mablethorpe, Skegness and fantasy island.

FamilyLocationGetting around

Guest favourite
The lodge features a wooden exterior with a dark roof, set against a picturesque lakeside backdrop. A spacious deck extends from the lodge, inviting outdoor seating with views of the tranquil water and surrounding trees, enhancing the serene atmosphere.
Cabin in Tattershall
4.96 out of 5 average rating, 123 reviews

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*

ValueFamilyWalkability

Top Guest favourite
Campervan/RV in Ingoldmells
5.0 out of 5 average rating, 5 reviews

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

LocationFamilySleep quality

Superhost
Tiny home in Lincolnshire
4.8 out of 5 average rating, 5 reviews

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

LocationFamilyHospitality

Top Guest favourite
A modern living area is highlighted by a sleek stone fireplace, featuring a mounted flat-screen television above. Adjacent, a sunken hot tub is presented, surrounded by greenery, accompanied by a bottle of champagne and glasses, inviting relaxation and enjoyment.
Cabin in Tattershall
4.95 out of 5 average rating, 198 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.

ValueLocationHospitality

Guest favourite
A hot tub is positioned on a spacious deck, overlooking a scenic lake. The deck is lined with wooden railings, and a few signs are visible nearby. Natural greenery borders the area, with soft clouds above contributing to a relaxed atmosphere.
Cabin in Tattershall
4.85 out of 5 average rating, 116 reviews

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.

FamilyLocationKitchen

Top Guest favourite
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, 308 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.

FamilyLocationEV charging

Guest favourite
Cabin in Burgh-le-Marsh
5.0 out of 5 average rating, 10 reviews

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.

ValueFamilyWalkability

Guest favourite
A private decking area overlooks a serene fishing lake, reflecting the blue sky and fluffy clouds. Lush greenery frames the view, creating a tranquil outdoor space. Comfortable seating is present, inviting relaxation while enjoying the scenic surroundings.
Cabin in Tattershall
4.86 out of 5 average rating, 21 reviews

Tattershall Lakes Mini Breaks - Fishing Lake

This luxury mini lodge comfortably sleeps 6 people. A modern and stylish space designed with families and couples in mind. Situated on the fishing lake itself, it also has its own private fishing peg! A short walk from the entertainment, bars, restaurants & swimming pools! The private decking area is the perfect place for entertaining or enjoying the views overlooking the lake. Take a dip in our spacious 5 seater hot tub, just relax and unwind. The perfect mini break location!

LocationFamilyBathroom

Guest favourite
A spacious living area features large windows overlooking a lake, allowing natural light to fill the room. Comfortable seating arrangements include a light gray sofa and a dining table nearby. Soft textiles and simple decor complement the calming, relaxing environment of the lodge.
Holiday home in Tattershall
4.99 out of 5 average rating, 107 reviews

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.

LocationValueCleanliness

Guest favourite
Cabin in Tattershall
4.92 out of 5 average rating, 107 reviews

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.

LocationValueIndoor spaces

Guest favourite
A welcoming mobile home is displayed, featuring a light exterior and a ramp leading to the entrance for accessibility. The surrounding area includes well-maintained grass and a gravel pathway. Nearby, play areas and other facilities are partially visible in the background.
Campervan/RV in Chapel Saint Leonards
4.86 out of 5 average rating, 29 reviews

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.

LocationFamilyCleanliness

Popular amenities for Skegness rentals with a pool