Vacation rentals with a pool in Wealden District

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Wealden District

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

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Guest favorite

An ornate building features golden domes and a white facade, standing on a pier over calm waters. A blue railing lines the access path, offering views of the serene sea and distant horizon under a clear sky.

Holiday park in Pevensey Bay

4.96 out of 5 average rating, 138 reviews

Pevensey Pearl Platinum Caravan /prestigious site

Comfortable space for four people can accommodate six with extra charge per person over 4. One king size bed. Two x 2’6” beds that can be made as a double on request, a 4ft pull out sofa bed in the lounge area. Travel cot/high chair available. Caravan is of Platinum standard (Park Holidays grading). Gated outdoor deck and seating catching the sun all day. Heated indoor swimming pool, steam room/jacuzzi. Gymnasium (passes not included in your booking fee). Close to beach. Disabled access.

Guest favorite

The indoor heated swimming pool features a clear blue surface and is framed by rustic wooden beams. Large windows allow natural light to fill the space, while loungers line the poolside for relaxation. A safety cover is visible over one end of the pool.

Home in Canterbury

4.97 out of 5 average rating, 108 reviews

Kent Pool Cottage ~ Private Indoor Heated Pool

o Private Indoor Heated Swimming Pool o The pool is open 24/7/365 and is exclusive to you o Large garden o EV Charger o Area of Outstanding Beauty o Village pub o Family friendly getaway with free baby/toddler equipment upon request o Late check-out and early check-in options (= an extra day of holiday!) o No Airbnb fee (we pay it) o Short drive to White Cliffs of Dover, Whitstable, Canterbury Cathedral, Folkestone... o Netflix & PS4 Xtra subscriptions to keep your teens busy, with VR headset

Top guest favorite

A clear blue swimming pool is framed by a spacious patio featuring sun loungers and wooden dining furniture. The dark wooden loft conversion is visible in the background, surrounded by leafy greenery and potted plants, creating a serene outdoor atmosphere.

Barn in Loxwood

4.99 out of 5 average rating, 146 reviews

Luxurious getaway on rural Surrey/Sussex border.

Redwood is a charming loft conversion with views overlooking a garden, swimming pool, and farmland fields in the perfect location for both the South Downs and the Surrey Hills Area of Outstanding Natural Beauty, with several nearby pubs. Situated within the quaint village of Loxwood, you can enjoy the enchanting Surrey/Sussex countryside and rich wildlife. Enjoy a drink as the sun sets over our swimming pool or a picnic looking over the stunning nearby views. Continental Breakfast included.

Top guest favorite

The exterior of a spacious caravan features large windows that provide ample natural light. Outdoor picnic seating is visible, positioned on a grassy area. Surrounding trees can be seen in the background under a partly cloudy sky.

Guesthouse in Hastings

4.91 out of 5 average rating, 245 reviews

Bright & Spacious Holiday Home With WiFi And GCH

Rorys Village No. 9 Our spacious and clean caravan is situated at Combe Haven in Hastings. It is in a perfect location on site, very close to the amenities but still in a quieter area of the park. With plenty to do on site, including indoor/outdoor pools with bowl flume, ‘Live Lounge’ which hosts a variety of shows for all the family, arcade, ‘Nature Rockz’, ‘Airspace’ sportsdrome which hosts various activities from wall climbing & archery to roller disco plus lots of exciting play areas.

Top guest favorite

Cottage in Kent

4.99 out of 5 average rating, 287 reviews

Plantagenet: A Historic Country Cottage with Pool

A delightful and unique country cottage with historical links to the Plantagenet Kings of England! It's tucked away, surrounded by mature gardens with views over the Eastwell Manor country estate. Plantagenet Cottage is full of character and charm, it's spacious, very private and relaxing . Our heated pool is great in Summer [closed in Winter]. Enjoy the beautiful Kent countryside, great pubs, a nearby Spa, beaches, Canterbury and lots more - or simply just chill out at the cottage !

Top guest favorite

An outdoor swimming pool features a clear blue surface, surrounded by a stone patio. Black wicker seating groups with cushions are positioned nearby, facing the pool. Lush greenery and trees provide a tranquil backdrop, enhancing the serene atmosphere of the garden.

Barn in Lympne

4.97 out of 5 average rating, 128 reviews

Countryside barn conversion with stunning views

This stunning, renovated Victorian Farm, red brick barn is nestled on the idyllic Romney Marsh Ridge. The Cowshed Port Lympne benefits from a spacious garden to the rear and amazing views across the fields towards the North Downs area of outstanding natural beauty to the front. A short drive to many beaches, the coastal towns of Hythe and Folkestone (with its Harbour and Pier) and under a mile from Port Lympne Animal Reserve. It is also near many vineyards incl Gusborne and Chapel Down.

Guest favorite

A modern swimming pool reflects the clear sky and surrounding trees, framed by a spacious deck. Lounge chairs are situated under a purple umbrella at the pool's edge, with a wooden house visible in the background, blending harmoniously with the natural landscape.

Home in Cowfold

4.92 out of 5 average rating, 189 reviews

Large pristine 17m heated pool, countryside views

Unique eco sustainable guest house built in 2022 with stunning views over private fields lined with Oak Trees as well as views overlooking a private new pristine 17m swimming pool, heated from 1st April to Sept end 2025, (pool open Oct-Mar but not heated). Quiet location, country walks (close to National Park) and a local pub 1 mile away. Modern, new stylish interiors with a cosy wood burner and large patio and fire pit outside. Conveniently located 15 miles to Gatwick Airport.

Superhost

A historic windmill stands prominently against a clear blue sky, surrounded by lush greenery. The windmill's sails are visible, rotating gently in the breeze. People can be seen enjoying the space nearby, framed by well-maintained hedges and grass.

Camper/RV in Pevensey Bay

4.8 out of 5 average rating, 121 reviews

Jacob's Place @ Pevensey Bay

Gold Standard 3 Bed Caravan, Open Plan Living Area with 1 Double Bedroom and 2 Twin Bedrooms located in the luxurious Pevensey Bay Holiday Park in the historic East Sussex village of Pevensey. Affordable luxury, modern and spacious holiday home featuring top quality furnishings, double glazing, free Wifi, central heating, 40 inch TV, fully equipped kitchen, integrated fridge freezer, 1 separate toilet and 1 bathroom (with no toilet) as well as an additional double sofa bed.

Superhost

A sign detailing the facilities at Pevensey Bay Holiday Park is displayed, featuring a heated indoor pool. Prominent features include a spa bath, sauna, and a gym. Notable amenities listed are Wi-Fi, a games zone, and a pool table, all positioned in a bright, well-lit area.

Vacation home in Pevensey Bay

4.84 out of 5 average rating, 112 reviews

Static Holiday Home by the Sea - Pevensey Bay

New 2 bedroom Static Mobile home with a spacious lounge situated on the 5 star Park Holidays site at Pevensey Bay. Just 400 meters from the beach. The park has a heated indoor pool, a gym, restaurant and bar with evening entertainment. The home is equipped with central heating and double glazing. The double bedroom has an en-suite toilet and bath/shower, plus a family shower room. Free Wi-Fi a 42" flat screen TV and DVD player. Parking space next to the decking.

Top guest favorite

Cottage in East Sussex

4.97 out of 5 average rating, 272 reviews

Badgers Den - Covehurst Bay Holiday Cottage

Luxury self-catering holiday cottage in the countryside near Hastings. Heated indoor swimming pool, steam room, gym & outdoor hot tub. 2 bedrooms and 2 bathrooms, suitable for up to 4 people. Kitchen, dining & living room is open plan with large Smart TV & free Netflix. 2 bathrooms. Free high speed WiFi throughout. Sunny conservatory, private garden with sun loungers & BBQ. Amazing coastal and countryside walks right from the doorstep.

Top guest favorite

A thatched cottage is seen set against a backdrop of vibrant greenery, beside a tranquil pond adorned with water lilies. The well-manicured lawn features neatly striped grass, enhancing the serene outdoor setting. Sunlight illuminates the scene under a clear blue sky.

Cottage in Rotherfield

4.98 out of 5 average rating, 302 reviews

The Granary at Coes Vineyard, East Sussex

Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Top guest favorite

A spacious dining area is furnished with a wooden dining table surrounded by brown chairs. Soft lighting is provided by woven pendant lamps above. A comfortable living space can be seen in the background, featuring grey sofas and a log burner, against a backdrop of exposed stone walls.

Barn in Battle

4.99 out of 5 average rating, 224 reviews

➡️ The Barn House ⬅️ Swimming Pond▫️Jacuzzi▫️Chicks!

2+ acres of outside space including a natural swimming pond, hot tub, seating areas, BBQ, hammocks, swing chairs, a couple of kid friendly dens to find and a family of chickens. Please help yourself to eggs for breakfast. • Fully equipped + stocked kitchen • Onsite, secured parking for several vehicles • Hot tub and Swimming Pond • Separate games room • Log burner in living room