Vacation rentals with a pool in Wealden

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Top-rated rentals with a pool in Wealden

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

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Top guest favorite

An indoor swimming pool is seen, surrounded by light-colored tiled walls and large glass doors that open to the outdoor area. The pool features a curved shape, and lounge chairs are positioned nearby for relaxation. Warm wooden beams line the ceiling, enhancing the serene ambiance.

Cottage in Icklesham

4.98 out of 5 average rating, 241 reviews

Blackthorn is a luxurious, rural retreat for two.

Blackthorn is a luxurious retreat for two. Attached to the owner's home, and situated on the edge of Icklesham village, the property lies halfway between the ancient towns of Rye and Hastings. There is a distant view of the sea, and the garden is surrounded by beautiful AONB countryside. The cottage has a private, south facing verandah, and guests are welcome to use the heated, indoor swimming pool and outdoor hot tub throughout their stay but exclusively between the hours of 8.00am and 8.00pm.

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, 155 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, 253 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, 297 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 !

Guest favorite

An indoor heated swimming pool is featured, surrounded by tiled flooring and large windows that allow natural light to enter. The pool area includes a covered section for safety, with seating available along the perimeter providing ample space for relaxation.

Home in Waldron

4.93 out of 5 average rating, 107 reviews

Spring Farm Sussex

A charming six bedroom country house set in 9 acres of gardens, fields and woodland in the beautiful county of Sussex. The property has a tennis court, indoor heated swimming pool and snooker room. The property has three double bedrooms, a twin bedded room and two further bedrooms which can be configured as twin or double as required. There is a large lawn area as well as three large fields and woodland, in which you are free to amble around and appreciate the beautiful countryside.

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, 202 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.

Guest favorite

A refreshing pool is positioned in front of the cottage, surrounded by trees and greenery. The stone cottage features large glass doors that open towards the pool area. Outdoor seating is arranged nearby, creating a serene outdoor space.

Place to stay in Royal Tunbridge Wells

4.85 out of 5 average rating, 234 reviews

Pool Cottage, retreat near London and the coast.

Pool Cottage is a trendy little place, perfect for couples.Pool is attached to the cottage and guests are welcome to swim any time. Cottage is attached to 16th century Farm House but has a separate gate and private entrance and garden, independent from the house. Rural yet close to main town, London, beautiful Kent and Sussex country side and the coast. Lots of walks and great pubs within walking distance. We also have dogs and bees, country life!

Top guest favorite

Cottage in East Sussex

4.97 out of 5 average rating, 278 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, 313 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, 231 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

Top guest favorite

A spacious outdoor swimming pool is set against a backdrop of lush greenery and open fields. The clear water sparkles in the sunlight, surrounded by a well-maintained stone patio. Several lounge chairs are positioned nearby, inviting relaxation in the serene environment.

Shepherd’s hut in GB

4.99 out of 5 average rating, 229 reviews

Shepherd Hut with beautiful heated swimming pool

A two person secluded Shepherds Hut nestled amongst the trees situated in a wildflower meadow on a farm for Wildlife. Staying toasty in the winter with wool insulation and log burner and cool in the summer under the canopy this hut is the perfect retreat to the country and to reconnect with nature and yourself.

Top guest favorite

An outdoor seating area features several black lounge chairs and a round table arranged on gravel, positioned in front of the charming black wooden hut. Lush green trees frame the scene, complementing the natural surroundings and offering a peaceful retreat.

Hut in Horsmonden

5 out of 5 average rating, 333 reviews

Railwayman's Hut with Swimming Pond

Enjoy the lovely setting of this romantic spot in nature with use of a natural swimming pond (80m x 20m) . Tucked away in a peaceful location in Kent’s Area of Outstanding Natural Beauty, this enchanting railway man’s hut offers a rural escape from everyday life.