Holiday 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 favourite
A wooden cottage is framed by well-maintained hedges and greenery. In the foreground, a hot tub is situated on a wooden deck, surrounded by potted plants and shrubs, with clear blue skies overhead adding to the serene atmosphere.
Cottage in Icklesham
4.98 out of 5 average rating, 249 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 favourite
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
4.97 out of 5 average rating, 145 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.

Top Guest favourite
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
4.86 out of 5 average rating, 241 reviews

Pool and sauna retreat near London and the Coast.

Pool Cottage is a trendy little place, perfect for couples. It’s attached a 16th century Farmhouse but has a separate entrance and garden. The pool is a shared space in front of the cottage and guests are welcome to swim any time but it is not heated. The area is rural yet close to Tunbridge Wells, London, beautiful Kent / Sussex countryside and the South coast. Lots of walks and great pubs within walking distance. We have dogs and there are cows / sheep in local fields - country life!

Guest favourite
The two-story country house is surrounded by lush greenery and colorful plants. Large windows invite natural light, while a set of steps leads to the main entrance. The expansive lawn offers a welcoming space to enjoy the outdoors.
Home in Waldron
4.92 out of 5 average rating, 120 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 favourite
Apartment in West Sussex
4.91 out of 5 average rating, 55 reviews

Sophisticated Apartment near town centre & parking

Modern apartment with private parking space set in a stunning grade II listed building, surrounded by beautiful communal lawns with numerous seating areas & courtyards overlooking the South Downs. Use of communal indoor swimming pool for a small fee. Public swimming times do vary so please check the St Francis Swimming Pool website It is just a short walk to local bus routes, The Princess Royal Hospital and shops. It is just over a mile from Haywards Heath mainline railway station.

Guest favourite
A set of concrete steps leads up to the balcony of a uniquely designed building, surrounded by tall pine and redwood trees. The structure features a combination of natural wood siding and modern elements, blending harmoniously with the lush greenery.
Condo in East Chiltington
4.92 out of 5 average rating, 118 reviews

Pine tree woodland retreat

This architect designed self contained studio retreat is surrounded by pine trees and positioned in a secluded side annex to our main family house. The area is surrounded by walking paths and quiet country lanes. It is a newly renovated open-plan space with en-suite shower room and private balcony, tree-top views and direct access to a yoga deck. By arrangement guests may have exclusive use of the heated pool and infra-red sauna which is situated at the rear of the main house.

Top Guest favourite
The exterior of a modern barn structure is shown, featuring a red-tiled roof and large black-framed windows. Surrounding greenery blends with rolling hills under a partly cloudy sky, offering a serene country setting.
Barn in East Sussex
5 out of 5 average rating, 32 reviews

The Cart Barn

The newly converted 19th Century former Cart Barn has been lovingly restored. A beautiful, light, airy open plan space ideal for a romantic few days away. We are very close to Ashdown Forest, with easy access to Glyndebourne, Charleston, Hever Castle, Brighton, Tunbridge Wells & Lewes. Up to 2 dogs are welcome. We have excellent walks on our doorstep including direct access to the Wealdway. An outdoor swimming pool (shared, June-early Sept) and tennis court available.

Guest favourite
A light and airy lounge area is furnished with a comfortable sofa and armchairs, featuring decorative cushions. A large clock adorns the wall, and natural light enters through two windows. A dining table with chairs appears in the background, enhancing the open layout.
Home in East Sussex
4.86 out of 5 average rating, 140 reviews

Jacobs Lodge - Beauport Holiday Park

A home away from home with everything you could need for a short or long break. A luxury holiday home on a family friendly holiday park set in beautiful woodland area. Gas central heating, double-glazed, decked terrace, private woodland garden, fully equipped kitchen and parking for 2 cars. Playground, Heated outdoor swimming pool (small charge May - Sept, £1 per person per day), gym and clubhouse to use as well as the beautiful woodland to explore and ducks to feed.

Guest favourite
The eco-friendly guest house is featured with a wooden facade, reflecting the blue sky. The view showcases a serene swimming pool, bordered by landscaped greenery, offering a tranquil outdoor space for relaxation.
Home in Cowfold
4.91 out of 5 average rating, 220 reviews

Cosy wood burner country views cold water swimming

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. The pool is maintained Oct-Mar for cold water swimming. 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.

Top Guest favourite
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, 328 reviews

The Granary, Organic Vineyard stay with Pool.

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 favourite
An outdoor space is featured, showcasing a hot tub surrounded by lush greenery and vibrant flowers. A circular dining table with wooden chairs is positioned nearby, complemented by additional seating for relaxation. Sunlight illuminates the area, enhancing the natural beauty of the garden.
Holiday home in East Sussex
4.99 out of 5 average rating, 375 reviews

Sea View Holiday Flat + Pool & Spa in Countryside

Luxury studio flat with a spectacular view of the sea and countryside. New: Large private balcony to sunbathe and dine outside. Heated indoor swimming pool, steam room, gym, and outdoor hot tub. King size bed with en-suite, suitable for 2 people. Free high speed wifi throughout. Large smart TV with 200 satellite channels and free Netflix. Located in Hastings Country Park Nature Reserve, short walk to beach.

Top Guest favourite
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, 234 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

Popular amenities for Wealden rentals with a pool

When is the best time to visit Wealden?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$309 NZD$288 NZD$322 NZD$327 NZD$352 NZD$340 NZD$381 NZD$409 NZD$350 NZD$343 NZD$317 NZD$402 NZD
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Quick stats about holiday rentals with a pool in Wealden

  • Total holiday rentals

    Explore 140 holiday rentals in Wealden

  • Nightly prices starting at

    Wealden holiday rentals start at $71 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,730 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Wealden holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Wealden rentals

  • 4.9 Average rating

    Wealden stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Wealden's top spots, include Drusillas Park, Bewl Water, and Bateman's

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