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, 260 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, 146 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 favourite
A charming holiday home is depicted with a fenced deck area, featuring decorative shrubs in stone landscaping. Large windows allow natural light into the interior. The exterior is finished in soft tones, complemented by a black hanging chair and a well-maintained setting.
Guest house in Pevensey Bay
4.89 out of 5 average rating, 153 reviews

Pevensey Bay Holiday Home

Our simply stunning holiday home is available for over night stays, weekend breaks or longer stays to explore the local area and visit friends & family. Located centrally in Pevensey Bay means it is walking distance to local amenities and only a short drive / bus ride away from the town. The site has a shop, Indoor pool, newly refurbed in April 2024, clubhouse which has regular entertainment, children's playground and the added bonus of being right on the beach, Ideal for Eastbourne Airshow.

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
4.91 out of 5 average rating, 123 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
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.
Apartment in East Chiltington
4.92 out of 5 average rating, 124 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, 33 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, 141 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
4.92 out of 5 average rating, 236 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 charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 339 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
The exterior of the cottage showcases a landscaped garden with a stone patio and wooden seating. Flower beds add color beside the entrance, while a gravel driveway leads to an attached garage. Lush greenery surrounds the property, creating a serene outdoor setting.
Cottage in Hastings
4.97 out of 5 average rating, 202 reviews

Swallows Nest Cottage with Pool & Spa

Luxury self-catering holiday cottage in the countryside by Covehurst Bay, Hastings. Heated indoor swimming pool, steam room, gym & outdoor hot tub. Two bedrooms, both en-suite, suitable for up to 4 people. Free high speed wifi throughout. Kitchen, dining & living room is open plan. Private garden with glass veranda over patio, pool table & BBQ. Large smart TV's with free Netflix. 20 minute walk to the 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, 236 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

Guest favourite
Shepherd’s hut in East Sussex
4.83 out of 5 average rating, 64 reviews

Shepherds hut - visit Ashdown Forest, Standen

A delightful hamlet on the ancient forest AONB nearby to Hammerwood. Get away from it all when you stay under the stars. Composting loo immediately outside and fully plumbed indoor bathroom and kitchenette within 100m. Dark skies, green fields, hedges and birdsong. Day trips organised to local places of interest. Meet and drop off to nearby train station. Easy from London.

Popular amenities for Wealden rentals with a pool

When is the best time to visit Wealden?

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Avg. price$224 SGD$209 SGD$233 SGD$237 SGD$255 SGD$246 SGD$276 SGD$296 SGD$254 SGD$249 SGD$229 SGD$291 SGD
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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 $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    130 of Wealden holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi 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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