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, 266 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
Tiny home in Kent
4.94 out of 5 average rating, 226 reviews

Peaceful Country Retreat • Pool House & Hot Tub

Escape to our stylish, thoughtfully designed, detached pool house, a peaceful retreat in the heart of the Kent countryside. Surrounded by open farmland and sweeping rural views, this hidden gem offers comfort, seclusion, and charm in an Area of Outstanding Natural Beauty. Spend summer days by the seasonal outdoor pool, unwind year-round in the Hotspring hot tub, or gather by the fire pit under starry skies. Just 5 miles from historic Faversham, it’s a perfect hideaway for couples, very private.

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
4.88 out of 5 average rating, 161 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, 130 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.

Top 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
4.93 out of 5 average rating, 142 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.

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, 263 reviews

Amazing large pristine heated pool, country 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. The beautiful pool is heated from March 2026. Quiet location, country walks (close to National Park) and a local pub 1 mile away. Modern, new stylish interiors with a cosy wood burner (in Winter months) and a large patio, BBQ and fire pit outside. Conveniently located 15 miles to Gatwick Airport.

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, 243 reviews

Pool Cottage, peaceful retreat close to London.

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. Sauna is available by prior arrangement.

Top guest favourite
The indoor swimming pool features clear, inviting water surrounded by lush greenery. Large windows allow natural light to fill the space, offering views of the private garden. Comfortable seating is positioned along the edges, creating a relaxing atmosphere for guests.
Cottage in East Sussex
4.98 out of 5 average rating, 300 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 favourite
A natural swimming lake is surrounded by lush greenery and wildflowers. The clear water reflects the sky above, while a small wooden platform extends into the lake. The serene setting includes expansive fields in the background, creating a peaceful rural atmosphere.
Barn in Bletchingley
4.98 out of 5 average rating, 103 reviews

Mattie's Loft

Escape to Coldharbour Farm, nestled on the scenic Greensand Ridge in the Surrey Hills AONB. Enjoy stunning views, tranquil gardens, and three private guest suites—each with its own entrance and courtyard garden. Walk or cycle to top-rated country pubs like The Bell at Outwood or The Fox & Hounds in Tilburstow Hill. With access to a natural swimming lake, hot tub, and miles of countryside trails, it’s the perfect rural retreat.

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, 351 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
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, 243 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 favourite
A charming Shepherd's Hut features a wooden exterior nestled among trees. Large windows allow natural light to fill the space, while a small porch area offers a quiet spot to enjoy the surroundings. The surrounding gate opens to a lush meadow.
Shepherd’s hut in GB
4.99 out of 5 average rating, 235 reviews

Shepherd Hut insulated cosy warm wood stove

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.

Popular amenities for Wealden rentals with a pool

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Quick stats about holiday rentals with a pool in Wealden

  • Total holiday rentals

    Explore 150 holiday rentals in Wealden

  • Nightly prices starting at

    Wealden holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,750 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    140 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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