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
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, 268 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 charming cottage is nestled within a lush garden, framed by mature trees. Sunlight filters through the branches, casting gentle shadows on the well-maintained grass. A swing hangs from one of the trees, inviting relaxation in a private outdoor space.
Cottage in Kent
4.98 out of 5 average rating, 325 reviews

Plantagenet: A Historic Country Cottage with Pool

A delightful and unique country cottage with historic links to the Plantagenet Kings of England. Tucked away in mature gardens with views over the Eastwell Manor estate, it’s spacious, private and full of character. Enjoy the heated outdoor pool in summer, optional hot tub, rustic outdoor shower, BBQ, garden games, exploring the beautiful Kent countryside, great pubs, beaches, Canterbury, Folkestone, Ashford Designer Outlet, farm shops & plenty more - or simply just chill and enjoy the cottage!

Guest favorite
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.
Guesthouse in Pevensey Bay
4.88 out of 5 average rating, 167 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 favorite
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, 269 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 (wood not included). Conveniently located 15 miles to Gatwick Airport.

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, 179 reviews

Country 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 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, 303 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 are open plan with a large Smart TV & free Netflix. Free high-speed WiFi throughout. Sunny conservatory, private garden with a deck & sun loungers. Glass-roofed veranda with gas BBQ and seating for socialising. Amazing coastal and countryside walks right from the doorstep.

Guest favorite
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, 131 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 favorite
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
4.93 out of 5 average rating, 146 reviews

Pine tree woodland retreat at Greensand

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 favorite
Barn in Woking
4.96 out of 5 average rating, 153 reviews

The Barn – Surrey Countryside Escape

The Barn at Whitmoor Farm is set in the peaceful Surrey countryside and accommodates up to 8 guests, making it ideal for families. It offers two bedrooms — the first with a king bed and bunk beds, and the second with a king bed — plus two single beds in the living area. Enjoy Sky TV, Wi-Fi, and a private indoor grill area. Guests also have shared access to a tennis court, trampoline, and outdoor swimming pool (heated May–September; open unheated until mid-October).

Top guest favorite
An outdoor seating area features a circular table surrounded by dark wooden chairs. A barbeque grill stands nearby, and the surrounding garden is lush with greenery. The unique architecture of the property includes charming brick walls and vibrant green doors, framed by foliage.
Cottage in Chobham
4.99 out of 5 average rating, 152 reviews

The Coach House

The Coach House is a totally unique property, nestled in the peaceful surroundings of Chobham Common. Spread over two floors, this charming accommodation offers 2 bedrooms, 2 bathrooms, a sitting room, a dining room, a kitchen, & a utility room. There is also an outdoor seating area equipped with barbeque, perfect for unwinding. The quirky design & characterful features of this historic building add to its charm & make it a truly delightful place to stay.

Top 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
4.86 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 favorite
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, 353 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.

Popular amenities for Wealden rentals with a pool

When is the best time to visit Wealden?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,167 GYDG$40,167 GYDG$39,539 GYDG$38,493 GYDG$41,422 GYDG$39,957 GYDG$44,769 GYDG$48,116 GYDG$41,213 GYDG$41,213 GYDG$35,146 GYDG$47,698 GYD
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Quick stats about vacation rentals with a pool in Wealden

  • Total vacation rentals

    Explore 150 vacation rentals in Wealden

  • Nightly prices starting at

    Wealden vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,750 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Wealden vacation rentals include wi-fi 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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