Vacation rentals with a pool in Wealden

Find and book unique homes with a pool on Airbnb

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$10,446 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,990 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

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
4.97 out of 5 average rating, 277 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.

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Superhost
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
4.89 out of 5 average rating, 281 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.

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Superhost
Cabin in Pyecombe
4.98 out of 5 average rating, 452 reviews

Duck Lodge B&B, Luxury Log Cabin with Hot Tub

Duck Lodge, a boutique log cabin, is located in a serene village. This all-wood home is surrounded by a lush garden, offering a tranquil location. The well-equipped interior showcases eclectic furnishings, Sky TV and a sound system. Your private 8 seater hot tub is exclusively yours between 4-9 pm located on the main house's patio, 25 meters up from the lodge. To ensure a peaceful experience, we suggest enjoying up to 2 hours of soaking time - perfect for unwinding in comfort and privacy 🥂🍾

ValueFamilyTV

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
4.97 out of 5 average rating, 313 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.

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Top guest favorite
A private hot tub is positioned outdoors, featuring bubbling water and a light blue hue. The surrounding area includes a clear view of the farmland landscape, with green fields and trees visible in the distance under a bright blue sky.
Farm stay in Charing
4.98 out of 5 average rating, 111 reviews

Apple Blues Farm

A beautiful log cabin set in a private 10-acre spot with stunning farmland views. Relax in your own private hot tub while alpacas roam freely nearby. Whether it’s a peaceful break with your partner or a family getaway where little ones can run free, there’s something for everyone. Feed the alpacas, sheep and goats if animals are your thing. A local pub is just a short walk away, with several great pubs within a 5–10 minute drive. Not far from us is the big cat sanctuary and Leeds castle.

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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, 143 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.

FamilyValueWalkability

Superhost
An outdoor seating area is situated on a wrap-around veranda, featuring a round table surrounded by four comfortable blue chairs. A vibrant pink patterned rug is placed under the table, enhancing the space. The cabins in the background indicate a welcoming community atmosphere.
Cabin in Pevensey Bay
4.89 out of 5 average rating, 102 reviews

Cabin By The Sea

A beautiful spot in Pevensey Bay. The beach is just a few steps away and the use of all the facilities on site of the Pevensey Holiday Park. The local area offers fantastic food, pubs and ameinities. With the bus stop just outside to take you into central Eastbourne. If your visiting as a family or a peaceful retreat for just the two of you, you will not be disappointed. the cabin itself is fully equipped, with full combi boiler heating so if it does get chilly, you won't.

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Superhost
A historic windmill stands prominently against a clear blue sky, surrounded by lush greenery. The windmill's sails are visible, rotating gently in the breeze. People can be seen enjoying the space nearby, framed by well-maintained hedges and grass.
Camper/RV in Pevensey Bay
4.81 out of 5 average rating, 184 reviews

Jacob's Place @ Pevensey Bay

Gold Standard 3 Bed Caravan, Open Plan Living Area with 1 Double Bedroom and 2 Twin Bedrooms located in the luxurious Pevensey Bay Holiday Park in the historic East Sussex village of Pevensey. Affordable luxury, modern and spacious holiday home featuring top quality furnishings, double glazing, free Wifi, central heating, 40 inch TV, fully equipped kitchen, integrated fridge freezer, 1 separate toilet and 1 bathroom (with no toilet) as well as an additional double sofa bed.

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Superhost
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, 371 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.

LocationFamilyGrill

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, 255 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

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Superhost
An inviting marble indoor pool is visible, featuring soft, turquoise water. Nearby, two champagne glasses rest on a stone surface beside an ice bucket and small bowls with snacks. Soft lighting enhances the serene atmosphere.
Apartment in Saint Leonards-on-Sea
4.9 out of 5 average rating, 104 reviews

The Hideaway. Romantic retreat

A unique and tranquil retreat for two. This romantic space has a small heated marble indoor pool with jacuzzi settings, an indoor cinema and huge sofas to indulge and relax on. Situated in the heart of St Leonards on Sea. A seaside town full of culture and beautiful shops. You will be a 5 minutes from the beach.

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Top guest favorite
The charming railway hut, painted in dark tones, is nestled among greenery and flowers. Large windows invite natural light inside, while a lantern above the door adds a welcoming touch. The setting reflects a serene connection with nature.
Hut in Horsmonden
5.0 out of 5 average rating, 409 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.

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Popular amenities for Wealden rentals with a pool

When is the best time to visit Wealden?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,111 GYDG$40,111 GYDG$39,484 GYDG$42,200 GYDG$48,258 GYDG$47,214 GYDG$44,707 GYDG$48,050 GYDG$41,156 GYDG$41,156 GYDG$35,097 GYDG$47,632 GYD
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