
Vacation rentals with a pool in Wealden
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Wealden
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

Cosy spacious barn ideal for exploring Kent
Nunfield Barn is a beautifully converted barn and one portion of the house is internally separated for our Airbnb guests, with its own entrance, downstairs toilet, kitchen/dining area and living room with doors leading to a private patio. Upstairs there are two double bedrooms and a bathroom with bath and shower. There is an above ground pool for use in summer, a front garden shared with us when we are here. There are fields &orchards across the road and we are 15 minute drive to Leeds Castle

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.

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.

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.

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.

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.

Shepherds Hut with Nightingales
A 2-person secluded Shepherds Hut nestled in trees situated in a wildflower meadow farmed for Wildlife. Staying toasty in the Spring with wool insulation and log burner and cool in the summer under the canopy this hut is the perfect retreat to the countryside and to reconnect with nature. With your own private garden, wake up in nature and in the evenings enjoy the magical sound of the Nightingales in the evening which takes place only in Spring.

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.

➡️ 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

Bucks Green Place Beautiful Converted Barn
A recently converted barn finished to a very high standard set in the grounds of a Grade II Georgian country family house. Situated in idyllic Sussex countryside, nestled close to the Surrey Hills and South Downs. With stunning views across seven acres of garden and open pastures.

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.
Popular amenities for Wealden rentals with a pool
House rentals with a pool

Jacobs Lodge - Beauport Holiday Park

Sea 'n' Stars with Views, Decking, Wifi & Netflix

Premium Lodge in Camber sands

The Wing at Pekes

The Old Granary

Kingpost

6 Bed House with heated Swimming Pool, Brighton

Rural cottage - swimming pool!
Condo rentals with a pool

One bed apartment in the heart of Tonbridge

Countryside Apartment - Heated Pool & Woodland

Beachfront Penthouse | Balcony-Spa-Sauna-Pool-Gym

Pine tree woodland retreat at Greensand
Other vacation rentals with a pool

Cloth Worker's Barn

Interior designed house + pool + tennis Goudhurst

Couples Retreat & Hot Tub ~ country views

Stunning 2 Bedroom Villa On The Beach

Family Stay: Hens•Cats• Firepit •Marshmallow•Pool

Ashlands Country House Near Battle

Luxury Seaview at Combe Haven

Beautiful Cottage Retreat + Hot Tub + Spa
When is the best time to visit Wealden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$40,166 GYD | G$40,166 GYD | G$39,538 GYD | G$38,492 GYD | G$41,421 GYD | G$39,957 GYD | G$44,768 GYD | G$48,116 GYD | G$41,212 GYD | G$41,212 GYD | G$35,145 GYD | G$47,697 GYD |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 15°C | 17°C | 17°C | 15°C | 12°C | 8°C | 6°C |
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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