
Holiday 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.

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.

Plantagenet: A Historic Country Cottage with Pool
A delightful and unique country cottage with historical links to the Plantagenet Kings of England! It's tucked away, surrounded by mature gardens with views over the Eastwell Manor country estate. Plantagenet Cottage is full of character and charm, it's spacious, very private and relaxing . Our heated pool is great in Summer [closed in Winter]. Enjoy the beautiful Kent countryside, great pubs, a nearby Spa, beaches, Canterbury and lots more - or simply just chill out at the cottage !

Countryside barn conversion with stunning views
This stunning, renovated Victorian Farm, red brick barn is nestled on the idyllic Romney Marsh Ridge. The Cowshed Port Lympne benefits from a spacious garden to the rear and amazing views across the fields towards the North Downs area of outstanding natural beauty to the front. A short drive to many beaches, the coastal towns of Hythe and Folkestone (with its Harbour and Pier) and under a mile from Port Lympne Animal Reserve. It is also near many vineyards incl Gusborne and Chapel Down.

Kent Pool Cottage ~ Private Indoor Heated Pool
o Designed for families o Private Indoor Heated Swimming Pool o The pool is open 24/7/365 and is exclusive to you o Large garden o Free EV charger o Area of Outstanding Beauty o Village pub less than 5 minutes walk away o Free baby/toddler equipment o Late check-out and early check-in options (= an extra day of holiday!) o No Airbnb fee (we pay it) o Short drive to White Cliffs of Dover, Whitstable, Canterbury Cathedral, Folkestone... o Netflix & PS4 Xtra subscriptions, with VR headset

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
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 heated pool, country views, wood burner
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 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 and large patio, BBQ and fire pit outside. Conveniently located 15 miles to Gatwick Airport.

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.

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.

➡️ 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

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

The Manor Coach House

The Wing at Pekes

Hastings Eco Retreat: Hot Tub & Swimming Pond

The Old Granary

Cosy spacious barn ideal for exploring Kent

Rural cottage - swimming pool!
Apartment rentals with a pool

'The Nest' near Arundel

New Romney Holiday Flat

3 Bed Flat with Garden and Pool

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

Countryside Apartment - Heated Pool & Woodland
Other holiday rentals with a pool

Cloth Worker's Barn

Couples Retreat & Hot Tub ~ country views

Sunset Apartment - 7th Floor Double Tree - Hilton

Dani’s holiday house with free parking

The Studio @ South Lodge Cottage

Ashlands Country House Near Battle

Sophisticated Apartment near town centre & parking

Super 2000sq ft Self-Contained Guest House
When is the best time to visit Wealden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £129 | £120 | £134 | £136 | £147 | £142 | £159 | £171 | £146 | £146 | £125 | £169 |
| 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 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 £30 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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