
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.

Pevensey Pearl Platinum Caravan /prestigious site
Comfortable space for four people can accommodate six with extra charge per person over 4. One king size bed. Two x 2’6” beds that can be made as a double on request, a 4ft pull out sofa bed in the lounge area. Travel cot/high chair available. Caravan is of Platinum standard (Park Holidays grading). Gated outdoor deck and seating catching the sun all day. Heated indoor swimming pool, steam room/jacuzzi. Gymnasium (passes not included in your booking fee). Close to beach. Disabled access.

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.

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.

The Cart Barn
The newly converted 19th Century former Cart Barn has been lovingly restored. A beautiful, light, airy open plan space ideal for a romantic few days away. We are very close to Ashdown Forest, with easy access to Glyndebourne, Charleston, Hever Castle, Brighton, Tunbridge Wells & Lewes. Up to 2 dogs are welcome. We have excellent walks on our doorstep including direct access to the Wealdway. An outdoor swimming pool (shared, June-early Sept) and tennis court available.

Jacobs Lodge - Beauport Holiday Park
A home away from home with everything you could need for a short or long break. A luxury holiday home on a family friendly holiday park set in beautiful woodland area. Gas central heating, double-glazed, decked terrace, private woodland garden, fully equipped kitchen and parking for 2 cars. Playground, Heated outdoor swimming pool (small charge May - Sept, £1 per person per day), gym and clubhouse to use as well as the beautiful woodland to explore and ducks to feed.

Cosy wood burner country views cold water swimming
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 maintained Oct-Mar for cold water swimming. 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 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

Shepherds hut - visit Ashdown Forest, Standen
A delightful hamlet on the ancient forest AONB nearby to Hammerwood. Get away from it all when you stay under the stars. Composting loo immediately outside and fully plumbed indoor bathroom and kitchenette within 100m. Dark skies, green fields, hedges and birdsong. Day trips organised to local places of interest. Meet and drop off to nearby train station. Easy from London.
Popular amenities for Wealden rentals with a pool
House rentals with a pool

West Sussex Hideaway – Woodland & Pool Access

Dormestone House - retreat with pool, tennis court

Bright spacious home with natural swimming pond

Kingpost

Stunning Sea View House & Gardens

6 Bed House with heated Swimming Pool, Brighton

Family Friendly Converted Barn with private pool

Rural cottage - swimming pool!
Other holiday rentals with a pool

2 bedroom self catering lodge

Hastings Hideaway | Sleeps 6/8

Beautiful beach themed caravan in Combe haven

Couples Retreat & Hot Tub ~ country views

Dream…Stay…Hideaway

Woodland lodge in tranquil Kent countryside

Beautiful, Winter Retreat + Hot Tub

The Piglet
When is the best time to visit Wealden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $224 SGD | $209 SGD | $233 SGD | $237 SGD | $255 SGD | $246 SGD | $276 SGD | $296 SGD | $254 SGD | $249 SGD | $229 SGD | $291 SGD |
| 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 140 holiday rentals in Wealden

Nightly prices starting at
Wealden holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 5,720 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
130 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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