
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.

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.

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. We have dogs and there are cows / sheep in local fields - country life!

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.

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 is open plan with large Smart TV & free Netflix. 2 bathrooms. Free high speed WiFi throughout. Sunny conservatory, private garden with sun loungers & BBQ. Amazing coastal and countryside walks right from the doorstep.

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

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

Bright spacious home with natural swimming pond

The Pumpkin Barn

Country house with grounds near Lewes/Brighton

Cozy Studio with Private En-Suite, Kitchenette

Kingpost

Great Higham Oast and Cottages - sleeps 18

Stunning Sea View House & Gardens
Other vacation rentals with a pool

2 bedroom self catering lodge

Hastings Hideaway

Coghurst Hall Holiday Home Sleeps 6, 2 bedrooms

Hastings Hideaway | Sleeps 6/8

Beautiful beach themed caravan in Combe haven

Luxury lodge with private garden - Coghurst Hall

Kid Friendly •Hens•Catio•Kittens •Fire•Marshmallow

Luxury Seaview at Combe Haven
When is the best time to visit Wealden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 149 | € 138 | € 155 | € 157 | € 169 | € 163 | € 183 | € 197 | € 168 | € 165 | € 152 | € 193 |
| 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 140 vacation rentals in Wealden

Nightly prices starting at
Wealden vacation rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 5,730 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
130 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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