
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 $70 CAD per night before taxes and fees

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Over 5,990 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
140 of Wealden vacation 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
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.

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.

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 🥂🍾

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.

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.

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.

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. Sauna is available by prior arrangement.

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

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.

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

Bright spacious home with natural swimming pond

The Old Granary

Kingpost

Little Rozel Retreat | Hot Tub, Swim Spa & Nature

Great Higham Oast and Cottages - Book now for 2027
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

Escape to Bay View

Mattie's Loft

Cloth Worker's Barn

The Studio @ South Lodge Cottage

Shepherd's View

The Pool House, How Green House, Hever

Woodside studio

Pevensey Bay Holiday Home
When is the best time to visit Wealden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $268 CAD | $268 CAD | $263 CAD | $282 CAD | $322 CAD | $315 CAD | $298 CAD | $321 CAD | $275 CAD | $275 CAD | $234 CAD | $318 CAD |
| 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 |
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