
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 G$10,457 GYD 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 & 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
Top-rated rentals with a pool in Wealden
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Secluded idyllic retreat with heated pool
Welcome to #moatfarmkent 15 mins from Ashford International and under 2 hours from London. An idyllic escape onto our private wildlife farm. Nestled in the trees on the edge of our wildflower meadows, the Shepherds hut has all the comforts for a restorative, immersive stay in nature. Wake up to the sound of song birds and fresh air. In the evenings enjoy a BBQ and a toasty fire under the stars. After a long walk or cycle through the woods enjoy a relaxing swim in the pool or a game of tennis.

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.

Peaceful Country Retreat • Pool House & Hot Tub
Escape to our stylish, thoughtfully designed, detached pool house, a peaceful retreat in the heart of the Kent countryside. Surrounded by open farmland and sweeping rural views, this hidden gem offers comfort, seclusion, and charm in an Area of Outstanding Natural Beauty. Spend summer days by the seasonal outdoor pool, unwind year-round in the Hotspring hot tub, or gather by the fire pit under starry skies. Just 5 miles from historic Faversham, it’s a perfect hideaway for couples, very private.

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 🥂🍾

Fantastic holiday home with pool
You’ll treasure your time at this memorable place. Ideally located Next to all the main facilities on site parking 3bedrooms sleeps 6 with sea view from veranda Complimentary tea coffee and sugar bedding and ONLY HAND towels supplied you can purchase your entertainment passes at reception for use of there facilities PLEASE NOTE no bath towels are supplied Later/earlier check ins are an additional £10 per hour Please note from 18th November haven facilities are closed and reopen on 1st March

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.

Mattie's Loft
Escape to Coldharbour Farm, nestled on the scenic Greensand Ridge in the Surrey Hills AONB. Enjoy stunning views, tranquil gardens, and three private guest suites—each with its own entrance and courtyard garden. Walk or cycle to top-rated country pubs like The Bell at Outwood or The Fox & Hounds in Tilburstow Hill. With access to a natural swimming lake, hot tub, and miles of countryside trails, it’s the perfect rural retreat.

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.

Sea View Holiday Flat + Pool & Spa in Countryside
Luxury studio flat with a spectacular view of the sea and countryside. New: Large private balcony to sunbathe and dine outside. Heated indoor swimming pool, steam room, gym, and outdoor hot tub. King size bed with en-suite, suitable for 2 people. Free high speed wifi throughout. Large smart TV with 200 satellite channels and free Netflix. Located in Hastings Country Park Nature Reserve, short walk to beach.

Historic Castle with Heated Pool
🏰 ICONIC GRADE II LISTED CASTLE IN LEWES 🏰 HEATED POOL • LUXURY HOT TUB • PANORAMIC TOWER VIEWS • GRAND PIANO • Timeless elegance. Set on 2.2 acres of lawns, terraces, and woodland, this 1865 five-bedroom residence blends historic charm with modern luxury, featuring over 3,000 sq ft of space, guest suite, games room, and complete seclusion just 10 minutes from Lewes town centre.

➡️ 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
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

The Hideaway. Romantic retreat

Escape to Bay View

Cloth Worker's Barn

The Studio @ South Lodge Cottage

Shepherd's View

The Pool House, How Green House, Hever

Morning Coffee & Sunshine: 1BR in Central Brighton

Woodside studio
When is the best time to visit Wealden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$40,153 GYD | G$40,153 GYD | G$39,526 GYD | G$38,480 GYD | G$41,408 GYD | G$39,944 GYD | G$44,754 GYD | G$48,100 GYD | G$41,199 GYD | G$41,199 GYD | G$35,134 GYD | G$47,682 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 |
Destinations to explore
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- Rentals with pools East Sussex
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