Holiday rentals with a pool in East Sussex

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Top-rated rentals with a pool in East Sussex

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
The exterior of a modern barn structure is shown, featuring a red-tiled roof and large black-framed windows. Surrounding greenery blends with rolling hills under a partly cloudy sky, offering a serene country setting.
Barn in East Sussex
5 out of 5 average rating, 35 reviews

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. Max 2 dogs are welcome. We have excellent walks on our doorstep including direct access to the Wealdway. An outdoor swimming pool (shared with others staying from June-end August) and tennis court available.

Top Guest favourite
A wooden cottage is framed by well-maintained hedges and greenery. In the foreground, a hot tub is situated on a wooden deck, surrounded by potted plants and shrubs, with clear blue skies overhead adding to the serene atmosphere.
Cottage in Icklesham
4.98 out of 5 average rating, 271 reviews

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.

Top Guest favourite
Cabin in East Sussex
4.95 out of 5 average rating, 21 reviews

Fabulous family holiday retreat sleeps 4-6 800 ft²

Large family lodge (40' x 20' 800 ft²) with large private garden/decking, in the popular Coghurst Hall holiday park. Situated in secluded area of park away from main thoroughfares on large plot. Parking for 2 cars. Includes WiFi, Playstation with children's games/DVDs. Onsite amenities include, pool, clubhouse, shop, children’s entertainment, play park, arcade. Situated close to Hastings town/beachfront, Rye Harbour, Camber Sands, Battle Abbey, Bodiam Castle & many other amazing attractions.

Guest favourite
A charming holiday home is depicted with a fenced deck area, featuring decorative shrubs in stone landscaping. Large windows allow natural light into the interior. The exterior is finished in soft tones, complemented by a black hanging chair and a well-maintained setting.
Guesthouse in Pevensey Bay
4.88 out of 5 average rating, 173 reviews

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.

Guest favourite
An open-plan living area is presented, featuring a dining table with six wooden chairs, next to a well-equipped kitchen that includes a microwave and other amenities. Large windows allow natural light to fill the space and offer views of the surrounding area.
Campervan/RV in Hastings
4.89 out of 5 average rating, 169 reviews

Prestige 8 Berth Caravan Combe Haven, Hastings (A)

Combe Haven is one of Havens flagship sites boasting an indoor and seasonal outdoor pool, footgolf course, nature reserve, sports bar, Playground, Air Drome activities centre, Launderette and much more. Within the entertainment complex there is an arcade appealing to all ages. The “Live Lounge”, which is your main entertainment venue for the evenings and also the “Mash & Barrel” restaurant. Site facilities, restaurants and Play Passes are managed and subject to availability by Haven.

Guest favourite
Home in Guestling Thorn
5 out of 5 average rating, 8 reviews

Retreat Swimming Pond+sauna | Sussex | Barnscapes

A unique eco retreat in the East Sussex countryside between Rye and Hastings, featuring a private natural swimming pond and wood-fired sauna. Designed with bold architecture and double-height space, the loft blends industrial character with warm interiors. Explore the coast or countryside, then return for a dip in the natural swimming pond and unwind in the wood-fired sauna. Perfect for couples, friends, or small groups, Barnscapes offers a unique balance of design and nature.

Superhost
A historic windmill stands prominently against a clear blue sky, surrounded by lush greenery. The windmill's sails are visible, rotating gently in the breeze. People can be seen enjoying the space nearby, framed by well-maintained hedges and grass.
Campervan/RV in Pevensey Bay
4.8 out of 5 average rating, 173 reviews

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.

Top Guest favourite
A charming Shepherd's Hut features a wooden exterior nestled among trees. Large windows allow natural light to fill the space, while a small porch area offers a quiet spot to enjoy the surroundings. The surrounding gate opens to a lush meadow.
Shepherd’s hut in GB
4.99 out of 5 average rating, 239 reviews

Secluded Shepherds Hut with Heated Pool & Firepit

A 2 adult, 1 child secluded Shepherds Hut nestled in trees situated in a wildflower meadow farmed for Wildlife. Staying toasty in the Spring with wool insulation and log burner and cool in the summer under the canopy this hut is the perfect retreat to the countryside and to reconnect with nature. With your own private garden, wake up in nature and in the evenings enjoy the magical sound of the Nightingales in the evening which takes place only in Spring.

Top Guest favourite
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 361 reviews

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.

Top Guest favourite
An outdoor space is featured, showcasing a hot tub surrounded by lush greenery and vibrant flowers. A circular dining table with wooden chairs is positioned nearby, complemented by additional seating for relaxation. Sunlight illuminates the area, enhancing the natural beauty of the garden.
Holiday home in East Sussex
4.99 out of 5 average rating, 406 reviews

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.

Top Guest favourite
Castle in East Sussex
5 out of 5 average rating, 50 reviews

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.

Top Guest favourite
A spacious dining area is furnished with a wooden dining table surrounded by brown chairs. Soft lighting is provided by woven pendant lamps above. A comfortable living space can be seen in the background, featuring grey sofas and a log burner, against a backdrop of exposed stone walls.
Barn in Battle
4.99 out of 5 average rating, 248 reviews

➡️ 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

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