Vacation rentals in South Chailey

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Top-rated vacation rentals in South Chailey

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Superhost

A wide sandy beach extends under a bright blue sky, scattered with fluffy clouds. Sunlight glistens off the water's surface, creating a shimmering effect. In the distance, a harbor structure is visible, with a couple of individuals walking along the shoreline, leaving footprints in the wet sand.

Home in Cooksbridge

4.82 out of 5 average rating, 310 reviews

Rural RetreatQuiet and isolated

Situated in the shadow of the South Downs National Park on a small rural road with hardly any neighbours our charming cottage is a great place from which to explore the unspoiled open countryside and its many footpaths around us. The nearest street light is two miles away. Owls, deer and the occasional nightingale are the only sounds in the middle of the night The cottage décor is fresh and modern with plenty of parking and a small decking area. Pets are allowed by agreement, email us to ask.

Top guest favorite

A serene garden area is presented, featuring a small pond surrounded by smooth stones and vibrant potted plants. Lush grass extends into a sunny pathway leading toward a gate, framed by wooden fencing and greenery, offering a peaceful outdoor retreat.

Guesthouse in Ringmer

4.94 out of 5 average rating, 215 reviews

Garden Cabin double - ensuite, clean and green!

Lovely BnB with modern shower room, fast WiFi, king size bed, fridge, kettle, tea/coffee, table & chairs, clothes rail, chest of drawers, bedside cabinets, radio, fan, & dimmable lamps. Situated in garden of our house, on a quiet back road (plenty of free parking) in rural East Sussex. Ideal location for visiting Glyndebourne, Lewes, Brighton, South Downs, Charleston & Monks House, Seven Sisters/south coast .Pub food within 5 mins walk, also buses to Brighton, Lewes, Tunbridge Wells and more.

Guest favorite

An entrance gate with stone pillars marks a private lane, leading into a tree-lined path. Lush greenery borders the sides, with grass and seasonal flowers visible. The atmosphere is calm, enhanced by a misty backdrop that adds depth to the scene.

Condo in Haywards Heath

4.88 out of 5 average rating, 568 reviews

Fab Studio flat -kitchen/ensuite - amazing views

Independent bedroom/flat, own en-suite and galley kitchen, (allowing self-catering), in fabulous country house. Sit on the terrace and enjoy amazing views across open countryside to the South Downs. Own car is recommended, by car 25 minutes from Gatwick , 30 to Brighton, 10 mins to Haywards Heath and Burgess Hill. 5 mins to Princess Royal Hospital/Hospice. Country walks to local pubs. No children or babies please. Morrisons 5 minutes walk away has everything you need + ‘Cook’ frozen meals.

Top guest favorite

Shepherd’s hut in Barcombe

4.98 out of 5 average rating, 218 reviews

A gloriously secluded Shepherds Hut close to Lewes

Orchard Hut is a secluded and very private shepherd's hut fitted to a high standard, and situated in a gloriously peaceful meadow setting away from any road noise. The meadow is rich in wildlife and there are views to the South Downs that can be enjoyed from the hammock or the wood fired hot tub.The hut sits just outside the South Downs National Park, 3 miles from Lewes and 5 miles to Glyndebourne. There is direct access to a myriad of public footpaths with a good choice of stunning walks.

Guest favorite

The interior of the shepherd's hut features a spacious bed adorned with soft linens, flanked by colorful cushions. A small kitchenette is visible, equipped with a gas stove and storage beneath. Natural light filters through decorative windows, illuminating the wooden flooring and a patterned rug.

Shepherd’s hut in Wivelsfield Green

4.87 out of 5 average rating, 158 reviews

Comfy and cosy hut in stunning private location

The shepherd's hut is located in a private and peaceful spot on our smallholding, on the outskirts of the South Downs National Park. The hut has great amenities and is heated. It has great access to footpaths and local shops and pubs. We are fortunate enough to have some wonderful wildlife here, including deer, birds of prey and woodpeckers. As well as our rare breed sheep and pigs. Issy is a land agent and Geoff is a tree surgeon, so we have a keen interest in nature and the environment.

Guest favorite

A tranquil swimming pond reflects the surrounding lush greenery and clear blue sky. A wooden sauna building is positioned nearby, with sun loungers arranged along the serene water's edge. The natural setting is complemented by mature trees framing the scene.

Guesthouse in Haywards Heath

4.93 out of 5 average rating, 172 reviews

Ultimate retreat - sauna, hot tub & swimming pond

Spa with hot tub and sauna all heated via a log burner for the ultimate retreat break. Guest house in large gardens, king sized bed, small kitchen and en-suite. Many local attractions near Brighton Gatwick Airport and the South Downs! Pull out double sofa bed, works well for smaller family’s. Stunning 25 meter swimming pond, water is crystal clear. Large deck and sun-loungers by the swimming pond. We use the garden too, it’s part of our home but there is plenty of opportunity for privacy.

Top guest favorite

Guesthouse in East Sussex

4.91 out of 5 average rating, 649 reviews

The Garden Room

The annex is a detached building with a key safe and separate entrance situated in a very quiet part of the historic county town of Lewes. There is very little passing traffic and as we’re on the outskirts it’s about a 20 mins walk to the centre of the town but are very close to the South Downs, a 5 minute walk away and the gateway to the South Down way and the National Park. (Smoking only allowed outside) Close to Brighton and good access to public transport and a main line to London.

Guest favorite

A panoramic view of lush green fields is visible, framed by trees and bushes. The clear blue sky enhances the natural scenery, creating a serene countryside atmosphere. The foreground includes a portion of garden greenery, adding to the overall peaceful setting.

Guest suite in East Sussex

4.95 out of 5 average rating, 137 reviews

Garden Studio in picturesque countryside

We have a light and comfortable studio apartment with great views and amazing countryside walks just waiting for your arrival! Adjacent to the South Downs National park, with a pub/restaurant close by and easy access to Lewes and Brighton. Bear in mind we aren't served by good public transport. The 'Garden Studio' is good for couples, walkers, riders and cyclists. Set in glorious countryside with virtually no light pollution, come and enjoy the buzzards by day and the stars by night.

Guest favorite

A decorative pitcher with flowers is placed on a patterned tablecloth, providing a vibrant centerpiece. In the background, a colorful shepherd's hut is visible, distinguished by its wooden door and inviting porch, surrounded by a lush green landscape.

Shepherd’s hut in South Chailey

4.96 out of 5 average rating, 137 reviews

Cosy Shepard’s hut . With use of Gypsy wagon.

Discover the gorgeous outdoors surrounded by nature . the Shepard’s hut is cosy ,perfect for a relaxing getaway, 4ft double bed . bedding provided . compact kitchen area , additional use of Gypsy wagon ,very basic which has a 4ft mattress ,bedding can be provided . The toilet is in a converted horse trailer .new shower and toilet a short walk away. surrounded by farmland , sheep,chickens & horses . access to 80 acres of walks on our own farmland . Dogs must be kept on a lead .

Guest favorite

A modern guest house is set against a backdrop of lush greenery, with a large, clear swimming pool in front. Comfortable lounge chairs are placed along the poolside, and olive trees are spaced evenly around the patio area, enhancing the serene outdoor environment.

Home in Cowfold

4.91 out of 5 average rating, 188 reviews

Large pristine 17m heated pool, countryside 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, heated from 1st April to Sept end 2025, (pool open Oct-Mar but not heated). 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.

Guest favorite

A wood-burning stove with a sleek black finish is positioned in a cozy corner. A bucket containing firewood and a red cloth can be seen nearby, adding functionality to the space. Natural light streams in from an adjacent window, emphasizing the stove's modern design.

Cottage in Wivelsfield Green

4.96 out of 5 average rating, 149 reviews

Green Park Farm Barn

In the heart of Mid-Sussex, our former dairy farm dates back to the early 1800's. The barn has been recently restored to provide 1000 sq ft of luxurious accommodation with wonderful views across the wheat fields to the west. Guests can enjoy countless walking and cycling trails from the front door. Brighton, historic Lewes, Glyndebourne, Hickstead and the South Downs are all a stones throw away. Gatwick is less than 30 mins by car and London a further 45 by train.

Guest favorite

A small outdoor dining area features an ornate table with decorative ironwork and two matching chairs. The table is adorned with a colorful tablecloth, along with a glass of wine and a bowl of fresh flowers. Lush greenery and potted plants create a serene backdrop.

Chalet in East Sussex

4.91 out of 5 average rating, 161 reviews

The perfect rural village escape in Sussex

Welcome to The Greenhouse – the perfect rural village escape in Sussex. Based in Plumpton Green; close to the historic town of Lewes, the bright lights of Brighton & just minutes away from the glorious South Downs. Perfect for Plumpton Races, Glyndebourne (10 miles) & the Brighton Festival. Pubs aplenty, all offering fantastic food. Mainline station with direct access from Gatwick and London.