Vacation rentals in South Chailey

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Top-rated vacation rentals in South Chailey

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Top guest favorite

A patio area is visible with table and bench seating, where two people are dining. Surrounding them, various alpacas graze in the meadow, with lush greenery and trees in the background. The wooden structure of The Lodge provides a rustic backdrop to the serene scene.

Farm stay in East Sussex

4.99 out of 5 average rating, 103 reviews

The Lodge at Spring Farm Alpacas

"The Lodge" is a beautifully finished self contained holiday let in the middle of a working alpaca farm with over 100 alpacas and llamas grazing in wildflower meadows surrounding The Lodge. The Lodge is fully equipped with modern facilities. Tastefully decorated, fully insulated and centrally heated, The Lodge is perfect for peace and tranquillity whilst maintaining every creature comfort. We have also added a patio with table and bench seating to better appreciate the surroundings and alpacas!

Superhost

A set of concrete steps leads up to the balcony of a uniquely designed building, surrounded by tall pine and redwood trees. The structure features a combination of natural wood siding and modern elements, blending harmoniously with the lush greenery.

Loft in East Chiltington

4.91 out of 5 average rating, 101 reviews

Pine tree woodland retreat

This architect designed retreat is a perfect for couples or young families. Surrounded by pine trees you will stay 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.

Guest favorite

A vast, well-maintained garden features lush green grass and various shrubs and trees. The open landscape extends toward the horizon, with views of rolling hills beneath a partly cloudy sky. Soft lighting enhances the tranquility of the outdoor space.

Condo in Haywards Heath

4.88 out of 5 average rating, 593 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

A secluded shepherd's hut is nestled within a vibrant meadow. Grazing sheep dot the lush green landscape, surrounded by trees. The scene is framed by ferns in the foreground, capturing a serene rural atmosphere under a clear blue sky.

Shepherd’s hut in Barcombe

4.98 out of 5 average rating, 225 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.

Top guest favorite

An aerial view captures a clear swimming pond surrounded by lush greenery and a sandy perimeter. A spacious deck with sun-loungers is visible near the water's edge, while the serene surface of the pond reflects the surrounding trees.

Guesthouse in Haywards Heath

4.94 out of 5 average rating, 187 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.

Guest favorite

A cozy entrance is framed by flowering pots, featuring vibrant blooms and greenery. Double French doors lead into the building, complemented by a wooden bench situated beside a manicured garden area. Sunlight filters through the foliage, enhancing the peaceful, outdoor setting.

Guesthouse in East Sussex

4.91 out of 5 average rating, 679 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 serene view of the countryside features a white house nestled among lush green trees, with rolling hills in the background. The landscape is bathed in soft morning light, creating a peaceful atmosphere typical of the South Downs National Park.

Guest suite in East Sussex

4.95 out of 5 average rating, 142 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.

Top guest favorite

An open-plan studio space is highlighted by a spacious double bed, layered with a patterned blanket. Skylights allow natural light to fill the room. Built-in bunks are set against one wall, providing cozy sleeping options for children.

Guest suite in Plumpton Green

4.99 out of 5 average rating, 87 reviews

Little Strollings, in a rural Sussex village

Welcome to Little Strollings, set in Plumpton Green, a quiet Sussex village, the perfect base to explore the South Downs Way, Brighton, the market town of Lewes, the numerous beaches, stunning country-side and great local pubs! This beautiful, newly renovated, studio barn is a perfect break for couples, families, walkers, cyclists and runners alike. Mainline station with direct trains to Gatwick and London Victoria. DOGS are only allowed if booked in, at a charge of £15 per stay.

Guest favorite

A charming entrance features a wooden door framed by large windows, allowing natural light to fill the space. The wooden structure is highlighted by a decorative wreath on the door, while brick accents complement the wooden facade.

Cottage in Ridgewood

4.98 out of 5 average rating, 182 reviews

Poppets Cottage Cosy 1 bedroom cottage in Sussex

Relax in this calm, stylish space. The bright and airy living room has a vaulted ceiling and spacious lounge (including Sky TV) with separate Bedroom and Bathroom. There is a fridge and a small area for making tea / coffee and toast but no cooker - who wants to cook on holiday anyway!! There are local pubs including one within 3 mins walk serving good food, shops and even a Victorian cinema in walking distance and many other Sussex and Kent places of interest within a short drive.

Superhost

A path is visible leading to a blue door, framed by lush green foliage and vibrant red berries. A birdbath is located in the foreground, surrounded by various plants. The architectural details of the adjacent brick structure are partially visible in the background.

Guest suite in East Sussex

4.81 out of 5 average rating, 95 reviews

Kenningham

This is a detached converted garage with a bedroom and a shower room in a lovely part of town. It is 10 minutes walk from the centre of Lewes, 15 minutes walk from the train station, and 10 minutes walk from the South Downs. There is a private entrance around the side of the main house, with a key safe box by the door. It is not appropriate for people with mobility issues however, as there is a step at the entrance. Guests can use the offstreet parking in front of the house.

Top guest favorite

A tractor is seen working in a sunlit field, surrounded by trees. The warm light of early morning creates a gentle glow, highlighting the lush greenery nearby. The stone wall in the foreground frames the serene rural landscape.

Cottage in Wivelsfield Green

4.96 out of 5 average rating, 156 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.

Top guest favorite

A charming black cottage sits beside a tranquil pond, framed by trees showing autumn colors. Large windows reflect the natural surroundings. A green bench invites relaxation on the grassy area, with a rainbow arching over the scene, enhancing the peaceful rural landscape.

Farm stay in Barcombe

4.99 out of 5 average rating, 69 reviews

The Bull Pen

Set in a peaceful farm location, The Bull Pen is on the edge of the wood, overlooking the pond. It is recently converted, upcycling wherever possible. The farm includes award-winning ancient woodland run as a nature reserve - great for a quiet weekend away, or a longer rural retreat. Highlights include butterflies, bluebells and nightingales in season. The village of Barcombe is within walking distance and Lewes and the South Downs are a short drive away.