Holiday rentals in South Chailey

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.

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.

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.

The Old Calving Yard. Charming barn conversion.

The Old Calving Yard is a beautifully converted barn originally built between the wars. It is on a diversified working farm which includes recreational fishing lakes and offices in the former farm buildings. Located in Wivelsfield, equidistant from Haywards Heath and Burgess Hill, a stones throw from historic Lewes, Brighton, the coast and Glyndebourne. 35mins from Gatwick and 45mins by train to London. There are many local pubs to enjoy and endless walks on the beautiful South Downs.

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.

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.

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.

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.

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.