Holiday houses in South Chailey

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Top-rated holiday rentals in South Chailey

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Guest favourite

Shepherd’s hut in South Chailey

4.95 out of 5 average rating, 101 reviews

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

Discover the gorgeous outdoors surrounded by nature . You have your own private paddock,the Shepard’s hut is cosy ,perfect for a relaxing getaway, has a very small double bed 3ft6width , 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 a short walk away. surrounded by farmland , sheep,chickens & horses . access to 80 acres of walks on our own farmland .

2–9 Aug

$193 NZD per night

Guest favourite

Home in Cooksbridge

4.81 out of 5 average rating, 265 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.

19–26 Mar

$270 NZD per night

Guest favourite

Condo in Haywards Heath

4.88 out of 5 average rating, 501 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.

30 Oct – 6 Nov

$133 NZD per night

Guest favourite

Guesthouse in Ringmer

4.94 out of 5 average rating, 167 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.

25 Jul – 1 Aug

$137 NZD per night

Guest favourite

Shipping container in East Chiltington

4.98 out of 5 average rating, 206 reviews

Modern 1 bed, converted shipping container.

Enjoy a stay in the heart of the South Downs surrounded by nature. Whether you want a break away from the rush of everyday life, or a peaceful place to work from. Our cosy container is a beautiful sun trap, attached to our family racing yard. You’re in the perfect location for business or pleasure. footpaths a short walk away. The bottom of the downs a five minute drive and a handful of pubs all within a 5mile radius. Plumpton station a 2 minute drive you can be in London within the hour.

17–24 Apr

$163 NZD per night

Guest favourite

Cabin in Lewes

4.98 out of 5 average rating, 569 reviews

Romantic Garden Cabin in the Heart of Lewes

Relax in our unique, hand-built, cosy cabin with wood-burner, raised cabin bed, shower room and kitchenette. Fully insulated, wood burning stove and with electric heating & hot water. Built by Stu & Aine from recycled timber. Over 500 guests have rated their stay at 4.99 (out of 5.0 !!) We're in the heart of the town, just 2 minutes from the Station. Perfect for your romantic weekend away !! We look forward to welcoming you to our cabin, our home and our lovely town.

27 Jun – 4 Jul

$212 NZD per night

Guest favourite

Cottage in Wivelsfield Green

4.97 out of 5 average rating, 117 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.

28 Oct – 4 Nov

$381 NZD per night

Guest favourite

Farm stay in East Sussex

4.94 out of 5 average rating, 119 reviews

The Hideaway Cottage

The Cottage is a self-contained annexe separate from the main house. It has its own entrance, small garden, patio area & parking for one car only. Unusually spacious for an annexe, the cottage is a great place to stay while you explore the beautiful Sussex countryside and coast. The historic town of Lewes is within a 10-minute drive, Uckfield 5 minutes, and Brighton is 25 minutes away. Trains: London Bridge-Uckfield 1hr 30mins London Bridge-Lewes 1hr 10mins

19–26 Nov

$239 NZD per night

Superhost

Farm stay in East Sussex

4.9 out of 5 average rating, 102 reviews

Peaceful log cabin on private nature reserve

Peaceful 2 bedroom log cabin on a private nature reserve five miles east of the Ashdown Forest in the High Weald area of Outstanding Natural Beauty. Self contained cabin with private garden and dedicated parking. Guests are welcome to take walks on our reserve which has an abundance of bird and wildlife. Surrounded by beautiful countryside with numerous local attractions and 10 minute drive to Lewes with its culture, bars, restaurants, antiques and shops.

7–14 Oct

$251 NZD per night

Guest favourite

Guest suite in East Sussex

4.95 out of 5 average rating, 109 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 Southdowns National park, with local pubs and restaurants close by and easy access to Lewes and Brighton. 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.

14–21 Sep

$140 NZD per night

Guest favourite

Chalet in East Sussex

4.93 out of 5 average rating, 122 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.

26 Dec – 2 Jan

$193 NZD per night

Guest favourite

Loft in North Chailey

4.84 out of 5 average rating, 509 reviews

Westland cottage (the annexe)

We are nestled in two acres of private gardens and woodlands also being so close to must see places like Bluebell railway and Sheffield park gardens.Lewes (20 min dr) Brighton (30 min dr) and London (1 hr dr) we are also only 20 min from Gatwick.The studio has a separate entrance away from the main house and is a self contained apartment with a double bed, kitchenette and lounge area.

12–19 Dec

$186 NZD per night