Vacation rentals in South Chailey

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Top-rated vacation rentals in South Chailey

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Guest favorite

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 .

Jun 21 – 28

G$23,714 GYD per night

Guest favorite

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.

Nov 8 – 15

G$30,596 GYD per night

Guest favorite

Condo in Haywards Heath

4.88 out of 5 average rating, 498 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.

Oct 20 – 27

G$16,508 GYD per night

Guest favorite

Guesthouse in Ringmer

4.94 out of 5 average rating, 164 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.

Jul 13 – 20

G$17,313 GYD per night

Guest favorite

Shipping container in East Chiltington

4.98 out of 5 average rating, 201 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.

Feb 18 – 25

G$20,008 GYD per night

Guest favorite

Cabin in Lewes

4.98 out of 5 average rating, 566 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.

Jul 10 – 17

G$23,288 GYD per night

Guest favorite

Cottage in Wivelsfield Green

4.97 out of 5 average rating, 116 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.

Nov 24 – Dec 1

G$43,014 GYD per night

Guest favorite

Farm stay in East Sussex

4.94 out of 5 average rating, 118 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

Dec 19 – 26

G$42,265 GYD 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.

Jan 14 – 21

G$29,799 GYD per night

Guest favorite

Guest suite in Kingston

4.96 out of 5 average rating, 540 reviews

Semi-detached 2-bed Apartment on Kingston Ridge

A self-contained 2-bedroom flat adjacent to our home with separate access on the idyllic Kingston Ridge . Ideal for walkers, the South Downs way is at the end of the private no-through road, or the County Town of Lewes is a 2 mile walk away (or a ten minute drive). Brighton is 8 miles down the road, with a regular bus service. The apartment is ideal for 4-6 people but has a maximum capacity of 8 (sofa bed). N.B. We have a very friendly dog.

Dec 15 – 22

G$26,809 GYD per night

Guest favorite

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.

Sep 14 – 21

G$16,164 GYD per night

Guest favorite

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.

Sep 11 – 18

G$22,090 GYD per night