Holiday houses in North Chailey

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Top-rated holiday rentals in North Chailey

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Top Guest favourite
Two glasses of sparkling wine are positioned on the edge of a hot tub, overlooking a spacious wooden deck. Green gardens and rolling hills are visible in the background under a clear blue sky, creating a serene outdoor atmosphere.
Barn in Henfield
4.99 out of 5 average rating, 142 reviews

The Old Dairy

Welcome to our charming Airbnb, a beautifully renovated old dairy nestled on the edge of the South Downs National Park. This rustic gem exudes character and warmth, offering a unique escape in a picturesque village location. Enjoy the perfect blend of charm and modern comforts. Surrounded by stunning countryside views, explore nearby trails or unwind in the serene atmosphere. Experience a truly special getaway in this delightful retreat, where nature and rustic elegance come together seamlessly.

Top Guest favourite
Tiny home in Rotherfield
4.95 out of 5 average rating, 113 reviews

The Orangery, Organic Vineyard stay with pool.

The Orangery is a studio space situated at Coes Farm an organic vineyard and orchard making natural wines and ciders and offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room. We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Guest favourite
A modern swimming pool reflects the clear sky and surrounding trees, framed by a spacious deck. Lounge chairs are situated under a purple umbrella at the pool's edge, with a wooden house visible in the background, blending harmoniously with the natural landscape.
Home in Cowfold
4.91 out of 5 average rating, 270 reviews

Amazing large pristine heated pool, country 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. The beautiful pool is heated from March 2026. Quiet location, country walks (close to National Park) and a local pub 1 mile away. Modern, new stylish interiors with a cosy wood burner (in Winter months) and a large patio, BBQ and fire pit outside (wood not included). Conveniently located 15 miles to Gatwick Airport.

Top Guest favourite
A charming houseboat is nestled on a tranquil lake, surrounded by lush greenery and golden leaves. The exterior features wooden paneling and large windows that reflect the serene water. Lilypads cover parts of the lake, enhancing the natural beauty of the setting.
Guesthouse in East Hoathly
4.93 out of 5 average rating, 179 reviews

Romantic Floating Cabin -‘The Water Snug’

Romantic lake cabin for two, floating on our peaceful one-acre lake in ancient woodland. Relax by the cosy log burner, cook in the fully fitted kitchen, and wake to magical lake views from the bedroom. In spring, enjoy the woodland with bluebells and delicate flowers; summer brings long golden evenings over the lake, and autumn paints the trees in rich, vibrant colours. Step outside to gentle ripples, watch wildlife, or visit East Hoathly village with its café, shop, and pub just minutes away.

Top Guest favourite
A quaint outdoor seating area is surrounded by lush greenery, featuring four wooden chairs arranged around a stone table. Flower pots and a log storage are visible against the brick wall, with the main entrance partially obscured by climbing vines.
Home in North Chailey
4.92 out of 5 average rating, 142 reviews

self-contained 2-bed home in Sussex countryside

The annexe is adjacent to the main house and a perfect country getaway suitable for a quiet holiday, visiting local Sussex attractions, or a handy base for visiting friends or family. The house itself is late Victorian, with generously proportioned rooms and high ceilings. There are 2 interconnecting bedrooms with a shared shower room. Both bedrooms have double beds. Breakfast isn't provided but there is a kitchen for self catering. The living area has a woodburning stove. NB there is no tv!

Guest favourite
The rooftop area features a circular hot tub surrounded by wooden decking. Five wooden chairs are positioned around the hot tub, offering seating. Soft lighting is provided by string lights along the railing, creating a warm glow in the evening.
Tiny home in Furner's Green
4.88 out of 5 average rating, 116 reviews

Delightful Double Decker Bus with Hot Tub sleeps 4

Unique Stay in a fabulous converted DOUBLE DECKER BUS! Unwind in the rooftop Hot Tub after a day of wandering the Bluebell Woods, playing Crazy Golf on site, exploring the nearby Ashdown Forest or the local Vineyard for Wine Tasting or enjoying the onsite Ice Cream parlour. The bus boasts a super comfy double bed downstairs and European sized bunks up top! Heating upstairs & Down, as well as heated blankets to keep it nice and cozy in the colder months! Over 16s ONLY June through August

Top Guest favourite
Shipping container in East Chiltington
4.98 out of 5 average rating, 296 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.

Top Guest favourite
Guesthouse in Haywards Heath
4.94 out of 5 average rating, 221 reviews

Winter retreat - sauna, cold plunge pond & hot tub

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 favourite
Barn in Milton Street
4.94 out of 5 average rating, 207 reviews

Beautiful barn on the South Downs Way

Beautiful barn, perfect for walkers, also great as a comfortable and spacious base for exploring the local countryside. Local cultural attractions include Glyndebourne, Drusilla's Park, South Downs Way. This spacious artist's home is located right on the South Downs Way, and it is only about an hour and a half walk to the coast at Exceat. There is a tree house for kids, a couple of swing seats for chilling out on, and the Cuckmere runs through the bottom of the garden.

Top Guest favourite
Cottage in Wivelsfield Green
4.96 out of 5 average rating, 167 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 favourite
The lodge is seen elevated above a tranquil lake, surrounded by lush greenery. A spacious decking area extends from the cabin, featuring outdoor furniture and a seating arrangement. The surrounding landscape includes a winding path leading to the lodge and the natural beauty of the farmland.
Home in North Chailey
4.85 out of 5 average rating, 155 reviews

Lakeside Retreat- The Boat House

The Lakeside Retreat is a self-contained lodge on the edge of a lake boasting complete privacy, in the heart of a working farm in the picturesque county of Sussex. The cabin benefits from an open plan living and kitchen area with floor to ceiling glass doors that open out onto decking. Relish an escape from modern-day life surrounded by uninterrupted farmland. Find us on social media @thelakesideretreatsussex or online by searching for lakeside retreat.

Guest favourite
A couple relaxes in a bubbling outdoor hot tub, holding glasses, with a scenic view of lush green fields and trees in the background. A champagne bottle sits in an ice bucket beside them, enhancing the tranquil atmosphere.
Shepherd’s hut in Chessington
4.98 out of 5 average rating, 355 reviews

The Ultimate Couples Retreat | 30 Mins from London

This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.

Popular amenities for North Chailey holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. East Sussex
  5. North Chailey