
Holiday rentals in North Chailey
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Top-rated holiday rentals in North Chailey
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The Woolly Retreat - Alpaca Shepherds Hut.
Nestled in a secluded Alpaca field in the heart of the enchanting Ashdown Forest lies a cosy, new Shepherd’s Hut in the idyllic village of Hartfield, famous for its connection to Winnie the Pooh and his timeless adventures. Surrounded by Alpacas which you can feed , this charming retreat offers a perfect blend of rustic luxury & nature. Whether you're looking for a romantic getaway, or just a relaxing weekend immersed in nature, our shepherd's hut is the place to unwind, recharge and reconnect.

Homely rural Bothy in Victorian garden; LGW 15min
Welcome to The Bothy! Set in 4+ acres of Victorian gardens with stunning views, the Bothy is a private, homely dwelling in a pretty courtyard. Spacious, comfy & characterful with shower room & food prep/dining area. Microwave, fridge, kettle. Breakfast provided. 5 mins to Balcombe/Ardingly & 15 mins to Gatwick. Fast rail access to London/Brighton. Great walking/cycling. Close to Wakehurst/famous gardens and Ouse Valley Viaduct. Fibre to the premises' broadband. Smart TV. Own car recommended.

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.

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.

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!

Potting Shed, freestanding bath
Welcome to The Potting Shed Surrey Hills it’s ian exquisite retreat, offering a perfect blend of luxury and tranquility. Watching the sunrise while soaking in your freestanding bath amidst 6 acres of private land is truly magical. It’s luxurious and stylish decor creates an unforgettable experience for guests seeking relaxation and indulgence. From AONB country walks to the personalised room service, the Potting Shed offers a level of extravagance that sets it apart from other retreats.

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.

Romantic retreat
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.

Fabulous Studio ~ Stylish with a hint of Vintage
Bright, Uber fresh Studio Annex in the boutique and picturesque village of Cuckfield. The location provides a perfect base to enjoy the local area plus easy access to NT Nymans and Sheffield park, Haywards Heath, Burgess Hill ,Brighton, LGW & London, as well as access to Ardingly ,Hickstead, & Borde Hill,. We are about a 15 drive from American Express , CAE & Quadrant Systems. A hop skip and a jump to award-winning restaurants Rose & Crown and Ockenden Manor Hotel & Spa.

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.

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.

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
Other great holiday rentals in North Chailey

Cottage in beautiful gardens of C16 Manor House

The Old Dairy

The Bull Pen

The Coach House @ Hoods Croft

Palm Springs Motorhome • Fire Pit & Steam Trains

Barn in beautiful Sussex village

The Nest Danehill - Idyllic Woodland Retreat

Beautiful Converted 19th Century Barn
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Brighton Seafront
- Emirates Stadium
- West Wittering Beach
- Tower Bridge
- Clapham Common
- Goodwood Motor Circuit
- Buckingham Palace
- Thorpe Park Resort
- South Downs National Park
- Chessington World of Adventures Resort
- Alexandra Palace
- Big Ben
- London Stadium
- Windsor Castle
- Victoria Park





