Holiday rentals in North Chailey

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Top-rated holiday rentals in North Chailey

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Top guest favourite
A shepherd’s hut is positioned in a grassy area, with wide doors open to the exterior. An alpaca is seen grazing on the lawn, surrounded by lush greenery under a clear blue sky. Outdoor seating is visible nearby, inviting relaxation in nature.
Shepherd’s hut
4.99 out of 5 average rating, 156 reviews

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.

Top guest favourite
A charming outbuilding is presented, featuring a symmetrical roof and three red garage doors. Solar panels on the roof contribute to sustainability. The surrounding gravel drive is bordered by greenery and decorative plants, with a glimpse of a white structure on the right.
Loft
4.99 out of 5 average rating, 1,008 reviews

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.

Superhost
The eco-friendly guest house is featured with a wooden facade, reflecting the blue sky. The view showcases a serene swimming pool, bordered by landscaped greenery, offering a tranquil outdoor space for relaxation.
Home
4.9 out of 5 average rating, 272 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
Guest house
4.93 out of 5 average rating, 187 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
4.92 out of 5 average rating, 143 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!

Top guest favourite
A freestanding bathtub filled with water and flower petals is complemented by a wooden tray holding a glass of wine and an open book. A large ornate mirror and wall-mounted lights enhance the serene atmosphere. A hand towel and bath robe hang nearby.
Place to stay
4.97 out of 5 average rating, 176 reviews

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.

Top guest favourite
A wooden container is set on a sunlit deck, surrounded by a grassy area and fenced on the sides. A small table and chairs are positioned near the entrance, while an L-shaped sofa is located on the deck. The backdrop features a green field and trees.
Shipping container
4.98 out of 5 average rating, 304 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
Guest house
4.94 out of 5 average rating, 226 reviews

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.

Top guest favourite
A well-equipped kitchen area features modern cabinetry and a stylish countertop. A small dining table is set with two elegant chairs, a vase of fresh roses, and a tea set, inviting relaxation and enjoyment.
Flat
4.96 out of 5 average rating, 293 reviews

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.

Top guest favourite
A tractor is seen working in a sunlit field, surrounded by trees. The warm light of early morning creates a gentle glow, highlighting the lush greenery nearby. The stone wall in the foreground frames the serene rural landscape.
Cottage
4.96 out of 5 average rating, 168 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
A wooden lodge with a contemporary design is set beside a serene lake. Decking extends from the structure, providing outdoor space overlooking the water. Surrounding greenery includes various trees, enhancing the natural atmosphere of the location.
Home
4.85 out of 5 average rating, 157 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
4.98 out of 5 average rating, 360 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