Holiday rentals in North Chailey

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Top-rated holiday rentals in North Chailey

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Top guest favourite
The exterior of the studio annex is shown, featuring a traditional design with a combination of brick and timber elements. A gravel driveway leads to the entrance, framed by lush greenery and potted plants. A white garage door is visible to the right.
Flat in Lindfield
4.97 out of 5 average rating, 312 reviews

Self contained quiet studio/fab WIFI - Lindfield

Newly refurbished, self contained studio on private road- peaceful setting 20 mins walk in to Lindfield village (0.9 mile) and Haywards Heath station (0.9 mile). Studio is an annex to main house - totally separate, has its own separate entrance, 1 allocated parking space. living room / bedroom, fully equipped kitchen-hob, oven,grill, microwave,breakfast bar, shower room. Double bed , double sofa bed. Suitable for a maximum of 2 people Use of garden not included. Excellent WIFI - 25 Mbps.

Top guest favourite
The oak-framed cottage is set against a clear blue sky, showcasing solar panels on the sloped roof. A spacious lawn surrounds the building, and wooden patio furniture is visible on the sunlit terrace, inviting outdoor relaxation.
Home in Heathfield
4.9 out of 5 average rating, 378 reviews

Jacks Cottage -

A beautiful oak framed building with great views of the south downs. Accommodation comprising of a comfortable lounge with TV and wifi and log burner. The kitchen is well equipped with a dishwasher, oven and microwave. One double bedroom downstairs with en suite shower room. Upstairs there is a mezzanine with two single beds and a sitting area above the lounge area with a bathroom with free standing bath. The outside space is a south facing patio with table and chairs and a BBQ is available.

Top guest favourite
Guest house in East Hoathly
4.93 out of 5 average rating, 192 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, 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!

Guest favourite
A quaint shepherd's hut features light green exterior walls and a gently curved roof. A small wooden porch with two steps leads to the entrance. Outdoor seating is positioned nearby, showcasing a table and two chairs surrounded by lush greenery.
Shepherd’s hut in Plumpton
4.88 out of 5 average rating, 216 reviews

Comfy and cosy hut in stunning private location

The shepherd's hut is located in a private and peaceful spot on our smallholding, on the outskirts of the South Downs National Park. The hut has great amenities and is heated. It has great access to footpaths and local shops and pubs. We are fortunate enough to have some wonderful wildlife here, including deer, birds of prey and woodpeckers. As well as our rare breed sheep and pigs. Issy is a land agent and Geoff is a tree surgeon, so we have a keen interest in nature and the environment.

Top guest favourite
Tiny home in Furner's Green
4.95 out of 5 average rating, 148 reviews

Romantic American School Bus Meadow Escape+Hot Tub

As seen on Discovery+ & QuestTV! Stay in a quirky American school bus in a private Sussex meadow with a hot tub and countryside views. Perfect for couples seeking quirky, high-end glamping with your own space. Inside: cosy double bed, ensuite, full kitchen (Nespresso + pods), Wi-Fi, and heating. Outside: firepit, BBQ, hammock, and private hot tub. Nearby: Bluebell Vineyard, Ashdown Forest, alpaca walks, pubs, and gelato. A unique hideaway - birthdays, anniversaries, or just a cosy escape.

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 in East Chiltington
4.98 out of 5 average rating, 306 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.

Guest favourite
Guest house in Haywards Heath
4.94 out of 5 average rating, 229 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 private patio area is furnished with gray seating and a black metal coffee table. Surrounding the space, greenery and flowering plants create a serene environment, complemented by a decorative mirror reflecting the outdoor light.
Home in Buxted
4.99 out of 5 average rating, 188 reviews

A deluxe home to explore Sussex and beyond

This deluxe, dedicated two-bedroom accommodation is light, fresh and airy. A great base to relax in the garden and games room or explore Sussex, Kent and beyond. Situated is in a quiet cul-de-sac with lovely country walks on your doorstep. Also you are within easy driving distance of Ashdown Forest, the South Downs the coast, the Bluebell Railway and several National Trust properties. Buxted train station, offers easy access for shopping in the local town and is a direct line to London.

Guest favourite
The historic cottage is framed by lush greenery and stands beside a tranquil pond, reflecting the structure's charming façade. The surrounding landscape features tall grass and trees under a partly cloudy sky, providing a serene and picturesque setting.
Home in Sheffield Green
4.97 out of 5 average rating, 100 reviews

Bull Cottage, Sheffield Park

A beautiful, 16th century cottage in an area of outstanding natural beauty close to the village of Fletching in East Sussex. Very much a home from home, you can step into a little bit of history with its numerous period features including oak beams, wattle and daub walls and an inglenook fireplace. Cosy in winter and cool in the summer months, it is a great place to unwind and get away from it all, whilst also being on the doorstep of many local walks, pubs and attractions.

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 in Wivelsfield Green
4.96 out of 5 average rating, 170 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.

Top guest favourite
A charming black cottage sits beside a tranquil pond, framed by trees showing autumn colors. Large windows reflect the natural surroundings. A green bench invites relaxation on the grassy area, with a rainbow arching over the scene, enhancing the peaceful rural landscape.
Farm stay in Barcombe
4.98 out of 5 average rating, 100 reviews

The Bull Pen

Set in a peaceful farm location, The Bull Pen is on the edge of the wood, overlooking the pond. It is recently converted, upcycling wherever possible. The farm includes award-winning ancient woodland run as a nature reserve - great for a quiet weekend away, or a longer rural retreat. Highlights include butterflies, bluebells and nightingales in season. The village of Barcombe is within walking distance and Lewes and the South Downs are a short drive away.

Popular amenities for North Chailey holiday rentals

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