Holiday rentals in North Chailey

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Top-rated holiday rentals in North Chailey

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Guest favourite
The open plan living area features a comfortable seating arrangement with two sofas, a coffee table, and decorative floral accents. Natural light filters through skylights, illuminating the space. Artwork framed in natural tones adorns the walls, adding a touch of character to the room.
Guest house
4.96 out of 5 average rating, 48 reviews

Fletchings Rest - Rural retreat with great walks

Fletchings Rest is a cosy rural retreat which sits in the grounds of our home. You will have the spacious open plan guest accommodation to yourself with private access and private patio, which has outdoor seating and a charcoal BBQ. The perfect place to escape busy lives and explore the beautiful countryside of Sussex, with great walks onto fields which is accessed from the property. 15 mins walk to The Griffin Pub in Fletching. 1m to Piltdown Golf C one of the top 50 valued Courses in the UK.

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
4.9 out of 5 average rating, 376 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.

Guest favourite
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
4.91 out of 5 average rating, 271 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, 185 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 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, 301 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, 224 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.

Guest favourite
A detached brick barn-style property is set in a natural garden environment. It features a distinctive green door, white window frames, and a driveway leading to ample parking. Surrounding trees provide a lush backdrop to the charming exterior.
Barn
4.97 out of 5 average rating, 88 reviews

Beautiful Converted 19th Century Barn

Paynters Granary is a detached converted mid 19th century barn situated a short 5 minute walk to the local village amenities. There is an open plan kitchen/living area with a large TV and doors out onto a South facing patio area. On the first floor there is a large bedroom with original beams and a bathroom. There is a double sofa bed in the living area and the property has ample parking and free WiFi. Guests are welcome to enjoy the garden, and have their own outdoor area to relax in.

Top guest favourite
A wooden dining table with matching chairs is shaded by a large umbrella, set in a private garden. Surrounding flower beds feature various plants, including yellow roses and vibrant orange flowers. In the corner, a small grill is placed on a stone patio, complementing the lush green lawn.
Cottage
4.98 out of 5 average rating, 91 reviews

Cottage in beautiful gardens of C16 Manor House

Idyllic peaceful setting, nestled (entirely separate and secluded) in gardens of listed C16 Manor House in Conservation area on south edge of village, adjacent to Newick Wine Estate. Southfacing garden. Glorious country walks in one direction, the village in the other - 3 old oak-beamed pubs, playground, cafe, bakery (croissants!). 15 min/Lewes, 30 min/Brighton. Sheffield Park, Bluebell Railway, Borde Hill, Glyndebourne, vineyards of Ridgeview, Rathfinny, Bolney, Bluebell all near.

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.

Top guest favourite
A private courtyard features an outdoor seating area with a sectional sofa adorned with neutral and coral cushions. A wooden coffee table sits at the center, surrounded by potted plants and lavender. An umbrella provides shade over the space, enhancing the inviting exterior.
Home
5 out of 5 average rating, 51 reviews

The Coach House @ Hoods Croft

The Coach House @ Hoods Croft is a new farm building conversion with two bedrooms - a double and a double / twin, each with en-suites, along with a bunk bedroom as well as an open plan living area with contemporary kitchen. Outside there is a lovely private courtyard designer garden, and direct access to Chailey Common for long walks. Underfloor heating throughout, a log burner and up to date TVs and WiFi means everything is set up for your luxury stay.

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.

Popular amenities for North Chailey holiday rentals

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  3. England
  4. East Sussex
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