Holiday houses in South Street

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Top-rated holiday rentals in South Street

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Guest favourite
Home in Cooksbridge
4.83 out of 5 average rating, 345 reviews

Rural RetreatQuiet and isolated

Situated in the shadow of the South Downs National Park on a small rural road with hardly any neighbours our charming cottage is a great place from which to explore the unspoiled open countryside and its many footpaths around us. The nearest street light is two miles away. Owls, deer and the occasional nightingale are the only sounds in the middle of the night The cottage décor is fresh and modern with plenty of parking and a small decking area. Pets are allowed by agreement, email us to ask.

Top Guest favourite
The spacious living area features timber-clad walls, large windows allowing natural light, and various seating options including an L-shaped sofa and dining table. Shelves display glassware, enhancing the rustic charm. A workspace with a desk is positioned near the entrance, creating a functional atmosphere.
Cabin in Firle
4.98 out of 5 average rating, 194 reviews

Spacious rustic cabin in beautiful national park

Caburn Cabin is in Firle Village in the South Downs national park. Our spacious timber cabin sleeps up to four people. It has a warm rustic charm whilst being fully equipped with modern facilities. There is a rear private deck with seating. Ideal for romantic escapes or active holidays. Enjoy the outdoors by foot & bike direct from the cabin. The local pub & village shop are just 10 minutes walk. Perfect for Glyndebourne, Charleston & Firle weddings or explore nearby towns of Lewes or Brighton.

Top Guest favourite
Guesthouse in East Hoathly
4.93 out of 5 average rating, 176 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
Shipping container in East Chiltington
4.98 out of 5 average rating, 292 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, 220 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
An open-plan studio space is highlighted by a spacious double bed, layered with a patterned blanket. Skylights allow natural light to fill the room. Built-in bunks are set against one wall, providing cozy sleeping options for children.
Guest suite in Plumpton
4.98 out of 5 average rating, 104 reviews

Little Strollings, in a rural Sussex village

Welcome to Little Strollings, set in Plumpton Green, a quiet Sussex village, the perfect base to explore the South Downs Way, Brighton, the market town of Lewes, the numerous beaches, stunning country-side and great local pubs! This beautiful, newly renovated, studio barn is a perfect break for couples, families, walkers, cyclists and runners alike. Mainline station with direct trains to Gatwick and London Victoria. DOGS are only allowed if booked in, at a charge of £15 per stay.

Top Guest favourite
Shepherd’s hut in South Chailey
4.97 out of 5 average rating, 155 reviews

Cosy Shepard’s hut . With use of Gypsy wagon.

Discover the gorgeous outdoors surrounded by nature . the Shepard’s hut is cosy ,perfect for a relaxing getaway, 4ft double bed . bedding provided . compact kitchen area , additional use of Gypsy wagon ,very basic which has a 4ft mattress ,bedding can be provided . The toilet is in a converted horse trailer .new shower and toilet a short walk away. surrounded by farmland , sheep,chickens & horses . access to 80 acres of walks on our own farmland . Dogs must be kept on a lead .

Top Guest favourite
Condo in East Chiltington
4.93 out of 5 average rating, 146 reviews

Pine tree woodland retreat at Greensand

This architect designed self contained studio retreat is surrounded by pine trees and positioned in a secluded side annex to our main family house. The area is surrounded by walking paths and quiet country lanes. It is a newly renovated open-plan space with en-suite shower room and private balcony, tree-top views and direct access to a yoga deck. By arrangement guests may have exclusive use of the heated pool and infra-red sauna which is situated at the rear of the main house.

Guest favourite
A spacious barn-style home is showcased against a clear sky, featuring a stone façade and large windows. A grassy lawn extends in front, with shadows cast by trees. Outdoor seating is positioned on a patio area, and a swing set is visible in the background.
Barn in Milton Street
4.94 out of 5 average rating, 205 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, 165 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 two-story shipping container home, surrounded by tall trees, features large picture windows that allow natural light to illuminate the interior. The exterior showcases a combination of wood and green accents, blending harmoniously with the woodland setting.
Shipping container in Whitesmith
4.97 out of 5 average rating, 129 reviews

Unique shipping container cabin in private woods

AS SEEN ON TV ! George Clarkes Amazing Spaces Season 12 episode 1. Evergreen cabin is set in it's own private woodland in the heart of the East Sussex Countryside. The Cabin is a two story shipping container home with enormous picture windows bringing the outside in. A free cooking fire pit in the woods. The optional extra of a wood burning hottub **(£90 with enough logs to keep you going)** The hot tub will be heating up for your arrival.

Top Guest favourite
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 353 reviews

The Granary, Organic Vineyard stay with Pool.

Coes Farm 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 which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Popular amenities for South Street holiday rentals

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  4. East Sussex
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