Holiday rentals in East Sussex

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Top-rated holiday rentals in East Sussex

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Top guest favourite
A wooden cottage is framed by well-maintained hedges and greenery. In the foreground, a hot tub is situated on a wooden deck, surrounded by potted plants and shrubs, with clear blue skies overhead adding to the serene atmosphere.
Cottage
4.98 out of 5 average rating, 247 reviews

Blackthorn is a luxurious, rural retreat for two.

Blackthorn is a luxurious retreat for two. Attached to the owner's home, and situated on the edge of Icklesham village, the property lies halfway between the ancient towns of Rye and Hastings. There is a distant view of the sea, and the garden is surrounded by beautiful AONB countryside. The cottage has a private, south facing verandah, and guests are welcome to use the heated, indoor swimming pool and outdoor hot tub throughout their stay but exclusively between the hours of 8.00am and 8.00pm.

Top guest favourite
The living space features an L-shaped blue sofa adorned with patterned cushions, inviting relaxation. A wooden dining area and well-equipped kitchen are visible, along with decorative lighting fixtures above. The rustic timber walls and vibrant textiles contribute to a cozy ambiance, with a staircase leading to the mezzanine.
Cabin
4.98 out of 5 average rating, 162 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.

Guest favourite
The exterior of the cottage is showcased at twilight, highlighting a brick facade and large glass doors that lead to the interior. A cozy fire pit emits smoke, surrounded by a bed of autumn leaves. A sheltered outdoor dining area and warm indoor lights create a welcoming ambiance.
Barn
4.97 out of 5 average rating, 115 reviews

Heavenly Waterside Sussex Barn

Tack Barn is our super stylish and sustainable holiday cottage here at Upper Lodge near Lewes - a very special place to stay. Tucked into a private woodland overlooking the pond and countryside, we've kitted it out with products and art from local makers. Ideally located for Lewes, the iconic Seven Sisters Cliffs and South Downs. Hop into the hammock and sit by a glowing fire-pit in the summer, or snuggle up in front of the wood-burner in the winter - the Tack Barn is special all year round.

Top guest favourite
The exterior of the barn features a natural wood facade and a spacious deck, surrounded by lush greenery. A large tree casts shade over the area, with scenic views of the countryside visible in the background under a partly cloudy sky.
Place to stay
4.99 out of 5 average rating, 580 reviews

Luxury architectural retreat/ East Sussex views

Oliveswood barn a self contained contemporary Architect designed Barn is a luxurious couples retreat, located next to the owners home and surrounded by beautiful AONB countryside with outstanding views. Dog friendly. Close to many famous houses and gardens ,Sissinghurst Castle, Great Dixter, Chartwell, Batemans and Scotney Castle. The Spa town of Royal Tunbridge Wells is a 20 minute drive away. Wadhurst our nearest village has 2 small supermarkets, great butcher, deli, 2 pubs and takeaways.

Guest favourite
A view into the living area is provided, featuring floor-to-ceiling windows that overlook the sea. Double doors are open, leading from the bedroom, revealing a bright, airy space with light-colored decor and a rug. A lantern pendant hangs above the room.
Flat
4.91 out of 5 average rating, 515 reviews

Rooms By The Sea on The Sunshine Coast.

Beautiful, spacious, locally owned first floor one bedroom flat with floor to ceiling windows overlooking the beach, Hastings/St Leonards border. Walking distance to the bars, restaurants and shops of Hastings old town, town centre and St Leonards. Sleeps 2 in king size four poster bed; with a roll top bath, shower and fully fitted kitchen, TV and fast wifi. Nearby free parking. Extensive recommendations for local businesses which we encourage guests to use. Towels and bed linen provided.

Guest favourite
Guest house
4.95 out of 5 average rating, 600 reviews

The Little Cabin by the Lake

Snuggle up in our cozy cabin by the lake, surrounded by ancient woodland. A private couples’ retreat for relaxing, unwinding, and sharing magical moments in nature. If you can pull yourselves away from your woodland hideaway, the lovely village of East Hoathly isn’t far — with a cozy café, village shop, and friendly local pub to explore. If your dates are booked, our sister lakeside cabin, the stunning floating ‘Water Snug’, offers another magical retreat: http://airbnb.com/h/watersnug

Top guest favourite
The exterior of the converted barn features a sloped roof with rustic shingles and wooden siding. A gravel driveway leads to the entrance, flanked by planters. Large windows offer views into the open interior, while trees provide a natural backdrop.
Barn
4.97 out of 5 average rating, 256 reviews

The Cart Lodge a cosy rural hideaway

Situated in a secluded part of our 16th century farm, this detached, south facing cart barn has been converted to a very high standard. In an ideal location overlooking a large duck pond and with distant views to the South Downs. It is a great base for walking the Wealdway or cycling the Cuckoo Trail. Places to explore include Lewes and Eastbourne, 9 miles. Glyndebourne 6 miles. An excellent pub and restaurant is within a ten minute walk along country footpaths. The village shop 2 miles.

Top guest favourite
A spacious living area features large windows that frame captivating sea views. A wooden dining table is set between the windows, accompanied by two chairs. A plant is placed on each side of the room, and simple furnishings are styled for a relaxed atmosphere.
Flat
4.99 out of 5 average rating, 114 reviews

Escape to the Sea

Gorgeous, spacious, south-facing flat with stunning sea views, original features, and high ceilings. The sunrises/sets and moon reflections are breathtaking! In between St Leonards on Sea and Hastings, and 30 seconds to the beach! The bedroom has a king size bed and the living room a double sofabed. Bedding is cotton/linen washed with non toxic products. Flat is on the 3rd floor but not that many stairs and as such, sea views far from the madding crowd! There is free parking nearby

Top guest favourite
The historic windmill features a distinctive white weatherboard structure, surrounded by lush greenery. Two teak steamer chairs are positioned in the foreground, inviting relaxation in the garden. A clear blue sky with soft clouds enhances the serene rural setting.
Windmill
4.99 out of 5 average rating, 818 reviews

Old Smock Windmill in rural Kent

Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

Top guest favourite
A thatched cottage is seen set against a backdrop of vibrant greenery, beside a tranquil pond adorned with water lilies. The well-manicured lawn features neatly striped grass, enhancing the serene outdoor setting. Sunlight illuminates the scene under a clear blue sky.
Cottage
4.98 out of 5 average rating, 325 reviews

The Granary at Coes Vineyard, East Sussex

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.

Top guest favourite
A summer house is set amidst lush greenery, featuring large windows that invite natural light. A small patio area is visible, adorned with a table. The structure is surrounded by trees, creating a serene natural setting.
Place to stay
4.93 out of 5 average rating, 222 reviews

Summer House

Set in a picturesque village with miles of country walks, this detached Summer House is located just a few minutes walk from the village centre where you will find a local pub, tea room, village store and Italian delicatessen . From its position you will enjoy beautiful views of rolling countryside and access to walks on your doorstep, as well as several National Trust places like Sissinghurst and Scotney Castle close by.

Guest favourite
A charming cottage with a brick exterior is set in a serene rural landscape. Lush green grass surrounds the cottage, and colorful flower beds add a touch of vibrancy. Tall trees provide shade and a sense of privacy in the backdrop, creating a peaceful environment.
Cottage
4.96 out of 5 average rating, 272 reviews

Perfect Isolation. Quaint Sussex Farm Cottage

Refurbished Spring ‘22 The perfect rural bolthole. Think The Holiday but you will need to supply Jude Law & Cameron Diaz. Waggoners is a private & quaint, cottage set in idyllic isolation, on a working farm, with luxurious handpicked furnishings. Outside- you are spoilt with a patio that bathes in sunshine all day. Please also see my other listings for further availability

Popular amenities for East Sussex holiday rentals

All about East Sussex

Dominated by the chalky hills of the South Downs, the landscape of East Sussex is one of gentle beauty, dotted with many villages and estates that can trace their histories back to the Domesday Book. In the north of the county spills the High Weald, known for its wooded hills and ancient farmland, while the 250 square miles of the Downs (now a national park) are covered in grassland and flowering heath that offer rambling walks and extensive views, some all the way to the English Channel.

It’s at the coast that drama can be found in East Sussex, from the 160-metre-tall cliff of Beachy Head to the rocky outcrops of the Seven Sisters and the Atlantic waves and winds that beat upon the shore. Seaside towns like Brighton, Eastbourne, and Bexhill combine Georgian elegance with an artsy culture, while Norman abbeys and a little town called Hastings hark back to one of the most famous battles in English history in 1066.

What are the top things to do in East Sussex?

Rye

Once surrounded by water, Rye’s medieval history as a Cinque Port town, defending England from invaders, is still apparent in its 14th-century tower and the overhanging timbered houses that cluster its cobbled streets. Artists, authors, and poets have all left their literary mark here, and the golden beaches of Camber Sands are just a 10-minute drive away.

Ditchling Beacon

The highest point on the South Downs, once the site of an Iron Age fort, offers views for miles in every direction, including to the sea. It’s a popular (and strenuous) climb for cyclists, and there’s a stunning walk down the valley to Devil’s Dyke. Nearby Lewes is a historic town with a great foodie scene and charming independent shops.

Seaford Coastal Trail

Stretching 10 miles east from Saltdean, this clifftop path takes you past a host of fascinating landmarks, natural and manmade, from the Art Deco Saltdean Lido to the line that marks the Greenwich Meridian, and from the marina of Newhaven to the shingle beach at Seaford, ending on the attractive banks of the Cuckmere River.

Destinations to explore

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