Holiday houses in Winchelsea Beach

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Top-rated holiday rentals in Winchelsea Beach

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Guest favourite

Condo in East Sussex

4.91 out of 5 average rating, 170 reviews

Rye High Street, delightful flat in centre of Rye

We are located on the High Street in the heart of medieval Rye, perfect for exploring this beautiful historic town. Our flat is on the 2nd floor, the stairs are winding so not recommended if you have mobility issues. Open plan kitchen & living area, separate bedroom with king size bed, shower room, Please Note * The shower cubicle is small but works well! 3 minutes walk from station, pubs, restaurants & car parks, we recommend the Cattle Market car park, Rope Walk TN31 7NA £2.50 for 24 hours.

12 – 19 Sept

$1,566 AUD total

Guest favourite

Guesthouse in East Sussex

4.97 out of 5 average rating, 115 reviews

Barons Granary, The Bull Pen, Iden nr Rye

Set on a working farm in Iden near Rye , The Bull Pen has been beautifully renovated and tastefully furnished, creating a relaxed and well- appointed accommodation for two guests. The Bull Pen offers an open-plan living space with well- equipped kitchen , dining space, comfortable sofa and flat screen TV. The French doors open onto a small private garden with a dining space.The bedroom has got a comfy king-size bed and an en-suite bathroom with a walk-in shower and a beautiful roll -top bath.

15 – 22 Oct

$1,365 AUD total

Guest favourite

Cottage in East Sussex

4.97 out of 5 average rating, 210 reviews

Pebbles - calm and relaxing by the sea

Pebbles is a private annexe at our home in Pett Level, a haven of quiet and calmness. We are only five minutes walk from an amazing beach. Surrounded by fabulous countryside and cliff top walks, 2 local pubs in the village of Pett, 5 minutes car ride or a lovely 1/2 hour walk away over the hills. There is a bright lounge with french doors overlooking the garden, wet room, double bedroom and fully fitted kitchen. The garden is secluded and peaceful . The beautiful town of Rye is 5 miles away.

26 Jan – 2 Feb

$1,596 AUD total

Guest favourite

Guesthouse in East Sussex

4.99 out of 5 average rating, 322 reviews

The Annex

A two bedroom self-contained cottage set in the East Sussex countryside, with views of the Fairlight Hall Estate and the English Channel. On a clear day you can see as far as Dungeness and the inter-lying beaches. Situated between the historic old fishing port of Hastings and the fortified hilltop town of Rye, on the A259. The Annex is next door to a family home within their established garden, to which guests have access. The nearest railway stations are Battle or Hastings.

23 – 30 Nov

$1,388 AUD total

Guest favourite

Barn in East Sussex

4.94 out of 5 average rating, 160 reviews

Tillingham View near Rye

A converted steam engine house, Tilingham View has far reaching views of open countryside, the Tillingham Valley and beyond to Rye. Benefitting from a woodburning stove and mezzanine bedroom with a window overlooking the wonderful view. A very pretty garden is shared with the owner. One well behaved dog welcome. There is a fully equipped kitchen with microwave, electric oven and hob. In the lounge is a Smart TV with full Sky package and BT Sport.

29 Oct – 5 Nov

$1,572 AUD total

Guest favourite

Condo in East Sussex

4.94 out of 5 average rating, 193 reviews

Grade II listed apartment in Mermaid Street, Rye

A grade II listed apartment in the centre of Rye. The property is situated at the bottom of famous cobbled Mermaid Street in the oldest part of Rye. It is a short walk to local pubs, restaurants and fish and chip shops with beaches within a 10 minute drive. The property features a quirky steep winded staircase and is set on 2 floors! These are also super steep so please be careful with children. A 10 minute walk from Rye station.

29 July – 3 Aug

$1,198 AUD total

Guest favourite

Cottage in East Sussex

4.84 out of 5 average rating, 209 reviews

The Stable Cottage on beautiful farm

The Stable Cottage is a delightful one bedroom cottage overlooking The Brede Valley to Winchelsea and the sea. Set on a working arable and sheep farm. Adjacent to the Woolroom Cottage and a term time only Nursery. Guests can enjoy lots of walks on the farm, plentiful bird life, including barn owls. The property is close to the historic town of Rye, Camber sands beach, Winchelsea beach, Battle Abbey and Bodiam Castle.

3 – 10 Mar

$1,226 AUD total

Guest favourite

Apartment in East Sussex

4.93 out of 5 average rating, 183 reviews

Hamiltons Nest

Romantic holiday apartment centrally located in the medieval town of Rye Stylishly decorated throughout to offer comfortable accommodation Within walking distance of Rye’s independent shops, cafes and restaurants Close to Camber Sands beach, Rye Harbour Nature Reserve, Tenterden and Hastings Visit the historic houses, gardens and vineyards the area has to offer Great for walkers with easy access to local footpaths

23 Feb – 2 Mar

$1,148 AUD total

Guest favourite

Holiday home in East Sussex

4.99 out of 5 average rating, 307 reviews

Sea View Holiday Flat + Pool & Spa in Countryside

Luxury studio flat with a spectacular view of the sea and countryside. New: Large private balcony to sunbathe and dine outside. Heated indoor swimming pool, steam room, gym, and outdoor hot tub. King size bed with en-suite, suitable for 2 people. Free high speed wifi throughout. Large smart TV with 200 satellite channels and free Netflix. Located in Hastings Country Park Nature Reserve, short walk to beach.

10 – 17 Jan

$887 AUD total

Guest favourite

Condo in East Sussex

4.95 out of 5 average rating, 239 reviews

Beautiful boutique studio flat in town centre

Enjoy a stylish experience at this centrally-located place. This newly finished studio flat with fully furnished kitchen and dining area is in the centre of Medieval Rye, making it the perfect base to explore the historic Sussex south coast. This is a new property for us, however we are established hosts with super host status. Please do message if you have any questions. We’d love to hear from you.

25 Apr – 2 May

$1,327 AUD total

Guest favourite

Bungalow in Winchelsea Beach

4.91 out of 5 average rating, 339 reviews

Kahytten Beach House on Winchelsea Beach

Kahytten [Danish for ships cabin but also used to describe a fisherman’s retreat] is a cosy and light filled beach house, two minute's walk from the beach in a lovely seaside village with good amenities. Ideal for couple or small family. Well equipped kitchen, central heating and cosy living space. This is a lovely space all year round with beautiful walks on beach and nature reserve.

29 Oct – 5 Nov

$2,072 AUD total

Guest favourite

Apartment in East Sussex

4.98 out of 5 average rating, 228 reviews

The Stables, Rye

A characterful and charming property in the Ancient Town and Cinque Port of Rye. Recently renovated 'The Stables' is believed to have originally formed a part of Rye's original town wall and benefits from a wealth of period charm. Located at the bottom of Mermaid street and opposite the bustling Strand, you will find antique shops scattered amongst restaurants a stones throw away!

5 – 12 July

$1,868 AUD total