Villas and Holiday homes in Winchelsea

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Winchelsea holiday homes
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12 Villa rentals in Winchelsea

Find the Best Holiday Homes with a Pool in Winchelsea

Having a pool at your holiday home in Winchelsea ensures a proper swim in the heart of the city is always a convenient option.

Summer Breeze Caravan On Winchelsea Sands Holiday Park - Winchelsea
8.6 5 reviews
Winchelsea
27/06 – 04/07
£130/nighttotal: £910 (7 )

Summer Breeze Caravan On Winchelsea Sands Holiday Park

2 2
house , Winchelsea
This caravan is situated within Winchelsea Sands Holiday Park in Winchelsea, 33 kilometres from Ashford International, offering a peaceful setting with proximity to outdoor activities like hiking and cycling.
The accommodation provides 2 bedrooms, 2 bathrooms, a kitchen with a fridge and microwave, a terrace with garden views, a swimming pool, on-site restaurant and bar, free WiFi, and free private parking, accommodating up to 11 guests.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Winchelsea
Winchelsea
27/06 – 04/07
£325/nighttotal: £2275 (7 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage
This historic ground floor apartment, part of a Grade II listed mansion dating from 1819, is situated on the edge of Winchelsea, 1 kilometre from Winchelsea beach, 3 kilometres from Rye, and 10 kilometres from Camber Sands, overlooking a 13th-century ruined Abbey.
Sleeping up to four guests, this cottage offers a private enclosed lawned garden with a wood-fired hot tub, a wood burner in the living room, luxurious bedrooms with premium bedding, and is within a 5-minute walk of Winchelsea's amenities including its farm shop, pub, and Charles Palmer's vineyard.

Best family friendly Winchelsea villas and holiday home

Among the 4 accommodations in Winchelsea, here are the 4 best family friendly villas and holiday homes

93 M² House ∙ 2 Bedrooms ∙ 5 Guests - Winchelsea
10 1 review
Winchelsea
19/08 – 23/08
£265/nighttotal: £1060 (4 )

93 M² House ∙ 2 Bedrooms ∙ 5 Guests

2 5
house
This end-of-terrace fisherman's cottage is situated in Rye, an ancient Cinque Port town, just 100 meters from Mermaid Street.
This property offers 93 square meters of living space for up to 5 guests, featuring 2 bedrooms, a modern kitchen with a Nespresso machine, a bathroom with both bath and shower, and entertainment options including Disney+, Now, Paramount, and Netflix via Fire Stick.
Heron's Wood At Greyfriars - Uk33357 - Winchelsea
Winchelsea
27/06 – 04/07
£325/nighttotal: £2275 (7 )

Heron's Wood At Greyfriars - Uk33357

2 2
cottage , Winchelsea
This historic Grade II listed stone mansion, dating from 1819, is located on the edge of picturesque Winchelsea, offering proximity to its farm shop and pub, with Winchelsea beach 1.6 kilometers away, Rye 3.2 kilometers, and Camber Sands 9.7 kilometers.
This ground floor wing apartment accommodates four guests across two bedrooms and two bathrooms, featuring original architectural details, a private wood-fired hot tub, and convenient access to nearby attractions including Charles Palmer's vineyard and dog-friendly beaches.
Rose Mullion Cottage - Winchelsea
8.6 55 reviews
Winchelsea
27/06 – 04/07
£164/nighttotal: £1148 (7 )

Rose Mullion Cottage

3 2
house , Pett
Rose Mullion Cottage is located in Pett, a charming village, just 39 kilometres from Eastbourne Miniature Steam Railway Adventure Park and Eastbourne Pier. This property has received excellent ratings for location, cleanliness and user experience.
The cottage offers three bedrooms and a comfortable living space, perfect for families or groups of friends. The modern kitchen is fully equipped with a dishwasher and oven, and there's a private terrace, a garden, a spa, and free Wi-Fi for your enjoyment.
Rye House - Winchelsea
9.9 50 reviews
Winchelsea
19/08 – 23/08
£279/nighttotal: £1116 (4 )

Rye House

3 5
cottage , Rye
Rye House is located in the charming historic town of Rye, just 43km from Leeds Castle and 45km from both Eastbourne Miniature Steam Railway Adventure Park and Eastbourne Pier. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The house offers 3 bedrooms and 2 bathrooms across 130 square metres of space. Guests can enjoy a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as free Wi-Fi, parking, and a TV with a DVD player.

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Best Winchelsea villas and holiday homes with parking

2500 M² House ∙ 2 Bedrooms ∙ 6 Guests - Winchelsea
Winchelsea
27/06 – 04/07
£210/nighttotal: £1470 (7 )

2500 M² House ∙ 2 Bedrooms ∙ 6 Guests

2 2
house , Rye Foreign
This 2-bedroom cottage is situated a 5-minute drive from Rye and its amenities, offering a picturesque base for exploring Winchelsea, Hastings, and Battle.
The property spans 232 square meters and accommodates up to 6 guests with a living room, separate dining area, and a patio with seating, featuring a kitchen with a fridge, freezer, and microwave oven.
Wellington In The Heart Of Rye, Sleeps 4 Only A Minutes Walk From Mermaid Street - Winchelsea
Winchelsea
27/06 – 04/07
£194/nighttotal: £1358 (7 )

Wellington In The Heart Of Rye, Sleeps 4 Only A Minutes Walk From Mermaid Street

2 2
cottage , Rye
This two-bedroom holiday home is situated directly on historic Mermaid Street in Rye, placing it within metres of the town's shops, pubs, galleries, and ancient sites.
Offering accommodation for four guests across 68 square meters, this property features a modern kitchen, a separate snug, a contemporary shower room, and a private courtyard, with proximity to rural walks and the beach for birdwatching.
Loke Cottage - Winchelsea Nr Rye - Winchelsea
8.8 9 reviews
Winchelsea
19/08 – 23/08
£240/nighttotal: £960 (4 )

Loke Cottage - Winchelsea Nr Rye

2 5
house , Winchelsea
Loke Cottage, a two-bedroom house in Winchelsea, East Sussex, offers a peaceful location near Rye, approximately 42-50km from Eastbourne, the Channel Tunnel, and Leeds Castle.
This self-catering property, sleeping up to nine guests, boasts a 6 square metre floor area, a fully equipped kitchen with dishwasher, a garden, parking, free Wi-Fi, and a flat-screen TV and fireplace.
4 Landgate Cottage Sleeps 4 In Winchelsea Near Rye, East Sussex - Winchelsea
9.6 5 reviews
Winchelsea
27/06 – 04/07
£155/nighttotal: £1085 (7 )

4 Landgate Cottage Sleeps 4 In Winchelsea Near Rye, East Sussex

2 2
cottage , Winchelsea
This smoke-free cottage is situated just a short walk from Winchelsea's Church of St Thomas a Becket and St. Thomas the Martyr, with High Weald and Camber Castle within a 3km radius. The cottage is located in a peaceful rural setting, perfect for those seeking a tranquil getaway. It has received excellent user ratings, making it a popular choice for travellers.
The cottage spans 70 square metres and comfortably accommodates up to four guests in its two bedrooms and two bathrooms. Guests can enjoy a range of amenities, including a fully equipped kitchen, a spacious garden, a terrace, and a spa, making it ideal for a relaxing and enjoyable stay.

Best Winchelsea villas and holiday homes with a garden

2 Bed In Winchelsea Oc-rh1143 - Winchelsea
10 3 reviews
Winchelsea
27/06 – 04/07
£154/nighttotal: £1078 (7 )

2 Bed In Winchelsea Oc-rh1143

2 2
house , Winchelsea
Forget Me Not, a two-bedroom house in Winchelsea, offers a peaceful residential stay approximately 45-50km from Eastbourne, the Eurotunnel UK terminal, and Leeds Castle.
This self-catering property sleeps seven, features a kitchen with a fridge, microwave, and dishwasher, a garden, parking, Wi-Fi, and a TV, and is conveniently located near the Eastbourne Miniature Steam Railway Adventure Park (45km away).
4 Landgate Cottages - Winchelsea
9.5 39 reviews
Winchelsea
27/06 – 04/07
£147/nighttotal: £1029 (7 )

4 Landgate Cottages

2 2
house , Winchelsea
4 Landgate Cottages, Winchelsea, offers a self-catering property 42km from the Eastbourne Miniature Steam Railway Adventure Park and 43km from Eastbourne Pier, conveniently located near Winchelsea's historic town centre.
This two-bedroom house, boasting 70 square metres of floor space, includes a fully equipped kitchen with dishwasher, private garden, free parking, and Wi-Fi; sleeping up to four guests comfortably.
Winchelsea Beach Bungalow - Winchelsea
Winchelsea
27/06 – 04/07
£108/nighttotal: £756 (7 )

Winchelsea Beach Bungalow

1 2
house , Winchelsea
This Winchelsea Beach bungalow provides a peaceful seaside escape, conveniently located 32 kilometres from Ashford Eurostar International and 40 kilometres from Eastbourne's attractions, including the Miniature Steam Railway Adventure Park and Eastbourne Pier.
This detached house offers 90 square meters of living space with accommodation for up to 7 guests, featuring a fully equipped kitchen with a dishwasher, oven, and microwave, alongside a garden and private parking.
Heron's Wood At Greyfriars - Uk33357 - Winchelsea
Winchelsea
27/06 – 04/07
£325/nighttotal: £2275 (7 )

Heron's Wood At Greyfriars - Uk33357

1 2
house , Winchelsea
This detached house in Winchelsea offers convenient access to transport links, being 31 kilometres from Ashford Eurostar International and 43 kilometres from Eurotunnel UK.
This property accommodates up to seven guests with two bathrooms, a garden, a hot tub, a fully equipped kitchen including a dishwasher, and a living space with a fireplace, all complemented by free private parking and WiFi.
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