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.

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

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Winchelsea
10 3 reviews
Winchelsea
19/08 – 23/08
£446/nighttotal: £1784 (4 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 5
cottage
This holiday cottage in Playden is situated on the rural outskirts of Rye, East Sussex, offering a 10-minute walk to the medieval town and a short drive to Camber Sands.
Sleeping up to six guests in three bedrooms, this family-friendly property features a spacious, enclosed garden, a log burner, a separate family room with a sofa bed, Wi-Fi, and private parking for three cars.
Pett Level Beach House - Winchelsea
8.3 6 reviews
Winchelsea
27/06 – 04/07
£284/nighttotal: £1988 (7 )

Pett Level Beach House

4 2
house , Pett
Pett Level Beach House is a four-bedroom property in Pett, East Sussex, located approximately 6.1km from Camber Castle and 19.3km from Great Dixter.
This self-catering holiday home sleeps 12 guests, boasts two bathrooms, a fully equipped kitchen including a dishwasher, and a private garden; towels and bed linen are provided.
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.
Wellington - Winchelsea
Winchelsea
27/06 – 04/07
£150/nighttotal: £1050 (7 )

Wellington

2 2
house , Rye
This Wellington house in Rye is situated 27 kilometres from Ashford Eurostar and 40 kilometres from Eurotunnel UK, offering convenient access to international travel links.
This family-friendly cottage provides 65 square meters of living space with two bedrooms, accommodating up to seven guests with a fully equipped kitchen, free WiFi, and a terrace.

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Best Winchelsea villas and holiday homes with parking

Rye House - Winchelsea
8.9 25 reviews
Winchelsea
19/08 – 23/08
£303/nighttotal: £1212 (4 )

Rye House

1 5
house , Rye
Rye House, situated in Rye, East Sussex, is approximately 45 kilometres from both Eastbourne and Folkestone, and 106 kilometres from London Gatwick Airport, offering easy access to the historic town centre and its attractions.
This 130-square-metre dwelling boasts three bedrooms, two bathrooms with walk-in showers, a fully equipped kitchen including a dishwasher, and accommodates up to 13 guests, providing ample space for families or groups; free Wi-Fi, a TV and DVD player are also available, with nearby opportunities for cycling and fishing.
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.
111 M² House ∙ 3 Bedrooms ∙ 6 Guests - Winchelsea
Winchelsea
19/08 – 23/08
£384/nighttotal: £1536 (4 )

111 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 5
house
Easter Cottage is a 3-bedroom property situated in Rye's historic Cinque Port, a short walk from cobbled streets, antique shops, and restaurants, with Camber Sands 10 minutes away by car.
This 111 square meter cottage accommodates up to 6 guests, featuring an open-plan farmhouse kitchen and an elegant lounge, and is ideal for exploring nearby Dungeness, Rye Golf Club, and Chapel Down vineyard.
Herons Wood At Greyfriars - Winchelsea
9.6 8 reviews
Winchelsea
27/06 – 04/07
£286/nighttotal: £2002 (7 )

Herons Wood At Greyfriars

2 2
house , Winchelsea
Herons Wood at Greyfriars, near Winchelsea, offers a 19th-century holiday home approximately 42 kilometres from the Eastbourne Miniature Steam Railway Adventure Park.
This two-bedroom, two-bathroom property boasts 70 square metres of floor space, sleeps seven guests, and includes a jacuzzi, garden, parking, and free Wi-Fi, plus a children's playground and barbecue facilities nearby.

Best Winchelsea villas and holiday homes with a garden

House ∙ 2 Bedrooms ∙ 4 Guests - Winchelsea
9.8 10 reviews
Winchelsea
27/06 – 04/07
£154/nighttotal: £1078 (7 )

House ∙ 2 Bedrooms ∙ 4 Guests

2 2
house
This detached house, Harbour Barn 29, is located on a private road a short walk from Winchelsea Beach, offering easy access to local amenities including a pub at 200 metres and a shop at 300 metres, with Rye Nature Reserve and the historic town of Rye 4 kilometres away. This property sleeps four guests and features a south-facing garden with a barbecue, a well-equipped kitchen with a dishwasher and microwave, and free Wi-Fi throughout.
Honey Cottage - Winchelsea
9.2 42 reviews
Winchelsea
27/06 – 04/07
£134/nighttotal: £938 (7 )

Honey Cottage

2 2
house , Rye
Honey Cottage, a recently renovated holiday home in Rye, East Sussex, is situated 42km from the Eurotunnel and 43km from Leeds Castle.
This 70 square metre property sleeps four guests in two bedrooms and one bathroom, offering a fully equipped kitchen, private terrace, garden, spa, and free Wi-Fi.
Rose Mullion Cottage - Winchelsea
8.6 55 reviews
Winchelsea
27/06 – 04/07
£156/nighttotal: £1092 (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.
Elms Farm Cottages - Luxford - Winchelsea
8.0 1 review
Winchelsea
19/08 – 23/08
£200/nighttotal: £800 (4 )

Elms Farm Cottages - Luxford

2 5
house , Winchelsea
Elms Farm Cottages - Luxford is located in Winchelsea, 34 kilometres from Ashford Eurostar International and 39 kilometres from Eastbourne attractions.
This 2-bedroom cottage sleeps 11 guests and offers free Wi-Fi, a kitchen with a microwave and fridge, a private patio, and free parking.
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