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The best holiday homes in Winchelsea

Check out our pick of great holiday homes in Winchelsea

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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Set in Winchelsea and only 38 km from Ashford Eurostar International, Parsonage Barn Annex offers accommodation with garden views, free WiFi and free private parking. This holiday home has a garden. The property is non-smoking and is located 40 km from Eastbourne Miniature Steam Railway Adventure Park.

I would really recommend this place. It is amazing. Truly beautiful accommodation and countryside.

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9.1
Superb
8 reviews
Price from
£130
per night

Located in Winchelsea in the East Sussex region, Ebb n Flow - 2 Bed - Nature Reserve & Beach Views provides accommodation with free WiFi and free private parking. This holiday home offers a garden. The property is non-smoking and is set 47 km from Eurotunnel UK.

Almost everything. It was well appointed and comfortable, with delightful objet d’art, photographs etc.

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9.6
Exceptional
5 reviews
Price from
£182
per night

Featuring garden views, April cottage offers accommodation with a garden and a terrace, around 43 km from Eastbourne Pier. This holiday home provides accommodation with a patio. Free WiFi is available throughout the property and Eastbourne Miniature Steam Railway Adventure Park is 43 km away.

Everything is just gorgeous at this house. It's very spacious and extremely well set up! The decor is really beautiful and everything about the house is perfect. The beds are super comfortable and we really liked the conservatory. Enjoying the Sun and watching the wind was really nice. The back garden was just beautiful! You could sit in the Conservatory and look out at the garden. Richard was the most communicative and helpful host that I've ever worked with in my many years of using Booking.com and other holiday home rental places. Not only did he provide his very specific information about the house he provided information about the area and also the history. This really added to our trip!

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9.3
Superb
14 reviews
Price from
£184.44
per night

The holiday home features 2 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV with satellite channels, a dining area, a fully equipped kitchen, and a patio with garden views. A private entrance leads guests into the holiday home, where they can enjoy some wine or champagne and chocolates or cookies. There is also a seating area and a fireplace.

Magnificent setting well renovated to a high standard . Hot tub was well used .

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9.2
Superb
6 reviews
Price from
£470.05
per night

The holiday home has 2 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with sea views. A private entrance leads guests into the holiday home, where they can enjoy some wine or champagne and chocolates or cookies. There is also a seating area and a fireplace.

Caroline was extremely welcoming and helpful, even before we arrived The apartment was placed in a beautiful setting, very spacious and lovely decor. There was a large, garden and wood fired hot tub. Location was great for visiting Rye and Hastings and Winchelsea beach was only a few minutes drive. Would highly recommend and look forward to staying again.

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9.7
Exceptional
6 reviews
Price from
£470.05
per night

The holiday home has 2 bedrooms, a TV, a fully equipped kitchen with an oven and a microwave, a washing machine, and 3 bathrooms with a walk-in shower. Featuring free private parking, this 4-star holiday home also features free WiFi.

Breakfast N/A location was really good, the lodge was very nice & clean, very homely feel.

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9.2
Superb
5 reviews
Price from
£205.85
per night

Featuring a Nintendo Wii, the spacious holiday home has a fully equipped kitchen with a dishwasher, an oven and a microwave, a living room with a seating area and a dining area, 4 bedrooms, and 2 bathrooms with a bath and a shower. Towels and bed linen are featured in the holiday home. The property has an outdoor dining area.

The property was fully equipped with everything and more that you could possibly need. It was a perfect location, quiet and peaceful with easy access to where we wanted to travel too. A home from home.

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9.2
Superb
12 reviews
Price from
£254.20
per night

This holiday home has 2 bedrooms, a kitchen with a dishwasher and an oven, a flat-screen TV, a seating area and 1 bathroom fitted with a bath. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation features a private entrance.

Lovely cottage, excellent base for exploring the area.

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8.8
Fabulous
6 reviews
Price from
£351
per night

This holiday home has 2 bedrooms, a kitchen with a dishwasher and an oven, a flat-screen TV, a seating area and 2 bathrooms fitted with a bath. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation features a private entrance.

Peaceful location, coffee shop right next door, a great restaurant down the block, super close to the sea and a short drive to Rye. Fantastic accommodations.

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8.8
Fabulous
23 reviews
Price from
£413
per night

Set 43 km from Eastbourne Pier, 45 km from Eurotunnel UK and 48 km from Leeds Castle, Winchelsea Cottage offers accommodation situated in Winchelsea. The 3-star holiday home is 42 km from Eastbourne Miniature Steam Railway Adventure Park. Free WiFi is available throughout the property and Ashford Eurostar International is 35 km away.

Lovely, cosy and bright. Local pub served fantastic food. Great walks from around Winchelsea and the facilities were ideal for four adults.

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8.6
Fabulous
7 reviews
Price from
£257.50
per night

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
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Most booked holiday homes in Winchelsea this month

Enjoy breakfast in Winchelsea!

  • Ebb n Flow - 2 Bed - Nature Reserve & Beach Views
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    Located in Winchelsea in the East Sussex region, Ebb n Flow - 2 Bed - Nature Reserve & Beach Views provides accommodation with free WiFi and free private parking. This holiday home offers a garden.

    The cottage was extremely well eqipped in a lovely location with beautiful views.

  • April cottage
    Breakfast options
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 14 reviews

    Featuring garden views, April cottage offers accommodation with a garden and a terrace, around 43 km from Eastbourne Pier. This holiday home provides accommodation with a patio.

    Lovely house, beautiful village. Calm, unique, comfortable. Perfect!

  • Herons Wood at Greyfriars
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 6 reviews

    Boasting a hot tub, Herons Wood at Greyfriars is set in Winchelsea. Situated 43 km from Eastbourne Miniature Steam Railway Adventure Park, the property features a garden and free private parking.

    Magnificent setting well renovated to a high standard . Hot tub was well used .

  • Eagles Nest at Greyfriars
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 6 reviews

    Boasting a hot tub, Eagles Nest at Greyfriars is located in Winchelsea. This property offers access to a balcony, free private parking and free WiFi.

    The host is wonderful, the location and facilities are as well.

  • Sparrows Den Lodge
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 5 reviews

    Sparrows Den Lodge is set in Winchelsea, 44 km from Eastbourne Pier, 47 km from Eurotunnel UK, as well as 50 km from Leeds Castle.

  • Stoats Old River Way
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 12 reviews

    Boasting garden views, Stoats Old River Way offers accommodation with a garden and a patio, around 44 km from Eastbourne Miniature Steam Railway Adventure Park.

  • 4 Landgate Cottages
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 6 reviews

    Set in Winchelsea and only 43 km from Eastbourne Miniature Steam Railway Adventure Park, 4 Landgate Cottages offers accommodation with garden views, free WiFi and free private parking.

    Amazing comfort, incredible views, great location.

  • Matchbox
    Breakfast options
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 23 reviews

    Situated in Winchelsea in the East Sussex region, Matchbox has a terrace. It is located 43 km from Eastbourne Pier and features private check-in and check-out.

    Fabulous, well-equipped house set in a beautiful village.

Save money on holiday homes in Winchelsea – budget options available!

  • Winchelsea Cottage
    Budget options available
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 7 reviews

    Set 43 km from Eastbourne Pier, 45 km from Eurotunnel UK and 48 km from Leeds Castle, Winchelsea Cottage offers accommodation situated in Winchelsea.

    Lovely, cosy and bright. Local pub served fantastic food. Great walks from around Winchelsea and the facilities were ideal for four adults.

  • 24 Winchelsea Sands Holiday Park

    Situated 44 km from Eastbourne Miniature Steam Railway Adventure Park, 24 Winchelsea Sands Holiday Park features a seasonal outdoor pool, free WiFi, and free private parking for guests who drive.

  • Loke Cottage - Winchelsea Nr Rye
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 4 reviews

    Loke Cottage - Winchelsea Nr Rye, a property with a garden, is located in Winchelsea, 43 km from Eastbourne Pier, 45 km from Eurotunnel UK, as well as 48 km from Leeds Castle.

  • Newhope
    Budget options available
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 2 reviews

    Newhope, a property with a garden, is set in Winchelsea, 44 km from Eastbourne Pier, 47 km from Eurotunnel UK, as well as 50 km from Leeds Castle.

  • Henry-oscar House
    Budget options available
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2 reviews

    Henry-oscar House, a property with a garden, is located in Winchelsea, 43 km from Eastbourne Pier, 46 km from Eurotunnel UK, as well as 49 km from Leeds Castle.

FAQ about holiday homes in Winchelsea




Holiday homes that guests love in Winchelsea

  • Avg. price/night: £121
    7.9
    Scored 7.9
    Good
    Rated good
     · 1,138 reviews
    The room was very clean and the flowers all around and fishpond were a nice touch. The staff were incredibly friendly and couldn’t do more to help you.
    Daniel
    Family with young children
  • Avg. price/night: £130
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 8 reviews
    Set in a beautiful location, annex looks idyllic Bathroom and bedroom very clean Met the owner who was very nice.
    Kathleen
    Solo traveller
  • Avg. price/night: £121
    7.9
    Scored 7.9
    Good
    Rated good
     · 1,138 reviews
    The room was very clean and welcoming - lovely and warm upon arrival. There was some noise in the courtyard but otherwise I had a very comfortable sleep. Tea and coffee station in the bedroom, and nice clean wet room bathroom. Breakfast was served with a smile and in a lovely bar area. Nice views of the country and a relaxed atmosphere.
    Vickmath911
    Solo traveller
  • Avg. price/night: £121
    7.9
    Scored 7.9
    Good
    Rated good
     · 1,138 reviews
    The room was very clean great price lovely breakfast
    Joanne
    Family with young children
  • Avg. price/night: £121
    7.9
    Scored 7.9
    Good
    Rated good
     · 1,138 reviews
    Quiet and very clean.
    A
    Anonymous
    Solo traveller
  • Avg. price/night: £105
    7.8
    Scored 7.8
    Good
    Rated good
     · 13 reviews
    Great location, very clean and comfortable and everything you needed.
    Juliet
    Family with young children
  • 7.9
    Scored 7.9
    Good
    Rated good
     · 26 reviews
    Excellent location, very close to the beach, Co-op shop and pub yet still quiet. Spacious cabin, very clean. Great communication from owners with simple directions.
    Amy
    Young couple
  • 8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 23 reviews
    The location was nice .......very clean and tidy.......easy to park.....close to a good pub.......very tastefully decorated
    chris
    Group
  • 9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews
    The caravan was very clean, everything you need, my only downside was there was no washing machine. There is washing facilities on site but internet based, so a pain in the butt!! The host very kindly left fresh bread, wine in fridge and a fresh posy of flowers (very welcoming), pasta and a sauce, and there was tea coffee sugar supplied, and toiletries if we needed them. The host was very helpful, thank you.
    J
    Janet
    Solo traveller
  • 8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 23 reviews
    Lovely location, quaint cottage with superb amenities. Hosts went above what we’ve had provided at other holiday homes. The New Inn is the only place to eat and nice local store for essentials. Nice area to explore.
    Lesley
    Solo traveller
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