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The best cottages in Winchelsea

Check out our selection of great cottages in Winchelsea

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Review Score

Wonderful: 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
Wonderful
7 reviews
Price from
$165
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.

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

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9.3
Wonderful
13 reviews
Price from
$229
per night

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. Featuring free WiFi throughout the property, the non-smoking holiday home has a hot tub.

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

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9.2
Wonderful
5 reviews
Price from
$598
per night

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 property is non-smoking and is situated 43 km from Eastbourne Miniature Steam Railway Adventure Park.

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

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9.7
Exceptional
6 reviews
Price from
$598
per night

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. The property is non-smoking and is situated 44 km from Eastbourne Miniature Steam Railway Adventure Park.

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

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9.2
Wonderful
5 reviews
Price from
$262
per night

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. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is set 45 km from Eastbourne Pier.

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
Wonderful
12 reviews
Price from
$323
per night

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. It is located 45 km from Eurotunnel UK and features private check-in and check-out. The property is non-smoking and is situated 43 km from Eastbourne Pier.

Lovely cottage, excellent base for exploring the area.

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8.8
Excellent
6 reviews
Price from
$394
per night

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. Free WiFi is available throughout the property and Eastbourne Miniature Steam Railway Adventure Park is 43 km away.

Love this house. Beautifully renovated, beautiful furniture. Beds were extremely comfortable. Great shower. Loved cooking our own food. Love the town. Highly recommend.

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8.8
Excellent
23 reviews
Price from
$446
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
Excellent
7 reviews
Price from
$296
per night

The country house has 1 bedroom, a TV, a fully equipped kitchen with an oven and a microwave, and 1 bathroom with a shower. Towels and bed linen are available in the country house. For added privacy, the accommodation features a private entrance.

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8
Very Good
1 reviews
Price from
$120
per night

Looking for a cottage?

Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.
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Most booked cottages in Winchelsea this month

Enjoy breakfast in Winchelsea!

  • Parsonage Barn Annex
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 7 reviews

    Parsonage Barn Annex is located in Winchelsea, just 24 miles from Ashford Eurostar International and 25 miles from Eastbourne Miniature Steam Railway Adventure Park.

    Beautiful little place , everything you need there and more

  • April cottage
    Breakfast options
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 13 reviews

    Offering a garden, April cottage features accommodations in Winchelsea. With garden views, this accommodation provides a terrace.

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

  • Herons Wood at Greyfriars
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 5 reviews

    26 miles from Eastbourne Miniature Steam Railway Adventure Park in Winchelsea, Herons Wood at Greyfriars features accommodations with access to a hot tub.

    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

    26 miles from Eastbourne Miniature Steam Railway Adventure Park in Winchelsea, Eagles Nest at Greyfriars features accommodations with access to a hot tub.

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

  • Sparrows Den Lodge
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 5 reviews

    Sparrows Den Lodge offers accommodations in Winchelsea, 31 miles from Leeds Castle.

  • Stoats Old River Way
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 12 reviews

    Stoats Old River Way is located in Winchelsea, just 27 miles from Eastbourne Miniature Steam Railway Adventure Park and 28 miles from Eastbourne Pier.

  • 4 Landgate Cottages
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 6 reviews

    Offering a garden, 4 Landgate Cottages provides accommodations in Winchelsea. This vacation home features free private parking and private check-in and check-out.

    Amazing comfort, incredible views, great location.

  • Matchbox
    Breakfast options
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 23 reviews

    Matchbox is located in Winchelsea, just 26 miles from Eastbourne Miniature Steam Railway Adventure Park and 27 miles from Eastbourne Pier.

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

These cottages in Winchelsea have options with FREE cancellation

  • Winchelsea Cottage
    Free cancellation options available
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 7 reviews

    Winchelsea Cottage offers accommodations in Winchelsea, 27 miles from Eastbourne Pier and 28 miles from Eurotunnel UK.

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

  • The Gazebo in Winchelsea
    Free cancellation options available
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 1 review

    The Gazebo in Winchelsea offers accommodations in Winchelsea, 21 miles from Ashford Eurostar International and 27 miles from Eastbourne Miniature Steam Railway Adventure Park.

  • 24 Winchelsea Sands Holiday Park
    Free cancellation options available

    24 Winchelsea Sands Holiday Park offers accommodations in Winchelsea, 27 miles from Eastbourne Miniature Steam Railway Adventure Park and 28 miles from Eastbourne Pier.

  • Loke Cottage - Winchelsea Nr Rye
    Free cancellation options available
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2 reviews

    Loke Cottage - Winchelsea Nr Rye is located in Winchelsea, just 26 miles from Eastbourne Miniature Steam Railway Adventure Park and 27 miles from Eastbourne Pier.

  • Ebb n Flow - 2 Bed - Nature Reserve & Beach Views
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 4 reviews

    Ebb n Flow - 2 Bed - Nature Reserve & Beach Views offers accommodations in Winchelsea, 29 miles from Eurotunnel UK. Both Wifi and private parking are available at the vacation home free of charge.

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

    Newhope offers accommodations in Winchelsea, 27 miles from Eastbourne Miniature Steam Railway Adventure Park and 27 miles from Eastbourne Pier.

  • Henry-oscar House
    Free cancellation options available
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2 reviews

    Henry-oscar House offers accommodations in Winchelsea, 30 miles from Leeds Castle.

FAQ about cottages in Winchelsea





Cottages That Guests Love in Winchelsea

  • Avg. price/night: $153.85
    7.9
    Scored 7.9
    Good
    Rated good
     · 1,143 reviews
    Everything great never been disappointed staying at the lodge excellent breakfast nice and cozy rooms definitely would recommend
    sharon
    Young couple
  • 9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 12 reviews
    The house itself is wonderful, and super cosy - really great idyllic location. Kelly & Alex were very kind and welcoming. Fantastic breakfast!
    Alissa
    Young couple
  • 9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 13 reviews
    The cottage is idyllic. It's actually very spacious and easily accommodated our family. The garden was the perfect place for an early morning coffee. Absolute bliss... no noise except for bird song and bees. The kitchen is wonderfully stocked - plenty quality pots, pans, etc. Everything is spotlessly clean. Winchelsea itself is an ideal base for some walking/running/swimming - the circular walk to Rye was an ideal way to sped Saturday morning. To top it all, the hosts left Easter eggs for us - what a kind gesture. THANK YOU.
    Eileen
    Family with young children
  • 9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 12 reviews
    The house has a lot of charm, the rooms are cosy, beautiful and well equipped. It is a very romantic property with great staff. All rooms are insulated so you are ensured privacy. Brekfast provides lots of options. There is a big living room with a fireplace to enjoy in the evenings.
    Marta
    Solo traveler
  • 9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 13 reviews
    Cosy cottage in a quiet location. Easy walk to The New Inn where we ate on all 3 nights.
    Robert
    Young couple
  • Avg. price/night: $153.85
    7.9
    Scored 7.9
    Good
    Rated good
     · 1,143 reviews
    A charming lodge, lots of character. Very friendly, helpful staff. Meals very good. Very impressed with our choice of stay.
    Timothy
    Young couple
  • Avg. price/night: $153.85
    7.9
    Scored 7.9
    Good
    Rated good
     · 1,143 reviews
    Very clean & cosy room which smelt really lovely, had a good night's sleep in the comfortable bed. Very friendly staff. Great location set in stunning countryside & ideal base for exploring Rye, Camber, Battle & Hastings. First class breakfast, quality local produce & lots of options available including pastries, fresh fruit, smoked salmon & mackerel along with the cooked English breakfast.
    Joanne
    Young couple
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 5 reviews
    The accommodation is gorgeous and has been carefully restored with a mix of traditional decor with modern comforts. Loved the location and wood burner hot tub. Caroline was a wonderful host and couldn’t be more helpful.
    Ruth
    Young couple
  • Avg. price/night: $171.65
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 144 reviews
    located in glorious, peaceful countryside yet only a short distance from Historic Rye,full of character and quirky. Comfortable and cosy an enormous comfy bed. 10 minute walk from local pub serving excellent food. if that wasn’t enough the breakfast was delicious and plentiful, nothing was too much trouble for Kate the owner, who will have a good chat and able to give great information about surrounding area. This was a return visit and it certainly will not be our last.
    Pauline
    Young couple
  • 8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 7 reviews
    Great location, close to wildlife reserves. Cottage clean, cosy and well equipped. Newly decorated and an efficient shower. Comfortable beds.
    Michael
    Solo traveler
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