Skip to main content

The best holiday homes in Winchelsea

Check out our pick of great holiday homes in Winchelsea

Filter by:

Review score

See the latest prices and deals by choosing your dates.
Coghurst Hall Holiday Home Sleeps 6, 2 bedrooms, hotel in Winchelsea

Situated in Hastings, Coghurst Hall Holiday Home Sleeps 6, 2 bedrooms is a recently renovated accommodation, 33 km from Eastbourne Miniature Steam Railway Adventure Park and 34 km from Eastbourne...

Peaceful quiet a real “home from home!” Zoe our fur baby loved sweeping up the leaves ~ a great fun game!! 10/10 😀
Scored 9.3
9.3
Rated superb
Superb
76 reviews
Price from
£135
1 night, 2 adults
The Sea Breeze - 8 Berth Premium Caravan in Camber Sands, hotel in Winchelsea

Featuring accommodation with a heated pool, The Sea Breeze - 8 Berth Premium Caravan in Camber Sands is situated in Camber.

Super easy and little touches made a big difference like tea bags and nice towels.
Scored 9.3
9.3
Rated superb
Superb
68 reviews
Price from
£165
1 night, 2 adults
Summer Breeze - Family Holiday home in Camber Sands, hotel in Winchelsea

Boasting private pool, Summer Breeze - Family Holiday home in Camber Sands is situated on the beachfront in Camber.

Caravan was comfy etc but could do with some updating. That being said, we only really used it for a base for the weekend and it was perfect for that. Enough kitchen equipment for your needs. Communication with Jay was fantastic and very accommodating.
Scored 7.7
7.7
Rated good
Good
20 reviews
Price from
£158.58
1 night, 2 adults
Secret & Secluded Sedlescombe, hotel in Winchelsea

Boasting garden views, Secret & Secluded Sedlescombe offers accommodation with a garden and a patio, around 32 km from Eastbourne Miniature Steam Railway Adventure Park.

Such a lovely place, so comfy and calm. Owner was accommodating and friendly. Not a single issue, will definately be returning.
Scored 9.2
9.2
Rated superb
Superb
176 reviews
Price from
£92
1 night, 2 adults
Greatwood Shepherds Hut, hotel in Winchelsea

Set 30 km from Eastbourne Miniature Steam Railway Adventure Park, 30 km from Eastbourne Pier and 45 km from Leeds Castle, Greatwood Shepherds Hut offers accommodation located in Battle.

Absolutely everything
Scored 9.8
9.8
Rated exceptional
Exceptional
67 reviews
Price from
£115
1 night, 2 adults
Little Pyes barn, hotel in Winchelsea

Set in Battle in the East Sussex region, Little Pyes barn has a patio. This property offers access to a balcony, free private parking and free WiFi.

Beautiful location, very quiet and relaxing.
Scored 9.3
9.3
Rated superb
Superb
13 reviews
Price from
£134
1 night, 2 adults
The Barn - Quiet Location, hotel in Winchelsea

Featuring lake views, The Barn - Quiet Location offers accommodation with a garden and a patio, around 14 km from Ashford Eurostar International.

Beautiful garden
Scored 9.5
9.5
Rated exceptional
Exceptional
26 reviews
Price from
£105.50
1 night, 2 adults
Amber Lights Coastal Getaway, Greatstone, hotel in Winchelsea

Located 26 km from Ashford Eurostar International, 26 km from Eurotunnel UK and 27 km from Folkestone Harbour, Amber Lights Coastal Getaway, Greatstone offers accommodation situated in Greatstone.

The quality of the house was exceptional - clearly newly renovated and to a high spec, The beds were comfortable, and there was all mod cons required. Having two bathrooms was fantastic, and the retro arcade games table was the icing on the cake! The fish pond was wonderful to look at. In terms of location, it's well located to travel back to Dungeness and the surrounding area.
Scored 9.7
9.7
Rated exceptional
Exceptional
13 reviews
Price from
£282
1 night, 2 adults
Coastal Courtyard with Hot Tub, Greatstone, hotel in Winchelsea

Situated in Greatstone in the Kent region, with Greatstone Beach nearby, Coastal Courtyard with Hot Tub, Greatstone features accommodation with free WiFi and free private parking.

Coastal Courtyard would be hard to beat. You have everything you need in a beautifully appointed set-up. It definitely has a feeling of Mediterranean villa…the beach is 5 mins walk. Wonderful. ❤️
Scored 10
10
Rated exceptional
Exceptional
5 reviews
Price from
£292
1 night, 2 adults
The Writers Retreat- Hastings, hotel in Winchelsea

Offering a garden and river view, The Writers Retreat- Hastings is located in Hastings, 2.8 km from St. Leonards On Sea Beach and 30 km from Eastbourne Miniature Steam Railway Adventure Park.

The cottage feels disguised in a quiet corner of the park. Quirky details in the décor lend a curated feel and an eclectic and diverting selection of books & records means you may want to stay in!
Scored 8.6
8.6
Rated fabulous
Fabulous
37 reviews
Price from
£334.80
1 night, 2 adults
All holiday homes in Winchelsea
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.

Most booked holiday homes in Winchelsea this month

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

  • Winchelsea Cottage
    Budget options available
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 10 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.

  • Henry-Oscar House
    Budget options available
    Scored 9.0
    9.0
    Rated superb
    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.

  • Truncheons
    Budget options available

    Offering a garden and garden view, Truncheons is located in Icklesham, 43 km from Eastbourne Miniature Steam Railway Adventure Park and 44 km from Eastbourne Pier.

  • Forget Me Not
    Budget options available
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Featuring garden views, Forget Me Not features accommodation with a garden and a patio, around 44 km from Eastbourne Miniature Steam Railway Adventure Park.

  • Ballyhandy
    Budget options available

    Situated in Winchelsea in the East Sussex region, Ballyhandy features accommodation with free WiFi and free private parking.

  • Newhope
    Budget options available
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    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.

  • Buttercup
    Budget options available
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 27 reviews

    Located in Rye, Buttercup is a recently renovated accommodation, 43 km from Eurotunnel UK and 44 km from Eastbourne Miniature Steam Railway Adventure Park.

    Sehr gute Informationen über An- und Abreise, sowie zum Aufenthalt.

  • Daisy
    Budget options available
    Scored 7.7
    7.7
    Rated good
    Good
     · 26 reviews

    A recently renovated holiday home located in Rye, Daisy features a garden. This property offers access to a terrace, free private parking and free WiFi.

    lovely location nicely furnished good communication with owner or manager

Enjoy breakfast in Winchelsea!

  • 4 bed in Rye BT104
    Breakfast options

    Located in Rye and only 43 km from Eurotunnel UK, 4 bed in Rye BT104 provides accommodation with garden views, free WiFi and free private parking.

  • 6 Bed in Rye 93953
    Breakfast options

    Situated in Rye and only 31 km from Ashford Eurostar International, 6 Bed in Rye 93953 features accommodation with garden views, free WiFi and free private parking.

  • Bee Cottage - Stylish Holiday Cottage In Rye
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 4 reviews

    Bee Cottage - Stylish Holiday Cottage In Rye is situated in Rye, 42 km from Eurotunnel UK, 44 km from Eastbourne Miniature Steam Railway Adventure Park, as well as 45 km from Leeds Castle.

    Beautiful and had everything we needed as a family. Close to town

  • Kiln Cottage
    Breakfast options
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 4 reviews

    Kiln Cottage, a property with a garden, is located in Rye, 44 km from Eastbourne Miniature Steam Railway Adventure Park, 45 km from Leeds Castle, as well as 45 km from Eastbourne Pier.

  • Neap Tide
    Breakfast options
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 52 reviews

    Boasting garden views, Neap Tide offers accommodation with a garden and a terrace, around 44 km from Leeds Castle.

    Spacious, clean, tidy and well furnished / equipped

  • Tilling View with private parking
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 87 reviews

    Situated in Rye in the East Sussex region, Tilling View with private parking has a patio and river views. Set 1.5 km from Camber Castle, the property offers a garden and free private parking.

    Great central location good for rail and bus access

  • Riverside Cottage - Rye
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 1 review

    Set in Rye in the East Sussex region, Riverside Cottage - Rye features a patio.

  • The Heart of Rye
    Breakfast options
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 28 reviews

    The Heart of Rye is situated in Rye, 41 km from Eurotunnel UK, 44 km from Leeds Castle, as well as 45 km from Eastbourne Miniature Steam Railway Adventure Park.

    Close to where I needed to be and easily accessible

Great access to the city centre! Check these holiday homes in Winchelsea

  • Cozy Camber Caravan 3 bedroom Retreat with decking
    Scored 6.3
    6.3
    Rated pleasant
    Pleasant
     · 3 reviews

    Set in Rye and only 200 metres from Camber Sands Beach, Cozy Camber Caravan 3 bedroom Retreat with decking offers accommodation with sea views, free WiFi and free private parking.

  • Summer Breeze - Family Holiday home in Camber Sands
    Scored 7.7
    7.7
    Rated good
    Good
     · 20 reviews

    Boasting private pool, Summer Breeze - Family Holiday home in Camber Sands is situated on the beachfront in Camber.

    The shower was nice and big . The beds were comfortable, clean, and tidy place

  • 17 The Boathouse
    Central location
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 11 reviews

    17 The Boathouse, a property with a garden, is located in Rye, 45 km from Eastbourne Miniature Steam Railway Adventure Park, 46 km from Folkestone Central Railway Station, as well as 46 km from...

    A delightful little apartment with lovely views. It is in an ideal location just a short walk from Rye centre. This is our second visit and we hope to come back.

  • 11 The Strand in the heart of Rye
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 47 reviews

    Boasting river views, 11 The Strand in the heart of Rye offers accommodation with a garden and a patio, around 41 km from Eurotunnel UK.

    No breakfast provided but welcome pack was very good.

  • Quayside - Rye East Sussex
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 11 reviews

    Set 41 km from Eurotunnel UK, Quayside - Rye East Sussex offers accommodation with free WiFi and free private parking.

    La casa había sido reformada por completo recientemente.

  • Lantern Cottage
    Central location
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 24 reviews

    Situated 44 km from Leeds Castle, 45 km from Eastbourne Miniature Steam Railway Adventure Park and 45 km from Eastbourne Pier, Lantern Cottage features accommodation located in Rye.

    lovely property in an excellent location. it was very clean.

  • Oak House
    Central location
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 19 reviews

    Boasting quiet street views, Oak House features accommodation with a terrace, around 41 km from Eurotunnel UK.

    the house is very romantic, clean and super functional

  • Oak Corner
    Central location
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 26 reviews

    Situated 41 km from Eurotunnel UK, 44 km from Leeds Castle and 45 km from Eastbourne Miniature Steam Railway Adventure Park, Oak Corner features accommodation set in Rye.

    Location - facilities - Cleanliness- character - original features

FAQ about holiday homes in Winchelsea

Holiday homes that guests love in Winchelsea

  • Scored 9.4
    9.4
    Rated superb
    Superb
     · 61 reviews
    Very nice owners. Nothing is too much to ask. Very clean and cozy. Breakfast is great and for diner there is a great pub/restaurant nearby. It is a good location for walking.
    Jeroen
    Young couple
  • Avg. price/night: £135
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 61 reviews
    Very neat, very clean, very friendly
    Ian
    Young couple
  • Scored 9.2
    9.2
    Rated superb
    Superb
     · 22 reviews
    Lovely cozy cottage …. Very clean and tidy with everything you needed
    Debbie
    Family with young children
  • Avg. price/night: £93.50
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 1,116 reviews
    The room was very clean and comfortable. Breakfast was great and the restaurant food very good. The staff where very friendly and helpful. Location was great and though next to a fairly busy road very quiet and peaceful.
    mike
    Young couple
  • Avg. price/night: £93.50
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 1,116 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
  • Scored 9.4
    9.4
    Rated superb
    Superb
     · 19 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: £93.50
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 1,116 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: £93.50
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 1,116 reviews
    The room was very clean great price lovely breakfast
    Joanne
    Family with young children
  • Avg. price/night: £93.50
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 1,116 reviews
    Quiet and very clean.
    A
    Anonymous
    Solo traveller
  • Scored 8.6
    8.6
    Rated fabulous
    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