Places to stay in Winchelsea

12 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Winchelsea place to stay
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

12 Best places to stay in Winchelsea

Best family friendly Winchelsea lodging

Among the 9 accommodations in Winchelsea, here are the 4 best for families

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.
Winchelsea Cottage - Winchelsea
9.1 65 reviews
Winchelsea
20/10 – 30/10
£105/nighttotal: £1050 (10 )

Winchelsea Cottage

3 3
house , Winchelsea
Winchelsea Cottage is a 3-bedroom holiday home located in the charming coastal town of Winchelsea, just 26 miles from the Eastbourne Miniature Steam Railway Adventure Park and 27 miles from Eastbourne Pier. It has received very good user ratings, an excellent location rating, and a very good cleanliness rating.
The cottage can accommodate up to 5 guests and features a fully equipped kitchen, a cosy fireplace, and modern amenities such as free Wi-Fi and a washing machine. You can enjoy a peaceful retreat in Winchelsea, exploring the nearby attractions and enjoying the charming atmosphere of this historic town.
The Cottage In Mermaid Passage, Rye, East Sussex - Winchelsea
10 34 reviews
Winchelsea
19/08 – 23/08
£589/nighttotal: £2356 (4 )

The Cottage In Mermaid Passage, Rye, East Sussex

1 5
apartment , Sussex de l'Est
This Rye cottage, situated in the historic Mermaid Passage, is moments from the Mermaid Inn and within easy driving distance of Pett Level and Winchelsea beaches.
Sleeping six guests, this three-bedroom property boasts a fully equipped kitchen with Smeg appliances, multiple living spaces including a wood burner and Smart TV, and a private garden; nearby attractions include Tillingham winery.
Three Wishes - Winchelsea Town - Winchelsea
10 1 review
Winchelsea
20/10 – 30/10
£125/nighttotal: £1250 (10 )

Three Wishes - Winchelsea Town

3 3
apartment , East Sussex
This three-bedroom house is located in Icklesham, East Sussex, offering proximity to Rye Golf Club and Carr Taylor Vineyard, with Camber Sands and High Weald easily accessible within a few kilometers.
This 60 square meter property accommodates up to 5 guests and features a private garden with outdoor furniture, a fully equipped kitchen including a dishwasher and microwave, and free street parking.

Find the Best Places to Stay with a Pool in Winchelsea

Every accommodation in Winchelsea includes a pool, so a proper swim in the heart of the city is always on the cards.

56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Winchelsea
Winchelsea
14/10 – 25/10
£164/nighttotal: £1804 (11 )

56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 2
apartment
This stylish Rye flat, located on Winchelsea Road, is a short walk from Rye railway and bus stations and Rye town centre, offering easy access to the town's restaurants, shops, and historic sites, and is approximately 6.4km from Camber Sands.
The 56 square metre self-catering apartment features a double bedroom, bathroom with rainfall shower, fully equipped kitchen with Nespresso machine, private south-facing courtyard garden with BBQ, private hot tub, and accommodates two guests.
K238, Pequeno Castelo - Winchelsea
8.9 57 reviews
Winchelsea
25/06 – 05/07
£190/nighttotal: £1900 (10 )

K238, Pequeno Castelo

2 6
chalet , Camber
Pequeno Castelo is a sustainable chalet in Camber, just a short distance from Camber Sands Beach, making it ideal for exploring the area's beautiful coastline and nearby attractions. This chalet has consistently received excellent ratings for location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
The chalet has two bedrooms and one bathroom, accommodating up to six guests comfortably within its 9 square metre floor area. Guests can enjoy a private pool, a garden with a sun terrace, and a shared lounge area, along with bike rental, a restaurant, and free private parking.
Ww252 Parkdean Camber Sands - Winchelsea
Winchelsea
25/06 – 05/07
£133/nighttotal: £1330 (10 )

Ww252 Parkdean Camber Sands

3 6
resort , Camber
Parkdean Camber Sands, the Ww252 offer, is located in Camber, East Sussex, an 11-minute walk (approximately 1 km) from Camber Sands Beach and within 34-42 km of Ashford and Folkestone.
This 39-square-metre holiday home features three bedrooms, one bathroom, sleeping up to 14 guests, a fully equipped kitchen, balcony, and access to a swimming pool, plus laundry facilities.
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.

Frequently asked questions about accommodations in Winchelsea

  • What are the must-see sites in or near Winchelsea?

    Well, you can't miss Winchelsea's iconic 13th-century church, St Thomas a Becket, and the historic town walls. For a dose of nature, head to the Rye Harbour Nature Reserve, just a short drive away.
  • What are the best places to stay in Winchelsea?

    Among the places to stay in Winchelsea, Haydens, Whitehouse Rye and Jeakes House are the most popular ones.

  • How can travelers reach Winchelsea?

    The nearest train station is Rye, about 5km away, with regular services from London. If you're driving, Winchelsea is easily accessible via the A259. It's a good idea to check for parking availability before you arrive, as it can be limited.
  • What are the best places to stay with a pool in Winchelsea?

    The Lookout Rye, Rye Harbour Caravan and Beautiful 3 Bedroom Holiday Home Sleeps 8 People are the best places to stay with a pool in Winchelsea.

  • What outdoor activities can visitors enjoy in and around Winchelsea?

    Winchelsea is a great spot for walking and cycling. There are several scenic routes along the coast and through the countryside. Rye Harbour Nature Reserve offers great birdwatching opportunities and you can even hire a boat to explore the estuary.
  • What are the best places to stay with a jacuzzi in Winchelsea?

    The best places to stay with a jacuzzi in Winchelsea are The George In Rye, The Lookout Rye and Stowaway Beach House Camber Sands.

  • When is the ideal time to plan a trip to Winchelsea?

    Spring and autumn are lovely times to visit, with pleasant weather and fewer crowds. Summer can be busy, but the beaches are perfect for a day out. If you're interested in the annual Winchelsea Medieval Festival, it takes place in July.
  • What are the best places to stay for families and kids in Winchelsea?

    The best places to stay for families and kids in Winchelsea are Haydens, Whitehouse Rye and Mermaid Inn.

  • What are the best walking or cycling routes in Winchelsea?

    The Winchelsea to Rye Coastal Walk is a classic, offering stunning views of the Channel. For a more challenging ride, try the 10km loop around the Romney Marsh, starting from Winchelsea.
  • What are the best pet friendly places to stay in Winchelsea?

    The best pet friendly places to stay in Winchelsea are Whitehouse Rye, Jeakes House and Mermaid Inn.

  • What nearby towns or cities can be explored from Winchelsea?

    Rye is just a short distance away and is well worth a visit. You can also easily reach Hastings, known for its historic Old Town and the iconic Hastings Pier. For a larger city experience, Brighton is about an hour's drive.
  • What are the best places to stay with parking in Winchelsea?

    Whitehouse Rye, Jeakes House and Mermaid Inn are the best places to stay with parking in Winchelsea.

  • What amenities can travelers expect from accommodations in Winchelsea?

    Winchelsea has a good selection of charming bed and breakfasts and guesthouses. Many offer traditional English breakfasts and some have lovely gardens. There are also a few self-catering cottages available.

Destinations nearby

Best Winchelsea accommodations with a garden

Daisy Tatham Cottage, Rye - Winchelsea
10 203 reviews
Winchelsea
14/10 – 25/10
£116/nighttotal: £1276 (11 )

Daisy Tatham Cottage, Rye

1 2
apartment , Sussex de l'Est
Daisy Tatham Cottage, a Victorian terraced house in Rye, East Sussex, is located within walking distance of Rye train station and the historic Cinque Ports town centre.
This dog-friendly holiday home sleeps five guests across three floors, offering two bedrooms, a futon in a third bedroom/lounge, a private courtyard garden, and amenities including a washing machine, BBQ, and log burning stove.
Kinara In Camber - Winchelsea
9.6 150 reviews
Winchelsea
25/06 – 05/07
£547/nighttotal: £5470 (10 )

Kinara In Camber

5 6
house , Camber
KINARA in CAMBER is a 2-minute walk from the stunning Camber Sands Beach, located just 27 miles from Eurotunnel UK and 30 miles from Folkestone Central Railway Station. This property has consistently received excellent reviews for its location, cleanliness, and overall user experience.
This 5-bedroom house can comfortably accommodate up to 10 guests, making it ideal for families or groups of friends. The property features a private hot tub, a spacious garden, a fully equipped kitchen, and a terrace perfect for enjoying al fresco meals.
Peaceful Rural Detached Coach House Cottage Near Rye. - Winchelsea
9.8 100 reviews
Winchelsea
25/06 – 05/07
£284/nighttotal: £2840 (10 )

Peaceful Rural Detached Coach House Cottage Near Rye.

1 6
cottage , peasmarsh
This charming cottage is situated in an Area of Outstanding Natural Beauty (AONB) near Peasmarsh, with scenic footpaths directly accessible and a village with amenities within 1-2 kilometres. The property has received excellent ratings for location, cleanliness, and user experience.
The three-bedroom house can comfortably accommodate up to six guests, with two bathrooms for added convenience. The cottage offers a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, along with a private garden, off-road parking for up to four cars, and internet access.
Loke Cottage - Winchelsea Nr Rye - Winchelsea
8.8 9 reviews
Winchelsea
20/10 – 30/10
£153/nighttotal: £1530 (10 )

Loke Cottage - Winchelsea Nr Rye

2 3
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.

Best Winchelsea accommodations with a kitchen

The Container - Winchelsea
9.8 19 reviews
Winchelsea
27/06 – 04/07
£95/nighttotal: £665 (7 )

The Container

1 2
house , Iden
This Iden property is located 26 kilometres from Ashford Eurostar International and 39 kilometres from Eurotunnel UK, with Leeds Castle 40 kilometres away.
This one-bedroom cottage accommodates up to three guests and features a kitchenette, a fireplace, a garden, and a terrace, with free WiFi and private parking provided.
2 Bed In Winchelsea (Oc-rh1143) - Winchelsea
Winchelsea
27/06 – 04/07
£154/nighttotal: £1078 (7 )

2 Bed In Winchelsea (Oc-rh1143)

2 2
apartment , Winchelsea Beach
This two-bedroom holiday bungalow is situated in a quiet cul-de-sac on a private road in Winchelsea Beach, offering convenient access to the coast, a local pub (0.2 km), and a shop, with Rye town located 6.4 km away.
The property accommodates up to four guests and features a south-facing garden with patio furniture, a conservatory, a well-equipped kitchen including a dishwasher and microwave, and storage for bicycles.
Camber Sands Beach House | Family Paradise - Winchelsea
9.7 36 reviews
Winchelsea
25/06 – 05/07
£216/nighttotal: £2160 (10 )

Camber Sands Beach House | Family Paradise

1 6
apartment , Camber
This Camber apartment is a semi-detached house just 100 metres from the beach and a 90-minute drive from London, offering easy access to the seaside. It has received excellent ratings for location, cleanliness, and overall experience.
The property has three bedrooms and two bathrooms, comfortably accommodating up to six guests. It features a private garden with a BBQ, a cosy log burner, a separate snug with a smart TV and Netflix, and a fully equipped kitchen.
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.
©2026 cozycozy.com