Trips to Winchelsea Beach

Plan Your Next Trip to Winchelsea Beach and explore unforgettable sights, local flavors, and exciting experiences.

The Rock - a cottage that sleeps 6 guests in 3 bedrooms From US $340
         

Winchelsea Beach From US $152
         

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6.8 (62 Reviews)
Apartment
  • Parking
  • View
  • Wheelchair Accessible
17 The Boathouse with En-suite From US $713
         

New
House
  • View
  • Ocean View
  • Balcony/Terrace
Holiday Home Traders Pass by Interhome From US $84
         

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10.0 (1 Review)
House
  • Parking
  • Designated Smoking Area
RYE HOUSE: Central Location & WiFi From US $709
         

New
House
  • Security/Safety
  • Child Friendly
  • Internet
The Jeweller's Flat From US $205
         

|
9.1 (79 Reviews)
Apartment
  • Pet Friendly
  • Child Friendly
  • Internet
Rye House From US $663
         

10.0 (1 Review)
Cottage
  • Security/Safety
  • Fireplace/Heating
  • Entertainment
Half Moon - a cottage that sleeps 5 guests in 3 bedrooms From US $262
         

Sandy Feet - a cottage that sleeps 6 guests in 3 bedrooms From US $296
         

4 bedroom accommodation in Winchelsea, near Rye From US $373
         

10.0 (12 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace
1 bedroom accommodation in Rye From US $107
         

9.8 (14 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace
An unusual two-storey apartment with beams and an open fire. From US $405
         

10.0 (11 Reviews)
Cottage
  • Pet Friendly
  • Security/Safety
  • Bedding/Linens
Pro Tip: Smartours makes it easy to compare the best listings on Smartours homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Smartours homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Winchelsea Beach.

Weather in Winchelsea Beach

View the weather forecast for Winchelsea Beach before booking your Winchelsea Beach Vacation Rentals to confirm your best time to go.

December - February
High 43°F       Low 32°F
March - May
High 61°F       Low 36°F
June - August
High 63°F       Low 48°F
September - November
High 58°F       Low 35°F

Winchelsea Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Winchelsea Beach?
How many vacation rentals are available in Winchelsea Beach?

Currently, the total number of properties listed in 2026 is over 619 in the Winchelsea Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Winchelsea Beach.