Holiday rentals near Winchelsea Beach

We found 536 holiday rentals — enter your dates for availability

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October 2025

November 2025

If you want to to stay within easy reach of Winchelsea Beach, take a look at private holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with family or friends, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Winchelsea Beach

Showing deals for:2 Jan - 9 Jan

Exceptional

(13 reviews)

Countryside House Near Battle

Battle, England

9% off

for 7 nights, 1 room

NZ$1,407 per night

includes taxes & fees

Exceptional

(7 reviews)

A fabulous Grade II listed converted 14th Century pub. Child and pet friendly

Lydd, England

9% off

for 7 nights, 1 home

NZ$1,358 per night

includes taxes & fees

Cottage, hot tub and swing chair all for your relaxation

Exceptional

(39 reviews)

Detached Thatched Cottage in Kent sleeps 2-6 persons with a Luxury HotTub.

Ashford, England

5% off

for 7 nights, 1 cottage

NZ$748 per night

includes taxes & fees

Exceptional

(13 reviews)

Centrally heated 5 star cosy traditionally built Shepherds Hut w/ en suite WC.

Rye, East Sussex

9% off

for 7 nights, 1 cabin

NZ$193 per night

includes taxes & fees

Exceptional

(11 reviews)

Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

Battle, England

9% off

for 7 nights, 1 cabin

NZ$216 per night

includes taxes & fees

Exceptional

(69 reviews)

Converted barn / Oast House with amazing views and EV chargers

Rye, England

37% off

for 7 nights, 1 home

NZ$776 per night

includes taxes & fees

Exceptional

(59 reviews)

Tranquil Retreat, Two Bedrooms, Two Bathrooms (one en-suite, one shower room)

Hastings, ENG

9% off

for 7 nights, 1 cottage

NZ$299 per night

includes taxes & fees

Exceptional

(93 reviews)

Spacious 4 Star Period Cottage, log fire, large garden, countryside, near Rye

Rye, England

33% off

for 7 nights, 1 cottage

NZ$427 per night

includes taxes & fees

Exceptional

(40 reviews)

Cozy accommodation in a Listed building with log burners close to Battle

St Leonards-On-Sea, ENG

55% off

for 7 nights, 1 cottage

NZ$310 per night

includes taxes & fees

Exceptional

(184 reviews)

16th Century Cottage Situated Opposite The Medieval Landgate Arch

Rye, East Sussex

11% off

for 7 nights, 1 cottage

NZ$272 per night

includes taxes & fees

Exceptional

(59 reviews)

Beautiful Seaside Cottage 1 minute from the beach - The Tides

Rye

45% off

for 7 nights, 1 cottage

NZ$919 per night

includes taxes & fees

Exceptional

(11 reviews)

Cozy house in the 'Old Town' of Hastings, 10 minutes walk to the beach

Hastings, East Sussex

9% off

for 7 nights, 1 home

NZ$409 per night

includes taxes & fees

Exceptional

(18 reviews)

Location-Location-Location! - Spacious 2 Bed Apt with Sea & Country Views

Hastings, England

9% off

for 7 nights, 1 apartment

NZ$272 per night

includes taxes & fees

Wonderful

(7 reviews)

Light airy flat only 5mins from station, shops and sea

St Leonards-On-Sea, England

18% off

for 7 nights, 1 apartment

NZ$227 per night

includes taxes & fees

The lounge in The Artists Cottage (visit theartistscottage.co.uk for more info)

Exceptional

(31 reviews)

Grade II Listed Cottage in the Heart of Rye's Historic and Beautiful Citadel

Rye, ENG

8% off

for 7 nights, 1 cottage

NZ$407 per night

includes taxes & fees

Exceptional

(21 reviews)

Stylish Luxury Let In Rye. Walk To Shops/Pubs/Restaurants + Near Beach

Rye, ENG

16% off

for 7 nights, 1 home

NZ$488 per night

includes taxes & fees

A sunny south-facing back garden, perfect for kids and eating outside...

Exceptional

(34 reviews)

Looney Dunes, Camber - 1 min to sand dunes, 2 sunny gardens, 3 bedrooms

Rye, England

19% off

for 7 nights, 1 home

NZ$575 per night

includes taxes & fees

Exceptional

(47 reviews)

Seafront, direct ocean view, beautiful balcony, spacious flat

St Leonards-On-Sea, ENG

9% off

for 7 nights, 1 apartment

NZ$221 per night

includes taxes & fees

Exceptional

(41 reviews)

Location Location! Spacious 2 Bed Apt Hastings - Country & Sea Views

Hastings, England

9% off

for 7 nights, 1 apartment

NZ$260 per night

includes taxes & fees

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Find properties near top attractions in Winchelsea Beach

Winchelsea Beach

Find the best place to stay - Winchelsea Beach

Premier Host

Stunning Spacious Seaside cottage, 1 minute from the beach sleeps 12

Sleeps 12 · 5 bedrooms · 3 bathrooms

Dune Horizon – Modern Apartment – Walking distance to the Beach – Camber Sands

Sleeps 6 · 2 bedrooms · 1 bathroom

Top rated rentals - Winchelsea Beach

Lovely place

Quiet with everything you need. Great bed. Very entertaining wildlife.

Susie F.

Stayed Oct 2024

Premier Host

A beautiful and secluded retreat in the gorgeous Sussex countryside

We had a lovely stay at The Stables. The property is very comfortable, clean, and stylish in design. Lots of interesting history to the area. The hosts are great and extremely helpful and we arrived to snacks and a complimentary bottle of wine. We really enjoyed watching the wildlife which included a range of birds, bunnies, squirrels and the odd badger. Very reasonably priced and we would thoroughly recommend. Thank you!

Sue R.

Stayed Jun 2024

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