Winchelsea Beach holiday homes

We found 616 holiday rentals — enter your dates for availability
Discover a selection of 9 homes and other holiday rentals in Winchelsea Beach that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the amenities that you expect and more, such as air conditioning and a TV. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Winchelsea Beach

Showing deals for:20 Nov - 27 Nov

Living area
Interior
Pool
Room
Exceptional
(16 reviews)

Countryside House Near Battle

Battle

9% off
NZ$7,686
for 7 nights, 1 room
NZ$1,098 per night
includes taxes & fees
Countryside House Near Battle
Beach
Interior
Private kitchen
Living area
Exceptional
(50 reviews)

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

Rye

44% off
NZ$4,635
for 7 nights, 1 cottage
NZ$662 per night
includes taxes & fees
Stunning Spacious Seaside cottage, 1 minute from the beach sleeps 12
Interior
Dining
Private kitchen
Living area
Exceptional
(73 reviews)

Converted barn / Oast House with amazing views and EV chargers

Rye

28% off
NZ$5,869
for 7 nights, 1 home
NZ$838 per night
includes taxes & fees
Converted barn / Oast House with amazing views and EV chargers
Private kitchen
Outdoor dining
Living area
Exterior
Exceptional
(14 reviews)

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

Romney Marsh

9% off
NZ$9,351
for 7 nights, 1 home
NZ$1,336 per night
includes taxes & fees
A fabulous Grade II listed converted 14th Century pub. Child and pet friendly
Kingshoath Cottage front door surrounded by roses
Real fire in the cosy lounge
Interior
Dinging Room and Snug.
Exceptional
(103 reviews)

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

Rye

35% off
NZ$3,061
for 7 nights, 1 cottage
NZ$437 per night
includes taxes & fees
Spacious 4 Star Period Cottage, log fire, large garden, countryside, near Rye
Room
Living area
Beach
Exterior
Exceptional
(59 reviews)

Beautiful Seaside Cottage 1 minute from the beach - The Tides

Rye

49% off
NZ$5,456
for 7 nights, 1 cottage
NZ$779 per night
includes taxes & fees
Beautiful Seaside Cottage 1 minute from the beach - The Tides
lush gardens to enjoy in peace and quite
Outdoor hot tub heated to 40°C all year
The main living area is bright and open plan. Cupboard is full of board games
Heater indoor swimming pool - great all year rain or shine!
Exceptional
(37 reviews)

Heated indoor pool & spa, countryside holiday cottage near the beach & park

Hastings

30% off
NZ$1,930
for 7 nights, 1 cottage
NZ$276 per night
includes taxes & fees
Heated indoor pool & spa, countryside holiday cottage near the beach & park
Living area
Outdoor dining
Living area
Room
Exceptional
(160 reviews)

Converted stable in secluded rural setting.

Hastings

9% off
NZ$1,585
for 7 nights, 1 cottage
NZ$226 per night
includes taxes & fees
Converted stable in secluded rural setting.
Dining
Interior
Dining room - seating 12-14 people with sea views
Beach side
Exceptional
(41 reviews)

"Seacrest" Camber - beachside property with uninterupted sea views

Rye

21% off
NZ$7,136
for 7 nights, 1 home
NZ$1,019 per night
includes taxes & fees
"Seacrest" Camber - beachside property with uninterupted sea views
Interior
View of The Retreat from garden.
Property grounds
Living area
Exceptional
(62 reviews)

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

Hastings

9% off
NZ$2,133
for 7 nights, 1 cottage
NZ$305 per night
includes taxes & fees
Tranquil Retreat, Two Bedrooms, Two Bathrooms (one en-suite, one shower room)
THE ARTIST'S COTTAGE (AKA RYE FINE ART)
LOUNGE
Private kitchen
OUTSIDE ROOF SPACE
Exceptional
(33 reviews)

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

Rye

8% off
NZ$2,897
for 7 nights, 1 cottage
NZ$414 per night
includes taxes & fees
Grade II Listed Cottage in the Heart of Rye's Historic and Beautiful Citadel
Property grounds
Dining
Living area
Room
Exceptional
(29 reviews)

* Stylish * Central * Sea View * Modern

Hastings

8% off
NZ$1,364
for 7 nights, 1 apartment
NZ$195 per night
includes taxes & fees
* Stylish * Central * Sea View * Modern
pool
hot tub
The flat's glass balustrade balcony and back garden of the property
Big smart TV with free Netflix, satellite channels and super fast wifi.
Exceptional
(27 reviews)

Sea View Studio Flat with heated indoor pool & spa, countryside location

Hastings

30% off
NZ$1,184
for 7 nights, 1 apartment
NZ$169 per night
includes taxes & fees
Sea View Studio Flat with heated indoor pool & spa, countryside location
The oast has been professionally renovated to make the most of light and space
The Cinque Port market town of Tenterden is close by
The view from the front door across the neighbouring garden
The dining area is an architect-designed mix of old and new oak
Exceptional
(136 reviews)

Delightful pet-friendly oast with enclosed garden on Kent/Sussex border near Rye

Tenterden

9% off
NZ$2,364
for 7 nights, 1 cottage
NZ$338 per night
includes taxes & fees
Delightful pet-friendly oast with enclosed garden on Kent/Sussex border near Rye
A galley kitchen with everything you need for a comfortable stay...
The garden is part of the living room...
One corner of our living room...
The Dunes Bedroom can be arranged either as a kingsize or as 2 singles
Exceptional
(38 reviews)

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

Rye

18% off
NZ$4,013
for 7 nights, 1 home
NZ$573 per night
includes taxes & fees
Looney Dunes, Camber - 1 min to sand dunes, 2 sunny gardens, 3 bedrooms
  • Peace of mind

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Winchelsea Beach getaway

Learn about the unique charm of Winchelsea Beach with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Winchelsea Beach

Are you hoping to find things to do in the city? Venture out of your cosy holiday rental and check out everything that makes Winchelsea Beach a fun spot to go on holiday. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • East Hill Lift (7.1 mi / 11.4 km)
  • The Chapel Down Winery (8.6 mi / 13.9 km)
  • Gusbourne Estate Winery (9.6 mi / 15.5 km)
  • Rye Golf Club (2.5 mi / 4.1 km)
  • Carr Taylor Vineyard (7 mi / 11.3 km)
  • Blue Reef Aquarium (7 mi / 11.3 km)

Exploring the natural landscape of Winchelsea Beach

Whether you're looking for adventure or just want to appreciate the scenery, Winchelsea Beach is a great place to get outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Winchelsea Beach (0.3 mi / 0.5 km)
  • Pett Level Beach (1.8 mi / 2.8 km)
  • Rye Harbour Nature Reserve (2.1 mi / 3.4 km)
  • 1066 Country Walk (2.5 mi / 4 km)
  • Camber Sands (3.2 mi / 5.2 km)
  • Hastings Country Park (5.2 mi / 8.4 km)

How to get to and around Winchelsea Beach

The nearest airport is in Gatwick Airport (LGW), located 42.1 mi (67.7 km) from the city centre.

Frequently asked questions

Are there holiday rentals in Winchelsea Beach?
Yes, there are holiday rentals close to the most popular sights in Winchelsea Beach, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals are there in Winchelsea Beach?
With 9 Expedia holiday rentals, you're guaranteed to find just the right place for your Winchelsea Beach stay.
What can I see and do in Winchelsea Beach?
Winchelsea Beach and Pett Level Beach are a couple of lovely local spots to get outside and enjoy nature. High Weald and Rye Harbour Nature Reserve are a couple of places you'll find in the wider area.
What are holiday rentals like in Winchelsea Beach?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winchelsea Beach. Holiday rentals offer extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family trips.