Winchelsea holiday homes

We found 658 holiday rentals — enter your dates for availability
Select from 14 homes, 22 cottages and other holiday rentals in Winchelsea to find one that's perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the amenities that you need and want for your stay, which might include a garden and Wi-Fi. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Winchelsea

Showing deals for:6 Nov - 13 Nov

Living area
Interior
Dining
Room
Exceptional
(16 reviews)

Countryside House Near Battle

Battle

9% off
NZ$7,710
for 7 nights, 1 room
NZ$1,101 per night
includes taxes & fees
Countryside House Near Battle
Private kitchen
Interior
Beach
Private kitchen
Exceptional
(50 reviews)

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

Rye

44% off
NZ$4,649
for 7 nights, 1 cottage
NZ$664 per night
includes taxes & fees
Stunning Spacious Seaside cottage, 1 minute from the beach sleeps 12
Living area
Dining
Private kitchen
Interior
Exceptional
(73 reviews)

Converted barn / Oast House with amazing views and EV chargers

Rye

28% off
NZ$5,887
for 7 nights, 1 home
NZ$841 per night
includes taxes & fees
Converted barn / Oast House with amazing views and EV chargers
Dinging Room and Snug.
Real fire in the cosy lounge
Interior
Kingshoath Cottage front door surrounded by roses
Exceptional
(102 reviews)

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

Rye

35% off
NZ$2,804
for 7 nights, 1 cottage
NZ$401 per night
includes taxes & fees
Spacious 4 Star Period Cottage, log fire, large garden, countryside, near Rye
Beach
Living area
Room
Dining
Exceptional
(59 reviews)

Beautiful Seaside Cottage 1 minute from the beach - The Tides

Rye

49% off
NZ$5,472
for 7 nights, 1 cottage
NZ$782 per night
includes taxes & fees
Beautiful Seaside Cottage 1 minute from the beach - The Tides
Master bedroom with large double bed and sea views and private balcony
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$7,158
for 7 nights, 1 home
NZ$1,023 per night
includes taxes & fees
"Seacrest" Camber - beachside property with uninterupted sea views
Living area
View of The Retreat from garden.
Property grounds
Exterior
Exceptional
(62 reviews)

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

Hastings

9% off
NZ$2,139
for 7 nights, 1 cottage
NZ$306 per night
includes taxes & fees
Tranquil Retreat, Two Bedrooms, Two Bathrooms (one en-suite, one shower room)
Living area
Terrace/patio
Living area
Dining
Excellent
(7 reviews)

Boutique, interior designed, historic property

Rye

13% off
NZ$5,711
for 7 nights, 1 home
NZ$816 per night
includes taxes & fees
Boutique, interior designed, historic property
pool
hot tub
The flat's glass balustrade balcony and back garden of the property
path to pool
Exceptional
(27 reviews)

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

Hastings

30% off
NZ$1,188
for 7 nights, 1 apartment
NZ$170 per night
includes taxes & fees
Sea View Studio Flat with heated indoor pool & spa, countryside location
Stone Green Oast - opens onto the enclosed, pet friendly garden
The Cinque Port market town of Tenterden is close by
The dining area is an architect-designed mix of old and new oak
The oast has been professionally renovated to make the most of light and space
Exceptional
(136 reviews)

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

Tenterden

9% off
NZ$2,371
for 7 nights, 1 cottage
NZ$339 per night
includes taxes & fees
Delightful pet-friendly oast with enclosed garden on Kent/Sussex border near Rye
The Dunes Bedroom can be arranged either as a kingsize or as 2 singles
The garden is part of the living room...
One corner of our living room...
A galley kitchen with everything you need for a comfortable stay...
Exceptional
(38 reviews)

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

Rye

18% off
NZ$4,025
for 7 nights, 1 home
NZ$575 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

Why visit Winchelsea

  • Historic charm: Discover the picturesque streets of Old Winchelsea, where ancient architecture tells the story of its rich past.
  • Coastal beauty: Enjoy leisurely strolls along scenic coastal paths, taking in the stunning seaside views and fresh air.
  • Family-friendly activities: Winchelsea offers a variety of attractions suitable for families, perfect for creating lasting memories.
  • Welcoming locals: Experience the friendly atmosphere of the town, where locals are always eager to share their love for the area.
  • Natural reserves: Explore the lush landscapes and scenic reserves that showcase the natural beauty of East Sussex.

Top attractions in and around Winchelsea

Winchelsea, England, United Kingdom offers a delightful mix of beachside charm, scenic reserves, and historic churches perfect for culture and family outings. The town’s coastal atmosphere, stunning landscapes, and rich heritage provide a wonderful setting for outdoor adventures and leisurely strolls, ensuring a memorable holiday experience for every traveller from down under.

  • Winchelsea Beach: Enjoy the relaxed beach vibes of this local gem, perfect for a stroll along the shoreline or a refreshing dip in the sea.
  • Great Dixter House and Gardens: Explore the cultural heritage and lush gardens of this historic house, located 11km away from Winchelsea.
  • Hastings Castle: Discover the evocative ruins steeped in history and culture, situated 11km from Winchelsea.

Things to do recommended for couples

For a romantic getaway in Winchelsea, explore the charming streets hand-in-hand, visit the historic St. Thomas' Church, or enjoy a peaceful picnic in the picturesque Winchelsea Beach. Don't miss a sunset walk along the coast for a truly magical experience together.

Things to do recommended for families

Families will delight in a visit to the historic Winchelsea Castle, explore the charming local shops, or enjoy a picnic at the beautiful Winchelsea Beach. Don’t miss the nearby Rye Harbour Nature Reserve for some stunning coastal walks and wildlife spotting.

Things to do recommended for groups

Experience the thrill of ziplining at Go Ape in Bedgebury, located 26km from Winchelsea. It's an exhilarating outdoor adventure perfect for groups, offering a unique blend of excitement and natural beauty in a stunning forest setting.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Winchelsea

Whether you’re journeying with a group, spending time with your whanau, travelling with your furry friends, or seeking extended stays, be sure to use the appropriate filters. Here are some Vrbo booking tips for you.

  • Traveling to Winchelsea with a group: Consider how many bedrooms you'll require along with essential features like a complete kitchen or an outdoor area for group gatherings. Luckily, Vrbo allows you to filter for all these options and more.
  • Traveling to Winchelsea with young kids: Travelling with little ones can be quite a challenge. It's important to prioritise their comfort and safety, along with ensuring that there are suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Winchelsea: For many, a family holiday isn’t complete without their four-legged companion. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels right at home.
  • Planning for a long term stay visiting Winchelsea: If you're seeking holiday rentals with special rates for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider features like a car park, a well-equipped kitchen, or even a private pool when refining your search.

Where to stay near Winchelsea

Winchelsea, a charming town in East Sussex, offers a delightful blend of history and natural beauty. Explore the picturesque streets of Old Winchelsea, where ancient architecture meets lush scenery. Enjoy leisurely strolls along the coastal paths and take in the relaxing atmosphere. With its friendly locals and family-friendly vibes, Winchelsea is a fantastic staycation destination, perfect for those seeking a peaceful escape amidst stunning landscapes.

  • Rye: Nestled just 3km from Winchelsea, Rye is a charming city known for its scenic beauty and outdoor experiences. Visitors are drawn to its stunning beaches and picturesque landscapes, making it a perfect spot for leisurely strolls and recreational activities. The local golf course offers a fantastic way to enjoy the area while soaking in the views. Don't miss the opportunity to explore the captivating nearby dunes and family-friendly beaches, perfect for a day out with loved ones.
  • Hastings: Located 13km from Winchelsea, Hastings boasts a vibrant coastal atmosphere that attracts outdoor enthusiasts and beach lovers alike. This city is known for its beautiful beach and scenic surroundings, offering plenty of opportunities for exploration and relaxation. You can enjoy various recreational activities, including theatre performances and golfing. The stunning family beach and nearby dune areas provide a fantastic backdrop for a fun-filled day by the sea.
  • Camber: A quaint village only 6km from Winchelsea, Camber is famous for its stunning beach and natural beauty. Visitors flock to this idyllic spot for outdoor adventures, including hiking along picturesque trails and unwinding in local spas. The inviting family beach and scenic dunes make it an ideal destination for those seeking a relaxing getaway in a tranquil setting. Camber is perfect for a day of exploration or simply soaking up the sun on the sand.

Best time to go to Winchelsea

If you're planning a trip to Winchelsea, it's a good idea to check both the weather and property rates. The warmest month is August.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January41.4°F (5.2°C)Light RainMostly CloudyAverage
February41.9°F (5.5°C)Light RainMostly CloudyAverage
March44.6°F (7.0°C)No Rain (Dry)Mostly CloudyAverage
April48.2°F (9.0°C)No Rain (Dry)Mostly SunnyModerately High
May53.4°F (11.9°C)Light RainMostly SunnyAverage
June59.2°F (15.1°C)Light RainMostly SunnyAverage
July63.0°F (17.2°C)Light RainMostly SunnyModerately High
August63.3°F (17.4°C)Light RainMostly SunnyModerately High
September59.7°F (15.4°C)Light RainMostly SunnyAverage
October55.0°F (12.8°C)Light RainMostly CloudyModerately Low
November48.4°F (9.1°C)Light RainMostly CloudyModerately Low
December44.1°F (6.7°C)Light RainMostly CloudyModerately Low

Booking with Vrbo is a breeze

Are you keen to trim costs on your upcoming adventure? Adjusting your travel dates can make a noticeable difference in prices, as they often fluctuate. You might also uncover considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for planning new adventures, refining your travel arrangements, or managing your existing bookings. Your saved or reserved properties are thoughtfully categorised into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Travel to friendly Winchelsea

The area's churches and monuments are just some of the reasons to come on holiday to Winchelsea. This welcoming and relaxing city entices travellers with its restaurants and gardens. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Winchelsea

Are you hoping to discover top things to see and do during your stay? Venture out of your holiday home and check out everything that makes Winchelsea a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • East Hill Lift (6.9 mi / 11.1 km)
  • The Chapel Down Winery (8 mi / 12.9 km)
  • Gusbourne Estate Winery (9.4 mi / 15.1 km)
  • Rye Golf Club (2.9 mi / 4.6 km)
  • Carr Taylor Vineyard (6.3 mi / 10.2 km)
  • Blue Reef Aquarium (6.9 mi / 11 km)

Exploring the natural features in Winchelsea

Whether you're an active traveller or just want to appreciate the scenery, Winchelsea is a great place to get outside. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Winchelsea Beach (1.2 mi / 2 km)
  • Rye Harbour Nature Reserve (2.5 mi / 4 km)
  • Camber Sands (3.8 mi / 6.1 km)
  • Hastings Country Park (5 mi / 8 km)
  • Great Dixter House and Gardens (7.1 mi / 11.4 km)
  • Hastings Beach (7.8 mi / 12.6 km)

How to get to and around Winchelsea

Fly into Gatwick Airport (LGW), the closest airport, located 41.2 mi (66.3 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Winchelsea?
Cottages are the most popular kind of holiday home in Winchelsea, according to our data. Even if you have something a little different in mind, Bookabach has properties in a variety of sizes and shapes. Filter our options to find your ideal match.
How much does it cost to rent a holiday home in Winchelsea?
Season, length of stay and property type are some things that can influence the price of a holiday home. Simply add your travel dates to find your ideal match. From comfy cabins to expansive villas, all Bookabach holiday homes offer unbeatable value.
How much does it cost to rent a beach house in Winchelsea?
The average price for a holiday home close to the beach in Winchelsea will depend on when you'll be there and the size and type of property you're searching for. You can find prices quickly and easily on Bookabach by entering your destination and travel dates. Then make use of the filter tool to choose the number of bedrooms and amenities that you need, like WiFi, air conditioning and a hot tub.
Are there pet-friendly holiday homes in Winchelsea?
With 53 holiday homes that allow pets, your happy hound can join in the fun on your Winchelsea break. Use the filter tool to search our pet-friendly holiday homes and find the pawfect pad on Bookabach.
Can I rent a house with a pool in Winchelsea?
Add another level of fun to your getaway by booking one of the three houses with a private pool in Winchelsea. Use our search filter to find properties with pools on Bookabach, then spend leisurely days frolicking in a swimming pool that's for your exclusive use.
What are popular home amenities in Winchelsea?
A firepit, tennis and a fireplace are rated the most popular home amenities in Winchelsea. Whether you're taking to the road solo, with your spouse or a group of friends, Bookabach can help you find a holiday home that suits your tastes with all the options you need.
Are there large group holiday homes in Winchelsea?
Take your pick of 25 Bookabach holiday properties in Winchelsea that can host five or more people. You'll enjoy all the space and privacy you need to have fun with the people you're holidaying with — and no one else.
Are there holiday homes in Winchelsea that welcome kids?
Winchelsea has 53 family-friendly holiday homes to pick from. And finding a stay that welcomes children is a cinch with our "Properties good for families" filter. In addition to having the whole place to yourselves, you'll also enjoy access to perks and amenities like dining rooms, kitchens and private pools.
What are the top attractions for families in Winchelsea?
Keep your kids occupied at these fun family-friendly attractions in Winchelsea:
  • Camber Sands
  • Hastings Pier
  • Winchelsea Beach
Are there one-bedroom holiday homes in Winchelsea?
Yes, Winchelsea has eight one-bedroom homes available. Typically situated in well-regarded areas due to their compact size, a one-bedroom holiday property is perfect if you're travelling with a pal or your partner. And with comforts such as laundry facilities and more privacy than a standard hotel, you'll be able to chill out while exploring this awesome destination.
Can I find two-bedroom holiday homes in Winchelsea?
Winchelsea has 30 two-bedroom holiday properties for you to select from. Experience a holiday home with all the comfort and space you need at a price you'll love on Bookabach.
Are there holiday homes with WiFi in Winchelsea?
You can pick from 16 holiday homes with WiFi in Winchelsea. If you want to disconnect from the world on your escape, but still need to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in Winchelsea?
It's advisable to check with the Winchelsea holiday property you want on Bookabach as age restrictions vary. However, generally it's 16, 18 or 21.
How long can I rent a holiday home in Winchelsea for?
The amount of time you can book a Winchelsea holiday home for differs depending on the property. Simply put in your travel dates to view options that offer extended stays. They come with the things you need to make your extended trip more enjoyable and comfortable, such as kitchens and yards. Some holiday homes may also offer discounted weekly or monthly prices, so you can have a longer stay for less.

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