Winchelsea Holiday Rentals from NZ$169: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Winchelsea has to offer?

Six bedroom house with hot tub and sauna : This holiday home rental outside of Winchelsea offers a patio, a garden and laundry facilities to help you feel perfectly comfortable in your new surroundings. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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In two weeks

In two months

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Our top choices for Winchelsea holiday rentals

Sparrows Den Lodge

Winchelsea

includes taxes & fees

19 June - 20 June

White Haven - with 2 double rooms

Winchelsea Beach

"Check in was easy and location was good, thise are the only positives. The property is extremely dated and dirty. The furnishings in communal areas were torn, threadbare, stained, dirty and smelly. The carpets were dirty, covered in dog and human hair. There was mould above the shower and dirt and mould under the sink. The areas around the toilets were soiled with rusted old urine splashes. There was mould on one of the bedroom walls.The kitchen cupboard fascias were peeling and the handles all...

Emma V.

includes taxes & fees

14 June - 15 June

Grogu's Rest - 2 bedrooms with decking sleeps 6

Winchelsea Beach

lindsay r.

includes taxes & fees

13 June - 14 June

Oastbrook Glamping

Robertsbridge

Sima

includes taxes & fees

14 June - 15 June

Ashland - 2 bedrooms with decking sleeps 4

Hastings

includes taxes & fees

14 June - 15 June

Chestnut Meadow Camping

Bexhill-on-Sea

Mary

includes taxes & fees

13 June - 14 June

Salthaven Shepherds Hut

Pevensey

includes taxes & fees

10 July - 11 July

Extraordinary Huts

Rye

Diana

includes taxes & fees

15 June - 16 June

2 Seaview Cottages, Normans Bay

Pevensey

includes taxes & fees

11 July - 12 July

Suspire House -sleeps6-garden-bbq-coastal Retreat

New Romney

includes taxes & fees

14 June - 15 June

White Hart Stables, Catsfield

Battle

"The stables was in an ideal location for exploring East Sussex and Kent with lots of nearby attractions. The White Hart inn next door is a family owned village pub with lots of character, good beer and food. The accommodation was ideal for a couple. The open kitchen /longe was very well equipped with the added bonus of French windows onto a small patio area with outside seating. Very difficult to find any faults as is highly recommended we would certainly stay here again."

Keith F.

includes taxes & fees

10 July - 11 July

Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom

Tenterden

Anonymous traveller

includes taxes & fees

15 June - 16 June

2 bedroom accommodation in Hooe, Battle

Hooe, Battle

Lois H.

includes taxes & fees

13 June - 14 June

Pump House, Hellingly

Hailsham

Lilyrose Cottage, Stone Cross

Pevensey

includes taxes & fees

3 July - 4 July

1 bedroom, iron/ironing board, free WiFi, bed sheets

Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

East Sussex

Mark

includes taxes & fees

16 June - 17 June

1A Coastguard Cottages

Rye

includes taxes & fees

16 June - 17 June

Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms

Benenden

Hartmut K.

includes taxes & fees

17 June - 18 June

Bexlet

Bexhill-on-Sea

Tim

includes taxes & fees

15 June - 16 June

2 bedroom accommodation in Lydd, Romney Marsh

Lydd, Romney Marsh

Stephen Docherty

includes taxes & fees

14 June - 15 June

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Top Winchelsea Hotel Reviews

Hythe Imperial Hotel Spa & Golf

10/10 Excellent

"Stayed two nights. Excellent spa and gym. Staff very helpful . Breakfast was good quality fresh and hot. Fruit selection basic. Intending on a return visit and will stay 5 days"

Marine Parade Hotel

6/10 Okay

"Hotel looks very dated, room looked slightly better, but still in need of repairs. Nobody at reception to do check in, they send a message asking to provide ID copy through WhatsApp and then give you access codes to hotel and room. Hot and cold water hit and miss, took verylong time for hot water to run in the sink, shower opposite became hot water only very quickly, no cold water. Ok for one night stay, but wouldn't return."

The George in Rye

8/10 Good

"We upgraded from a cosy room to a superior room. The room itself was lovely, though quite small and the bathroom had a roll top bath. The room was extremely clean and the decor was lovely. However, I would say that there was little space to put any of our things, little surface space in the bedroom and the bathroom. Our room was on the top floor; we were asked before arrival whether we had an problem with stairs, and there were quite a few levels to go up so be aware of this. I do have one gripe! There was a constant humming noise in our room, I expect coming from the extractor fan that was outside the bedroom window. We did put up with it but for anyone who likes silence, it would have drove you round the twist. There was a small radio on in our room when we arrived; so wondering if that was to disguise it. I assume this humming noise would have been heard in the rooms either side of us as well. We were in Room 20. Again, lovely room, was let down by the noise."

Find out more about Winchelsea

Everything you need to know about Winchelsea holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winchelsea holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchelsea holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winchelsea holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winchelsea. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winchelsea holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winchelsea holiday rentals we have selected for you start as low as NZ$169 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winchelsea rentals

At Expedia, we put the best Winchelsea holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winchelsea rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchelsea holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchelsea. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Winchelsea?

Yes, there are holiday rentals close to the most popular sights in Winchelsea, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Winchelsea has a good selection of restaurants. Make sure you have time to check out the breweries and gardens during your trip.

What are some of the best holiday rentals that Winchelsea has to offer?

Six bedroom house with hot tub and sauna: This holiday home rental outside of Winchelsea offers a patio, a garden and laundry facilities to help you feel perfectly comfortable in your new surroundings. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Winchelsea?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Winchelsea stay.

What’s there to see and do in Winchelsea?

Winchelsea Beach and High Weald are a couple of lovely local spots to get outside and enjoy nature. Pett Level Beach and St. Thomas the Martyr are other places to visit while you're in town.

What’s a holiday rental in Winchelsea like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchelsea. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.

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Check prices for these dates

Our top choices for Winchelsea holiday rentals

Sparrows Den Lodge

White Haven - with 2 double rooms

Grogu's Rest - 2 bedrooms with decking sleeps 6

Oastbrook Glamping

Ashland - 2 bedrooms with decking sleeps 4

Chestnut Meadow Camping

Salthaven Shepherds Hut

Extraordinary Huts

2 Seaview Cottages, Normans Bay

Suspire House -sleeps6-garden-bbq-coastal Retreat

White Hart Stables, Catsfield

Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom

2 bedroom accommodation in Hooe, Battle

Pump House, Hellingly

Lilyrose Cottage, Stone Cross

Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

1A Coastguard Cottages

Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms

Bexlet

2 bedroom accommodation in Lydd, Romney Marsh

Find holiday rentals that suit your style

Top Winchelsea Hotel Reviews

Hythe Imperial Hotel Spa & Golf

Ashford International Hotel & Spa

Marine Parade Hotel

The Burlington Hotel

OYO Stade Court Hotel

Majestic Hotel Eastbourne by Belvilla

The George in Rye

Cavendish Hotel

The View Hotel

Find out more about Winchelsea

Frequently asked questions

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