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Holiday Rentals in Winchelsea

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Holiday Rentals in Winchelsea

Exterior
Close to the beach and to historic Rye - delightful 3 bed Cottage & garden
9.8 out of 10, Exceptional, (91)
"Great cottage very close to the beach. We didn’t have a car, so the bus into Rye was super easy. Suzy before arrival was super helpful. The cottage had everything we needed. Would stay again."
Close to the beach and to historic Rye - delightful 3 bed Cottage & garden
Exterior
Vive Hotel
5.0 star property
8.4 out of 10, Very good, (42)
"Central location, new hotel modern decor. Great place to day "
The price is €137
includes taxes & fees
8 Jun - 9 Jun
Vive Hotel
Cabin | Private kitchen
Cosy 3-bed Caravan,combe Haven st Leonards on sea
3.0 star property
Cosy 3-bed Caravan,combe Haven st Leonards on sea
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Deluxe Apartment
Osborne Apartments
2.5 star property
9.2 out of 10, Wonderful, (39)
"The reception team were very professional and friendly."
The price is €127
includes taxes & fees
17 Jun - 18 Jun
Osborne Apartments
Garden
Pinewood Camping Pods - At Port Lympne Reserve
2.0 star property
9.2 out of 10, Wonderful, (10)
"This was the best experience ever I booked this for my husbands birthday he loved it so much he said it was like staying in the jungle hearing the lions roar it’s magical the pinewood lodge was lovely and cosy we loved our stay thank you so much and it the price was well worth it I would highly recommend."
The price is €210
includes taxes & fees
16 Jun - 17 Jun
Pinewood Camping Pods - At Port Lympne Reserve
Miscellaneous
Bexlet
2.0 star property
9.0 out of 10, Wonderful, (36)
"Great accommodation with everything I needed. Clean and comfortable. Really close to the beach - a minute’s walk - but tucked away a bit behind shops. Would recommend."
The price is €73
includes taxes & fees
10 Jun - 11 Jun
Bexlet
Miscellaneous
Grace Apartments - Living Rock
3.5 star property
6.8 out of 10, (3)
"I needed immediate help when the sat sav dumped me nearby & my host talked me all the way to the front door which was a huge relief. The accommodation is dated but I knew that from the photos it was very clean though & i was surprised to find all the essentials had ben left. I wasn’t expecting that so had brought it all with me. The bed was very comfortable, the shower was lovely & the washing machine was handy. The area was very noisy though as it is right in town above a bar & I was there at...
Grace Apartments - Living Rock
Fridge, microwave, oven, stovetop
Modern 2 Bedroom Apartment In The Heart Of Historic Hastings Old Town
9.2 out of 10, Wonderful, (104)
"The flat was in a great location and Martyn the host was very helpful. It’s a large, light and airy space with 2 good sized bedrooms and a huge lounge/diner (though we tended to eat in the kitchen). The decor is very neutral & everywhere is very clean. We would definitely stay again."
Modern 2 Bedroom Apartment In The Heart Of Historic Hastings Old Town
Outdoor dining
Converted stable in secluded rural setting.
10.0 out of 10, Exceptional, (120)
"We had a wonderful day at the beautiful converted stables. Extremely peaceful and secluded location, a very well-equipped property, kind arrival treats and fantastic hosts. Thanks very much Nick and Jan!"
Converted stable in secluded rural setting.
Beach
Entire Beach House, beautiful sea views & direct beach access on the Kent coast
10.0 out of 10, Exceptional, (48)
"We had a wonderful stay at T's Beach House. It really is the perfect spot to relax and is spacious enough for all. There was a lovely little selection of toys for our little one to play with too. The beach is literally on the doorstep and sandy shores a short walk or 2 minute drive a way. Therese kept in contact and quickly answered any questions we had. We'd love to return."
Entire Beach House, beautiful sea views & direct beach access on the Kent coast
The Hide Out | Living room
Extraordinary Huts
3.0 star property
9.8 out of 10, Exceptional, (25)
"Loved the hut, enjoyed our stay. I brought a 3 course meal with me. So no need to eat out! Lovely and cosy. I would have liked a small saucepan to do porrige in morning. We managed with a big one!! I also wasnt good with lighting the gas rings. I would prefer a long lighter . And no hooks for towels when wet out of shower. In bedroom there were a few cobwebs and spiders in nooks and crannies. Whilst not scared, I felt these had been on ceiling and edges for some time. However bed very cosy....
The price is €182
includes taxes & fees
3 Jun - 4 Jun
Extraordinary Huts
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Premium holiday home
9.2 out of 10, Wonderful, (37)
"Lovely and clean. Very nice host and helpful. No problems and very well furnished."
Premium holiday home
Property grounds
Character Beamed Country Retreat with self check in/out in historic 1066 country
9.8 out of 10, Exceptional, (193)
"An unusual layout which was very nice. Well provided for and very helpful hosts. Lovely views."
Character Beamed Country Retreat with self check in/out in historic 1066 country
Interior
Superb medieval house with spacious private garden in the centre of Rye
10.0 out of 10, Exceptional, (77)
"This is a lovely house right in the centre of Rye, in walking distance from everywhere. Despite this it is quiet. The house is beautiful and has everything you need."
Superb medieval house with spacious private garden in the centre of Rye
Exterior
A pretty 4* detached rural holiday cottage in the heart of the Kent countryside
10.0 out of 10, Exceptional, (69)
"The let was clinically clean and poorly designed ithe a ground floor shower room / loo accessible through the Kitchen area and lounge and with no upstairs ablution arrangement. The motor exit is EXTREMELY dangerous to the unwary and I would not return for this reason alone"
A pretty 4* detached rural holiday cottage in the heart of the Kent countryside
Exterior
Quaint Cottage in Rye
10.0 out of 10, Exceptional, (92)
"I have stayed here several times and this was another excellent break. Also it is very important to me that the railway and supermarket are close by as I travel by train. Rye is very historical and I learned more about the town on this visit. There is so much to see. Also the Rye Harbour nature reserve is also a big highlight."
Quaint Cottage in Rye
Chalet | Pool
Caravan Nearby Hastings, Coghurst Hall Park
3.0 star property
10.0 out of 10, Exceptional, (1)
"Lovely venue. Close to entertainment and entrance. Beautiful area too. "
The price is €228
includes taxes & fees
24 May - 25 May
Caravan Nearby Hastings, Coghurst Hall Park
View from property
Coastguard Cottage With Sea Views
9.8 out of 10, Exceptional, (47)
"We spent 3 nights in this lovely cottage within the country Park, the cottage is incredibly well equipped in the kitchen , the views are amazing, all the way along the coast, Pett levels, Rye, Camber sands, Dungeness and in one particularly clear night France! Karen responded to queries immediately and was an excellent host. I certainly recommend this cottage."
Coastguard Cottage With Sea Views
Deluxe Studio Suite
Boutique Nights Willow
3.0 star property
9.0 out of 10, Wonderful, (2)
"Only internet don’t work properly but the room is the best you can have very happy "
Boutique Nights Willow
Exterior
Secluded Farmhouse set in 300 acres, sleeps 11 comfortably, and up to 14 people.
10.0 out of 10, Exceptional, (12)
"Wonderful house, just right for our extended family. The house was very well equipped and in a lovely location. Kelly was there to welcome us and to make sure that we knew where everything was."
Secluded Farmhouse set in 300 acres, sleeps 11 comfortably, and up to 14 people.
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See all available properties in Winchelsea
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Winchelsea you may be interested in

Luxury Suite, Ensuite, River View (Heron)
Winchelsea Lodge
3.0 star property
8.6 out of 10, Excellent, (233)
"Room quite adequate. Clean. Didn't see AC, but fortunately did not need. Breakfast portions outstanding"
The price is €133
includes taxes & fees
26 May - 27 May
Winchelsea Lodge
Superior Double Room, 1 Double Bed, Sea View
The Burlington Hotel
3.0 star property
7.6 out of 10, Good, (686)
"Easy check in, room is spacious and clean , bathroom is big. It’s hot in the room but they provided us electric fan when we requested."
The price is €48
includes taxes & fees
27 May - 28 May
The Burlington Hotel
Pool
Hythe Imperial Hotel Spa & Golf
4.0 star property
8.8 out of 10, Excellent, (1003)
"Very enjoyable stay however the hotel bar is bland looking. More could be done to make the bar more appealing and decorative "
The price is €86
includes taxes & fees
23 Jun - 24 Jun
Hythe Imperial Hotel Spa & Golf
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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, apart-hotels, 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 €73 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?

Cosy 3-bed Caravan,combe Haven st Leonards on sea: This holiday home rental outside of Winchelsea offers a fireplace, a private garden and free WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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 Pett Level Beach are a couple of lovely local spots to get outside and enjoy nature. High Weald and Church of St Thomas a Becket 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.

Recent reviews of Winchelsea properties
Expedia verified reviews

The Grand Hotel Eastbourne

The Grand Hotel Eastbourne

5/5 Excellent
Proper British Hotel
"Traditional proper British hotel. Given interior room without ability to open blinds- somewhat dark. But overall it was “an experience “. At 65 years old, we were the youngest in the hotel!!! Excellent breakfast!"
A verified traveller stayed at The Grand Hotel Eastbourne
Posted 1 day ago
The Grand Hotel Eastbourne