Holiday Rentals Winchelsea from £79: Find Short-Term Rentals & Holiday Accommodations

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In two weeks

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Our top choices for Winchelsea holiday rentals

Grogu's Rest - 2 bedrooms with decking sleeps 6

Winchelsea Beach

lindsay r.

includes taxes & fees

28 May - 29 May

Sparrows Den Lodge

Winchelsea

includes taxes & fees

25 Jun - 26 Jun

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

1 Jun - 2 Jun

Chestnut Meadow Camping

Bexhill-on-Sea

Mary

includes taxes & fees

27 May - 28 May

Oastbrook Glamping

Robertsbridge

Sima

includes taxes & fees

31 May - 1 Jun

Ashland - 2 bedrooms with decking sleeps 4

Hastings

includes taxes & fees

27 May - 28 May

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

Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

East Sussex

Mark

includes taxes & fees

29 May - 30 May

The Field View 2 by Tiny Away

Egerton

includes taxes & fees

27 May - 28 May

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Top Winchelsea Hotel Reviews

The Cumberland Hotel

10/10 Excellent

"Nice view and amenities, helpful staff."

The George in Rye

10/10 Excellent

"This is easily the best hotel in Rye, and, in my opinion, one of the best I have had the pleasure of staying at. Like many hotels the food was excellent, the service was excellent the rooms are beautifully decorated and the simple things like having a decent shower or bar are so well catered for. What sets this apart is the vibe of the place, you can feel the history, You can feel the culture that has been created in the team, who really understand customer service. From my first interaction with Harry on reception prior to booking, to checking in and right through every interaction I felt the ten were looking after my wife and I."

The Grand Hotel Eastbourne

8/10 Good

"Beautiful building. Needs updating. Room was big but the bathroom was not up to standard for a 5 star hotel eg water pressure was low, the shower units were dated, no separate shower. Perfect lication. Parking available on a first serve as basis unless you pay £25 for a guaranteed parking per night. Indoor pool was okay but the pressure in the jacuzzi was not strong. Only one steam room and no sauna. Breakfast time was bit hit and miss and had to wait anling time to receive our cooked breakfast. Food at the restaurants was good but pricey given the sane food is a fraction of the price outside. We had scaffolding outside our room as there were building works being carried out and we were not told about this at the time of booking. A bit disappointed about this. Beware, not all rooms have air conditioning. The superior rooms only have a/c and more expensive. Not much by way of activities at the hotel in the evenings. All in all I would say its a 4 star at best. Perhaps once the place is renovated to high standard then it will be a 5 star."

The Burlington Hotel

4/10 Poor

"I am writing to express my disappointment with how our recent room allocation was handled. In February, we made one booking for two rooms while travelling with friends, so we expected the rooms to be close together. I contacted the hotel on 18 February to request adjacent rooms and again on 1 March regarding early check-in, but received no response to either email. At check-in, we understood that early access was unavailable. However, we were disappointed to learn that our friends’ room was on a different floor and far from ours. Despite our earlier requests, no effort appeared to have been made to accommodate us, and reception advised that no changes were possible due to the hotel being fully booked. As someone with previous hotel industry experience, I believe this situation could have been avoided with better room allocation planning. Overall, I found the handling of our request unprofessional and disappointing."

Hythe Imperial Hotel Spa & Golf

10/10 Excellent

"We stayed here on the 19th May ready to talk the shuttle to France. The staff were friendly proffesi and answered any questions. The room was lovely very clean everything you would expect with real comfy beds. The hotel is in the perfect location to walk along the sea front or have a stroll through the gardens at the back. Would highly recommend this hotel and stay again."

Best Western York House Hotel

4/10 Poor

"I was very disappointed with my stay at the Best Western in Eastbourne. The hotel feels very outdated and poorly maintained. There was no air conditioning in the room, only a small fan, which was uncomfortable especially during warmer weather. The room itself looked tired, with old carpets and paint peeling off in places. The bed was made from metal tubes and felt unstable and shaky every time I moved. The mattress was also very old and even stitched in some areas, which did not feel hygienic or comfortable. Breakfast was very basic and not particularly enjoyable. Overall, the hotel did not meet my expectations and certainly did not feel good value for money. I would not choose to stay there again."

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, 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 £79 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.

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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?

Burlington Palace North Wing, Palatial Suites, Velvet Dining Room,: This holiday home rental outside of Winchelsea offers a patio, a BBQ and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, 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 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

Grogu's Rest - 2 bedrooms with decking sleeps 6

Sparrows Den Lodge

White Haven - with 2 double rooms

Chestnut Meadow Camping

Oastbrook Glamping

Ashland - 2 bedrooms with decking sleeps 4

Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

The Field View 2 by Tiny Away

Extraordinary Huts

Pet Friendly Private Cabin Town Eurotunnel Beach

Luxury Shepherds Hut, w/large garden, firepit, & Wi-Fi @ Cedar Gables Campsite

Songbirds

Bexhill Town Centre Flat - Less than 5 mins to the iconic De La Warr Pavillion.

Rumwold by Bloom Stays - a rural shepherds hut sleeping 2 with amazing views!

Bexlet

Seashell Cove - 2 bedrooms sleeps 6

Weeping Willow - 3 bedrooms with decking sleeps 8

Pinewood Camping Pods - At Port Lympne Reserve

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

2 Bedroom Boutique Apartment, close to Le Shuttle & the Port of Dover

Find holiday rentals that suit your style

Top Winchelsea Hotel Reviews

The Cumberland Hotel

Find out more about Winchelsea

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