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Winchelsea Vacation Rentals

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Vacation Rentals in Winchelsea

Grogu's Rest - 2 bedrooms with decking sleeps 6

8.8 out of 10, Excellent, (8)
"Caravan was lovely and in a perfect location"
The price is ¥24,156
¥55,299 total
includes taxes & fees
Aug 11 - Aug 12
Grogu's Rest - 2 bedrooms with decking sleeps 6

Osborne Apartments

2.5 star property
9.0 out of 10, Wonderful, (82)
"Warm welcome, comfortable and very clean apartment. Well stocked kitchen for a longer self catering stay. Well situated for town, beach, restaurants etc. loved the fresh fruit in reception and the tea and coffee available. "
Osborne Apartments

Vive Hotel

4.0 star property
7.0 out of 10, Good, (84)
"The property has gone into administration "
Vive Hotel

Pinewood Camping Pods - At Port Lympne Reserve

2.0 star property
9.4 out of 10, Exceptional, (27)
"The staff are so friendly and helpfull and we all enjoyed out stay."
The price is ¥53,753
¥64,504 total
includes taxes & fees
Aug 2 - Aug 3
Pinewood Camping Pods - At Port Lympne Reserve

Bexlet

2.0 star property
8.8 out of 10, Excellent, (47)
"Easy to find on Sat Nav, parking nearby, very light, warm and comfortable, bed a little hard for us oldies. Overall great. Thank you"
The price is ¥13,142
¥15,771 total
includes taxes & fees
Jul 27 - Jul 28
Bexlet

The Bolt Hole Hythe panoramic sea views, parking, garden, 5 min to eurotunnel

8.0 out of 10, Very Good, (1)
"Nice little house, not too far from the huddle and bustle, on a very lovely steep hill( hence the view)"
The price is ¥35,935
¥40,926 total
includes taxes & fees
Jul 21 - Jul 22
The Bolt Hole Hythe panoramic sea views, parking, garden, 5 min to eurotunnel

Waterloo Terrace -Historical luxury apartment in heart of Old Town with balcony.

10.0 out of 10, Exceptional, (3)
"I had a great stay with my wife, kid and dog. Beautifully furnished in antique furniture, modern kitchen and excellent balcony to enjoy a morning coffee in. Right in the middle of Old Town, you are a quick walk away from everything, really.We loved our stay."
Waterloo Terrace -Historical luxury apartment in heart of Old Town with balcony.

A pretty 4* detached rural holiday cottage in the heart of the Kent countryside

10.0 out of 10, Exceptional, (76)
"Comfortable house, beautiful surroundings"
A pretty 4* detached rural holiday cottage in the heart of the Kent countryside

Oastbrook Glamping

2.0 star property
10.0 out of 10, Exceptional, (1)
"Nick and America are wonderful hosts. The bed and pillows were so comfortable. We loved our stay there and cannot wait to go back."
The price is ¥31,609
¥37,931 total
includes taxes & fees
Jul 21 - Jul 22
Oastbrook Glamping

Stunning Holiday Home at Combe Habven

2.0 out of 10, (2)
"Turned up at the caravan park, no one could get the owner on the phone or email, utter waste of time, do not book thisVrbo were very helpful only out 1 star to leave the review"
Stunning Holiday Home at Combe Habven

Extraordinary Huts

3.0 star property
9.6 out of 10, Exceptional, (36)
"Beautiful views and great communication from the owner on how to find it and access your hut. We stayed in The Hive for one night and it was a little dusty, everything needed a deep clean. It didn’t ruin our trip, and would visit again in the hope this was a one off error."
The price is ¥26,706
¥26,706 total
includes taxes & fees
Aug 12 - Aug 13
Extraordinary Huts

Golden Tides Seaside Retreat in Saint Leonards

3.0 star property
Golden Tides Seaside Retreat in Saint Leonards

Humphries Cross Apartments

3.0 star property
9.8 out of 10, Exceptional, (27)
"Lovely accommodation. Relaxing stay. "
Humphries Cross Apartments

16th Century Cottage Situated Opposite The Medieval Landgate Arch

9.6 out of 10, Exceptional, (179)
"The property lies right in the heart of a very cute town. Enjoyed our stay"
16th Century Cottage Situated Opposite The Medieval Landgate Arch

Sandunes 2

9.4 out of 10, Exceptional, (40)
"Beautiful property in a perfect location. Second visit and looking forward to the third!"
Sandunes 2

Big2vacation Exclusive Camber Sands Holiday Park

3.0 star property
The price is ¥35,454
¥42,545 total
includes taxes & fees
Aug 4 - Aug 5
Big2vacation Exclusive Camber Sands Holiday Park

2 bedroomed cottage in Hythe, Kent, close to amenities and beach. Dogs welcome.

10.0 out of 10, Exceptional, (14)
"Always a great stay at Heron Cottage, this was our 5th stay so this must prove we love it!"
2 bedroomed cottage in Hythe, Kent, close to amenities and beach. Dogs welcome.

Lovely beachfront Apartment with private courtyard

9.4 out of 10, Exceptional, (27)
"Just stayed one night, but great location by the beach with shops close by. Quite courtyard for evening drink."
Lovely beachfront Apartment with private courtyard

Tranquil Loft Apartment Overlooking Countryside

3.0 star property
10.0 out of 10, Exceptional, (1)
Tranquil Loft Apartment Overlooking Countryside

Large House, Contractors, Families, Free Parking

10.0 out of 10, Exceptional, (2)
"Sabina’s home was neat, tidy and nicely furnished. She was incredibly accommodating on the run up to our stay, and the house was exactly what we were looking for. Thank you so much! "
Large House, Contractors, Families, Free Parking
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.
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Top Winchelsea Hotel Reviews

Frequently asked questions

Can I find vacation rentals in Winchelsea?

Yes, we have vacation rentals near well known local attractions in Winchelsea, or you can select a more secluded option if you're looking for relaxation. Our travelers say Winchelsea has a good selection of restaurants. Make sure you have time to check out the breweries and gardens during your trip.

What's the top vacation rental that Winchelsea has to offer?

The Bolt Hole Hythe panoramic sea views, parking, garden, 5 min to eurotunnel: This vacation home rental near Winchelsea has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a stovetop and a microwave can make your vacation run smoothly.

How many vacation rentals are there in Winchelsea?

With 5 Expedia vacation rentals, you're sure 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 vacation rental in Winchelsea like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Winchelsea. Vacation rentals feature extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.