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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 392 Vacation Homes in Winchelsea with updated reviews, rates, and availability.

A fabulous Grade II listed converted 14th Century pub. Child and pet friendly
Outdoor dining

A fabulous Grade II listed converted 14th Century pub. Child and pet friendly

9.6 out of 10, Exceptional, (4)
"We booked Mary's wonderful house for a weekend away in December for a catch up with old friends (12 of us in total). We had an amazing time and really recommend the house. It has lots of character from being an old pub called The Star and the rooms were really comfy with almost all of them having their own ensuite bathroom. The kitchen is well equipped and spacious for cooking even for 12 people and we loved the fireplace and piano in the main living room. We didn't get out much due to storms...
A fabulous Grade II listed converted 14th Century pub. Child and pet friendly
Secluded Farmhouse set in 300 acres, sleeps 11 comfortably, and up to 14 people.
Exterior

Secluded Farmhouse set in 300 acres, sleeps 11 comfortably, and up to 14 people.

10.0 out of 10, Exceptional, (22)
"The house was great for our party of 2 families. We had plenty of space and the house is very well equipped. A lovely clean house and great communication with the host. We enjoyed exploring the local area and the house was located well for this. The driveway down had lots of bumps and pot holes which you need to be careful of especially in the dark but other than this wouldn’t change a thing."
Secluded Farmhouse set in 300 acres, sleeps 11 comfortably, and up to 14 people.
Tollgate Farm Kent: country house, grounds and hot tub
Tollgate Farm

Tollgate Farm Kent: country house, grounds and hot tub

10.0 out of 10, Exceptional, (4)
"Tim came to the rescue! We had been planning my daughters Hen celebrations since last October. Everything going to plan until ......... The accommodation we had originally booked had to be cancelled on the day we were due to depart due to no water in the area! Panic! Until we found Tim's property. He was so calm and responded really quickly to my messages. Organised the booking in 4 hours and sent all information over so quickly. The property is stunning pictures don't do it justice . Kitchen is...
Tollgate Farm Kent: country house, grounds and hot tub
Lower Standen Farm by Bloom stays that sleeps 24 guests in 9 bedrooms
Interior

Lower Standen Farm by Bloom stays that sleeps 24 guests in 9 bedrooms

9.8 out of 10, Exceptional, (18)
"We had a wonderful stay, ages 6-75! Perfect for everyone. Equipped with everything you need. 2 dishwashers with lots of people is a godsend. We enjoyed the open fire and the generous supply of wood. Would highly recommend "
Lower Standen Farm by Bloom stays that sleeps 24 guests in 9 bedrooms
Oastbrook Estate Vineyard
Exterior

Oastbrook Estate Vineyard

3.5 star property
10.0 out of 10, Exceptional, (1)
"The property and setting are up there with the best we’ve ever stayed in. There’s loads to do locally and the host will help with this, or you can just relax in the house and grounds. A wonderful experiwnce!!!"
Oastbrook Estate Vineyard
Quiet Location In The Heart Of Eastbourne
Wendy House

Quiet Location In The Heart Of Eastbourne

9.8 out of 10, Exceptional, (46)
"Very nice, cosy accommodation centrally located. As described in the advert. Excellent communication with the owner. Would stay again when we visit Eastbourne."
Quiet Location In The Heart Of Eastbourne
The Beach House
Room

The Beach House

The Beach House
Romantic glamping cabin near beautiful Rye
Outdoor dining

Romantic glamping cabin near beautiful Rye

10.0 out of 10, Exceptional, (26)
"Excellent location Superb stay which is a great bolt hole for a romantic or recharge stay.The property had everything you needFantastic stay & well relaxed"
Romantic glamping cabin near beautiful Rye
76 The Mint - Four Bedroom House, Sleeps 6
Room

76 The Mint - Four Bedroom House, Sleeps 6

10.0 out of 10, Exceptional, (1)
"We are a group of 5 ladies who have been friends for 35 years and love our weekends away . Rye is a fabulous place and the house in a perfect location in Rye. The house has been decorated and designed so well with plenty of space for 5.Maybe a little snug in the sitting room but we managed to get cosy. The beds are extremely comfortable with lovely quality linen. Check in was ok, although we did need to ask for help as the directions to find the right gate weren’t altogether clear. We got...
76 The Mint - Four Bedroom House, Sleeps 6
Riverside escape Iden Rye
Outdoor dining

Riverside escape Iden Rye

10.0 out of 10, Exceptional, (1)
"We had the most amazing stay. The property is beautifully decorated outside as well as the inside. Will make the perfect stay with family or friends. Extra bonus is we were able to swim in the river using our own pontoon. Cant recommend enough!"
Riverside escape Iden Rye
Blackford Farm Cottage
Living area

Blackford Farm Cottage

10.0 out of 10, Exceptional, (2)
"The cottage was absolutely lovely, full of character and charm, lots of antiques and everything you could possibly need. The location is nice and quiet and there is so much to do nearby."
The price is AED 2,696
AED 2,696 total
includes taxes & fees
28 Feb - 1 Mar
Blackford Farm Cottage
Family & Pet Friendly Home Direct On A Lovely Sandy Beach
View of the beach at low tide from the back of our garden

Family & Pet Friendly Home Direct On A Lovely Sandy Beach

9.2 out of 10, Wonderful, (58)
"Brilliant location for mixed aged family group, kids and parents loved the beach.Plenty of rooms and space for the kids to play and older family member to find quiet space. "
Family & Pet Friendly Home Direct On A Lovely Sandy Beach
Our charming & comfortable old Manor house sleeps up to 20, with Jacuzzi & Pool.
Exterior

Our charming & comfortable old Manor house sleeps up to 20, with Jacuzzi & Pool.

10.0 out of 10, Exceptional, (8)
"Very responsive property manager who really went the extra mile (thank you)! A beautiful house full of character."
Our charming & comfortable old Manor house sleeps up to 20, with Jacuzzi & Pool.
T's Beach House Beautiful sea views and direct beach access
Gransdson loves our beautiful beach

T's Beach House Beautiful sea views and direct beach access

10.0 out of 10, Exceptional, (55)
"Overall good with one caveat and a slight disappointment. The house was very comfortable to live in for a week, very well equipped, lovely lounge, comfortable kitchen, conservatory and outside space for all the family. The one issue for us were the quality of the mattresses. The upstairs main bedroom was way too soft,and the downstairs front bed also too soft. The other issue, not to do with the property was there was a warning on the beach not to go into the water because of poor water...
T's Beach House Beautiful sea views and direct beach access
Superb medieval house with spacious private garden in the centre of Rye
15th century frontage

Superb medieval house with spacious private garden in the centre of Rye

10.0 out of 10, Exceptional, (83)
"Can’t recommend this place enough. We had a fantastic stay here for New Year’s Eve. The photos don’t do the place justice - it has so much space, and so much character. The location is unbeatable on the iconic Mermaid Street, 5 minutes from the station. Easy check in process. Would so recommend for a large group looking for a stay in Rye. "
Superb medieval house with spacious private garden in the centre of Rye
Beautiful Countryside cottage
Property grounds

Beautiful Countryside cottage

10.0 out of 10, Exceptional, (6)
"Property was lovely & comfortable.well equipped.Nice and clean.host was lovely and couldnt do enough but left us to enyoy the break.was at hand if needed.Perfect for the dogs.would recommend and stay again"
Beautiful Countryside cottage
Craythornes - a holiday let by Bloom Stays that sleeps 18 guests in 5 bedrooms
Exterior

Craythornes - a holiday let by Bloom Stays that sleeps 18 guests in 5 bedrooms

9.6 out of 10, Exceptional, (7)
"We hired the house for the weekend for a group of 10 adults and 11 children. The house is incredibly spacious whilst being cozy and comfortable. We all fell in love with the kitchen which had a lovely seating area and pellet burner, a perfect place for a drink and a chat. The house is really well equipped with everything you could imagine needing. Sarah was incredibly helpful and great at communicating. I would highly recommend the house and the area for a weekend away. "
Craythornes - a holiday let by Bloom Stays that sleeps 18 guests in 5 bedrooms
Pass the Keys | New Ivy Cottage Wonderful Beaches and Golf Courses
Exterior

Pass the Keys | New Ivy Cottage Wonderful Beaches and Golf Courses

10.0 out of 10, Exceptional, (1)
"Highly recommended, we loved the house, it was perfect for our needs. "
Pass the Keys | New Ivy Cottage Wonderful Beaches and Golf Courses
DADIO's Barn - Indoor Swimming Pool 400 Years Old & Hot tub
Front of house

DADIO's Barn - Indoor Swimming Pool 400 Years Old & Hot tub

9.8 out of 10, Exceptional, (12)
"We had a lovely Christmas stay with our family, plenty of room nicely decorated for Christmas. The swimming pool was a bonus we all had great fun in the pool. A nice welcome food and drink basket..Would recommend "
DADIO's Barn - Indoor Swimming Pool 400 Years Old & Hot tub
KINARA in CAMBER. 5-BED DESIGNED HOUSE BY THE SEA.
Interior

KINARA in CAMBER. 5-BED DESIGNED HOUSE BY THE SEA.

9.6 out of 10, Exceptional, (13)
"We had a fantastic stay at this property! The house was clean, comfortable, and exactly as described in the listing. It had everything we needed for a relaxing getaway. The location was perfect, and the amenities were top-notch.The host was incredibly responsive and went above and beyond to ensure we had a great experience. Any questions we had were answered promptly, and it was clear they truly care about their guests’ comfort."
KINARA in CAMBER. 5-BED DESIGNED HOUSE BY THE SEA.
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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Other property types in Winchelsea

Vive Hotel
Reception

Vive Hotel

4.0 star property
7.6 out of 10, Good, (74)
"Clean spacious room center of town"
The price is AED 340
AED 408 total
includes taxes & fees
6 Mar - 7 Mar
Vive Hotel
Pinewood Camping Pods - At Port Lympne Reserve
Exterior

Pinewood Camping Pods - At Port Lympne Reserve

2.0 star property
9.6 out of 10, Exceptional, (21)
"The pod was Cody and warm. We loved being so close to the lions and hearing them roar ! My family and I loved the whole adventure ! "
The price is AED 536
AED 643 total
includes taxes & fees
24 Feb - 25 Feb
Pinewood Camping Pods - At Port Lympne Reserve
A fabulous Grade II listed converted 14th Century pub. Child and pet friendly
Outdoor dining

A fabulous Grade II listed converted 14th Century pub. Child and pet friendly

9.6 out of 10, Exceptional, (4)
"We booked Mary's wonderful house for a weekend away in December for a catch up with old friends (12 of us in total). We had an amazing time and really recommend the house. It has lots of character from being an old pub called The Star and the rooms were really comfy with almost all of them having their own ensuite bathroom. The kitchen is well equipped and spacious for cooking even for 12 people and we loved the fireplace and piano in the main living room. We didn't get out much due to storms...
A fabulous Grade II listed converted 14th Century pub. Child and pet friendly
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.