Estia Villas - Vacation Rentals in Winchelsea
Cottage
10.0
(
34 Reviews
)
1 Bedroom
2 Bathrooms
2 Guests
-
Private Pool -
Oceanfront -
Hot Tub -
Parking
US $187
/Night
7 Nights - $1,309
Bed & Breakfast
8.9
(
122 Reviews
)
3 Bedrooms
2 Bathrooms
9 Guests
269.1 ft²
-
Breakfast -
Parking
-
Internet -
Child Friendly
US $150
/Night
7 Nights - $1,047
Cottage
10.0
(
13 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace -
Kitchen
US $413
/Night
7 Nights - $2,888
Cottage
9.0
(
15 Reviews
)
3 Bedrooms
1 Bathroom
5 Guests
-
Kitchen
-
Internet
-
Child Friendly
-
Laundry
US $159
/Night
7 Nights - $1,110
Cabin
10.0
(
37 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Balcony/Terrace
-
Kitchen
-
Internet
-
TV
US $145
/Night
7 Nights - $1,017
Cottage
10.0
(
11 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Pet Friendly
US $184
/Night
7 Nights - $1,286
Apartment
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
420 ft²
-
Parking
-
Kitchen
-
Internet
-
Child Friendly
US $159
/Night
7 Nights - $1,116
See More Winchelsea Vacation Rentals
Luxury Places to Stay in Winchelsea
Over 100+
Luxury Places to Stay in or Near Winchelsea
US $864
/Night
7 Nights - $6,049
New
Cottage
4 Bedrooms
3 Bathrooms
8 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $815
/Night
7 Nights - $5,707
House
2 Bedrooms
2 Bathrooms
4 Guests
-
Hot Tub
-
Parking
-
View -
Internet
US $616
/Night
7 Nights - $4,314
House
9.9
(
12 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
645.83 ft²
-
Oceanfront
-
Hot Tub
-
Breakfast
-
Parking
US $581
/Night
7 Nights - $4,064
House
9.2
(
9 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1184.03 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Internet
US $577
/Night
7 Nights - $4,039
Cottage
2 Bedrooms
2 Bathrooms
4 Guests
1130 ft²
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Laundry
US $562
/Night
7 Nights - $3,934
US $550
/Night
7 Nights - $3,851
House
2 Bedrooms
2 Bathrooms
4 Guests
-
Hot Tub
-
Parking
-
View
-
Internet
US $524
/Night
7 Nights - $3,670
See More Winchelsea Luxury Vacation Rentals
Find More Winchelsea Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Winchelsea
Over 7+
Top-Rated Vacation Rentals with a Pool in or Near Winchelsea
Apartment
9.7
(
23 Reviews
)
1 Bedroom
2 Bathrooms
2 Guests
452.08 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $153
/Night
7 Nights - $1,071
House
8.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $158
/Night
7 Nights - $1,109
House
3.8
(
21 Reviews
)
3 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
View
US $68
/Night
7 Nights - $476
House
9.6
(
5 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $161
/Night
7 Nights - $1,125
Apartment
2 Bedrooms
1 Bathroom
6 Guests
215 ft²
-
Pool
-
Kitchen
-
Pet Friendly
-
Child Friendly
US $330
/Night
7 Nights - $2,310
Apartment
3 Bedrooms
2 Bathrooms
8 Guests
215 ft²
-
Pool
-
Kitchen
-
Pet Friendly
-
Child Friendly
US $274
/Night
7 Nights - $1,917
Cottage
2 Bedrooms
1 Bathroom
4 Guests
1130 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $107
/Night
7 Nights - $750
Pet-Friendly Vacation Rentals in Winchelsea
Over 40+
Pet-Friendly Vacation Rentals in or Near Winchelsea
Cottage
9.6
(
18 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Kitchen
-
Internet
-
Pet Friendly
US $238
/Night
7 Nights - $1,663
Apartment
2.0
(
1 Review
)
3 Bedrooms
1 Bathroom
8 Guests
420 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $312
/Night
7 Nights - $2,185
Cottage
2 Bedrooms
2 Bathrooms
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $517
/Night
7 Nights - $3,622
Cottage
2 Bedrooms
2 Bathrooms
4 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $517
/Night
7 Nights - $3,622
New
Cottage
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $352
/Night
7 Nights - $2,467
Apartment
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Kitchen
-
Internet
-
Pet Friendly
US $215
/Night
7 Nights - $1,507
Cottage
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1000 ft²
-
Oceanfront
-
Ocean View
-
Balcony/Terrace
-
View
US $191
/Night
7 Nights - $1,340
See More Pet-Friendly Vacation Rentals in Winchelsea on PetFriendly.io
Large Vacation Homes & Villas in Winchelsea
Over 4+
Large Vacation Homes & Villas in or Near Winchelsea
House
9.4
(
42 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
-
Oceanfront
-
Breakfast
-
Parking
-
Ocean View
US $506
/Night
7 Nights - $3,541
Bed & Breakfast
9.5
(
186 Reviews
)
8 Bedrooms
8 Bathrooms
18 Guests
154.73 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Internet
US $162
/Night
7 Nights - $1,131
House
5 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $417
/Night
7 Nights - $2,917
Apartment
8.0
(
24 Reviews
)
5 Bedrooms
3 Bathrooms
14 Guests
215.28 ft²
-
Parking
-
Internet
-
Pet Friendly
-
Child Friendly
US $210
/Night
7 Nights - $1,472
See More Family Vacation Rentals in Winchelsea on FVR
Winchelsea Vacation Rentals and Airbnb Places to Stay Under $200
Over 35+
Winchelsea Vacation Rentals and Airbnb Places to Stay Under $200
Cottage
9.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $195
/Night
7 Nights - $1,362
Apartment
9.9
(
12 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
236.81 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $136
/Night
7 Nights - $953
Cottage
9.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $197
/Night
7 Nights - $1,379
House
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
420 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $158
/Night
7 Nights - $1,108
House
2 Bedrooms
1 Bathroom
4 Guests
538 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $183
/Night
7 Nights - $1,278
House
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
4 Guests
420 ft²
-
Oceanfront
-
Ocean View
-
View
-
Kitchen
US $149
/Night
7 Nights - $1,045
Cottage
9.8
(
100 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $156
/Night
7 Nights - $1,095
Cottage
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
484 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $151
/Night
7 Nights - $1,059
See More Winchelsea Vacation Rental Deals
Instantly Bookable Vacation Homes in Winchelsea
Over 16+
Instantly Bookable Vacation Homes in or Near Winchelsea
Cottage
9.6
(
4 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Child Friendly
US $298
/Night
7 Nights - $2,084
House
8.8
(
8 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
420 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $328
/Night
7 Nights - $2,298
House
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $496
/Night
7 Nights - $3,475
Cottage
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $245
/Night
7 Nights - $1,717
Cottage
2 Bedrooms
1 Bathroom
4 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $242
/Night
7 Nights - $1,695
Cottage
4.7
(
11 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
-
Kitchen
-
Child Friendly
-
Laundry
-
TV
US $366
/Night
7 Nights - $2,562
House
5.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
-
Kitchen
-
Internet
-
Child Friendly
-
Laundry
US $214
/Night
7 Nights - $1,498
House
3.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
8 Guests
420 ft²
-
Kitchen
-
Pet Friendly
-
Child Friendly
-
TV
US $105
/Night
7 Nights - $734
About Winchelsea Vacation Rentals
With more than 109 Winchelsea vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Winchelsea.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Winchelsea, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Winchelsea. Places to stay near Winchelsea are 359.59 ft² on average, with prices averaging US $269 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Winchelsea with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Winchelsea
| Type | Count |
|---|---|
| Vacation Homes | 52 |
| Cottages | 24 |
| Holiday Apartments | 19 |
| Hotels | 5 |
| Ski Chalet Rentals | 4 |
| B&B | 3 |
| Cabin Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Winchelsea
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Winchelsea.
Weather in Winchelsea
View the weather forecast for Winchelsea before booking your Winchelsea Vacation Rentals to confirm your best time to go.
December - February
High 43°F Low 32°F
March - May
High 61°F Low 36°F
June - August
High 63°F Low 48°F
September - November
High 58°F Low 35°F
Top Attractions Around Winchelsea, GB
Estiavillas offers a large selection of top attractions around Winchelsea. Research things to do on your vacation before you visit Winchelsea.
Winchelsea Beach
St. Thomas the Martyr
Church of St Thomas a Becket
Camber Castle
Camber Sands
Eastbourne Pier
Port Lympne Wild Animal Park and Gardens
Wadhurst Castle
Ashford Designer Outlet
Sissinghurst Castle and Garden
Eastbourne Beach
Sovereign Harbour
The Chapel Down Winery
Hastings Pier
Bodiam Castle
Hastings Castle
Hythe Beach
Great Dixter House and Gardens
Eastbourne Bandstand
Devonshire Park Lawn Tennis Club
Other Places to Stay Near Winchelsea, GB
Complexes around Winchelsea, GB
Winchelsea Vacation Rental Frequently Asked Questions
Which vacation homes in Winchelsea are best for families?
If you are looking for a family-friendly vacation home in Winchelsea, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Winchelsea:
How many vacation rentals are available in Winchelsea?
Currently, the total number of properties listed in 2026 is over 109 in the Winchelsea area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Winchelsea.
