Holiday rentals near The Chapel Down Winery

We found 1,312 holiday rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

October 2025

November 2025

Find the perfect private holiday rental that's near The Chapel Down Winery. Holiday rentals provide the amenities that you need and want for you and your friends, family or even pets, such as cable TV and a washer and dryer. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - The Chapel Down Winery

Showing deals for:26 Dec - 2 Jan

Main sitting area and fully equipped kitchen

Exceptional

(9 reviews)

Thurnham Keep Stables, Near Leeds Castle

Maidstone, ENG

14% off

for 7 nights, 1 apartment

NZ$283 per night

includes taxes & fees

Exceptional

(5 reviews)

4 Landgate Cottage sleeps 4 in Winchelsea near Rye, East Sussex

Icklesham, England

56% off

for 7 nights, 1 cottage

NZ$351 per night

includes taxes & fees

Exceptional

(27 reviews)

Luxury detached 'Kuschels Cottage' - set in countryside location with great view

Ashford, Kent

69% off

for 7 nights, 1 cottage

NZ$359 per night

includes taxes & fees

Wonderful

(7 reviews)

'The Mews' converted Manor mews situated in a central location with a rural feel

Ashford, ENG

69% off

for 7 nights, 1 cottage

NZ$357 per night

includes taxes & fees

Exceptional

(38 reviews)

Log cabin with hot tub , dog friendly. ideal for walkers or a romantic break

Maidstone, ENG

30% off

for 7 nights, 1 cabin

NZ$453 per night

includes taxes & fees

Exceptional

(59 reviews)

Tranquil Retreat, Two Bedrooms, Two Bathrooms (one en-suite, one shower room)

Hastings, ENG

9% off

for 7 nights, 1 cottage

NZ$346 per night

includes taxes & fees

Exceptional

(20 reviews)

Barn conversion in beautiful, peaceful, rural location with stunning views.

Hailsham, ENG

9% off

for 7 nights, 1 home

NZ$502 per night

includes taxes & fees

Exceptional

(18 reviews)

Pheasant Retreat a beautifull log cabin situated on a working farm in Kent.

Maidstone, ENG

9% off

for 7 nights, 1 cabin

NZ$349 per night

includes taxes & fees

Exceptional

(24 reviews)

Contemporary Restored Cottage in the Heart of Kentish Village

Ashford, England

68% off

for 7 nights, 1 cottage

NZ$253 per night

includes taxes & fees

Exceptional

(105 reviews)

Holiday Chalet, great views, large secluded private garden, near Beaches & Zoo

Ashford, ENG

13% off

for 7 nights, 1 chalet

NZ$274 per night

includes taxes & fees

Exceptional

(9 reviews)

4 Star Luxury Romantic Break - The Pavilion at Brunger House (Dog Friendly)

Tenterden

19% off

for 7 nights, 1 cottage

NZ$407 per night

includes taxes & fees

Exceptional

(80 reviews)

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

Tonbridge

9% off

for 7 nights, 1 cottage

NZ$596 per night

includes taxes & fees

Exceptional

(47 reviews)

Silver Cottage, Hunton. Beautiful, secluded cottage. Idyllic Location. Parking

Maidstone, England

23% off

for 7 nights, 1 cottage

NZ$216 per night

includes taxes & fees

Exceptional

(184 reviews)

16th Century Cottage Situated Opposite The Medieval Landgate Arch

Rye, East Sussex

5% off

for 7 nights, 1 cottage

NZ$351 per night

includes taxes & fees

Exceptional

(32 reviews)

The Annexe -Studio apartment with hot tub in a rural location nr to Leeds Castle

Maidstone

37% off

for 7 nights, 1 apartment

NZ$387 per night

includes taxes & fees

Exceptional

(41 reviews)

Studio in mature English gardens in an area of outstanding natural beauty

Ashford, Kent

8% off

for 7 nights, 1 apartment

NZ$176 per night

includes taxes & fees

Exceptional

(53 reviews)

The Stable Cottage is situated in an Idyllic Rural Location near Woodchurch.

Ashford, England

18% off

for 7 nights, 1 cottage

NZ$312 per night

includes taxes & fees

Exceptional

(59 reviews)

Beautiful Seaside Cottage 1 minute from the beach - The Tides

Rye

45% off

for 7 nights, 1 cottage

NZ$915 per night

includes taxes & fees

A sunny south-facing back garden, perfect for kids and eating outside...

Exceptional

(34 reviews)

Looney Dunes, Camber - 1 min to sand dunes, 2 sunny gardens, 3 bedrooms

Rye, England

19% off

for 7 nights, 1 home

NZ$573 per night

includes taxes & fees

Very good

(5 reviews)

Beautiful caravan located opposite Greatstones stunning beach

Lydd, England

18% off

for 7 nights, 1 home

NZ$233 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - The Chapel Down Winery

The Palace, Ocean Suite

Sleeps 10 · 5 bedrooms · 2 bathrooms

Elegant country family home near Sissinghurst, Scotney and Bodiam Castle

Sleeps 10 · 5 bedrooms · 4+ bathrooms

Top rated rentals - The Chapel Down Winery

Lovely place

Quiet with everything you need. Great bed. Very entertaining wildlife.

Susie F.

Stayed Oct 2024

Premier Host

A beautiful and secluded retreat in the gorgeous Sussex countryside

We had a lovely stay at The Stables. The property is very comfortable, clean, and stylish in design. Lots of interesting history to the area. The hosts are great and extremely helpful and we arrived to snacks and a complimentary bottle of wine. We really enjoyed watching the wildlife which included a range of birds, bunnies, squirrels and the odd badger. Very reasonably priced and we would thoroughly recommend. Thank you!

Sue R.

Stayed Jun 2024

Premier Host

Comfortable

Very easy, the whole booking, arriving and departure went smoothly. We enjoyed our stay very much.

Merv S.

Stayed Oct 2019

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value