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Chillenden Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Chillenden vacation rentals

Chalet | Private kitchen | Fridge, microwave, oven, stovetop
2 Bed Chalet, St Margaret's at Cliffe, South Coast

Chalet in Dover

2 Bed Chalet, St Margaret's at Cliffe, South Coast
3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect!"
United States
Julian
The price is ￥134,628
￥151,483 total
includes taxes & fees
Jan 2 - Jan 3, 2026
2 Bed Chalet, St Margaret's at Cliffe, South Coast
Economy Single Room, Shared Bathroom, Garden View (1) | 1 bedroom
Dover Town Rooms

Vacation Home in Dover

Dover Town Rooms
2.5 star property
8.4 out of 10, Very Good, (79)
"Great place A little noisy at night "
United States
Christina
The price is ￥6,321
￥13,906 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Dover Town Rooms
Deluxe Room
Aspendos Hotel

Aparthotel in Sturry

Aspendos Hotel
2.0 star property
The price is ￥15,235
￥18,282 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Aspendos Hotel
Deluxe Suite, 2 Bedrooms, Sea View | Beach/ocean view
The Clarendon Hotel

Aparthotel in Deal

The Clarendon Hotel
4.0 star property
8.8 out of 10, Excellent, (101)
"Nice, clean hotel with good rooms."
United Kingdom
James
The Clarendon Hotel
Exterior detail
2 bed Cosy cottage in the village of mersham Ashford nextdoor to pub and shop.

Cottage in Mersham

2 bed Cosy cottage in the village of mersham Ashford nextdoor to pub and shop.
10.0 out of 10, Exceptional, (3)
"WE had an excellent stay with our two young grandchildren. It was perfectly located as we had visited Chatham historic dockyard and spending the next day at Tenterden heritage railway. So much so the youngest wanted to stay an extra night! The description is spot on, Our host extremely helpful with local knowledge. Highly recommend "
United Kingdom
Malcolm T.
The price is ￥22,754
￥31,392 total
includes taxes & fees
Jan 1 - Jan 2, 2026
2 bed Cosy cottage in the village of mersham Ashford nextdoor to pub and shop.
Standard Room, 1 Queen Bed | Premium bedding, down comforters, Select Comfort beds, blackout drapes
Old Town House by Ezestays

Aparthotel in Margate Old Town

Old Town House by Ezestays
2.5 star property
9.8 out of 10, Exceptional, (36)
"Great location and lovely hotel "
United States
Claire Langley
The price is ￥21,332
￥25,598 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Old Town House by Ezestays
Terrace/patio
Converted Granary in SE Kent UK

Vacation Home in Lyminge, nr Folkestone

Converted Granary in SE Kent UK
10.0 out of 10, Exceptional, (64)
"The Granary was a very comfortable place to stay. It had a good atmosphere and was well equipped. And it also offered very comfortable beds - the best we have ever slept in! And last but not least: the owners are very warm, friendly and generous people."
Netherlands
Dick T.
The price is ￥18,014
￥27,706 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Converted Granary in SE Kent UK
Garden
Pinewood Camping Pods - At Port Lympne Reserve

Camping in Hythe

Pinewood Camping Pods - At Port Lympne Reserve
2.0 star property
9.4 out of 10, Exceptional, (30)
"The staff are so friendly and helpfull and we all enjoyed out stay."
United Kingdom
georgina
The price is ￥26,704
￥32,045 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Pinewood Camping Pods - At Port Lympne Reserve
Smart TV, fireplace, stereo
The Cabin - log fire cosy home. Sleeps 4

Cabin in Folkestone

The Cabin - log fire cosy home. Sleeps 4
2.0 star property
The price is ￥18,877
￥22,248 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Cabin - log fire cosy home. Sleeps 4
Cottage | Interior
Swallow Cottage

Cottage in Herne Bay

Swallow Cottage
3.5 star property
The price is ￥67,335
￥80,802 total
includes taxes & fees
Jan 24 - Jan 25, 2026
Swallow Cottage
Apartment | Exterior
Apt - Sleeps 4/5 - Garden - Parking

Apartment in Margate

Apt - Sleeps 4/5 - Garden - Parking
3.0 star property
9.0 out of 10, Wonderful, (6)
"It was a clean place not so close to the beach walking though."
United Kingdom
Elizabeth
The price is ￥14,818
￥24,102 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Apt - Sleeps 4/5 - Garden - Parking
Villa, Ensuite, City View (Arthouse) | Private kitchen | Highchair
The Arthouse

Apartment in Canterbury

The Arthouse
3.0 star property
9.0 out of 10, Wonderful, (16)
"It was clean and comfortable with everything you need for the stay. "
United Kingdom
Anonymous traveler
The price is ￥20,191
￥24,229 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Arthouse
Interior
Charming 15th Century cottage in the heart of the Kent countryside!

Cottage in Bridge

Charming 15th Century cottage in the heart of the Kent countryside!
10.0 out of 10, Exceptional, (3)
"Super cozy house with English charm. We really liked it and the hosts are very easy to reach if you need them:)"
Germany
Kevin Z.
The price is ￥37,923
￥50,775 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming 15th Century cottage in the heart of the Kent countryside!
Exterior
1 Bedroom apartment with a 5 minute walk into the town. Enclosed garden.

Apartment in Faversham

1 Bedroom apartment with a 5 minute walk into the town. Enclosed garden.
9.4 out of 10, Exceptional, (3)
"Good acsess to town"
United Kingdom
Sonya
The price is ￥17,908
￥31,181 total
includes taxes & fees
Dec 31 - Jan 1, 2026
1 Bedroom apartment with a 5 minute walk into the town. Enclosed garden.
On the beach
Very popular modern 2 bedroom apartment sleeps 4 located opposite Deal Pier.

Apartment in Deal

Very popular modern 2 bedroom apartment sleeps 4 located opposite Deal Pier.
10.0 out of 10, Exceptional, (39)
"Excellent stay, immaculately clean and fantastic location. Great welcome by Sue. We'll be back!"
United Kingdom
Matt B.
The price is ￥26,546
￥38,766 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Very popular modern 2 bedroom apartment sleeps 4 located opposite Deal Pier.
Outdoor dining
Bonnington Cottage by Bloom Stays - sleeps 4 guests in 2 bedrooms

Cottage in Canterbury

Bonnington Cottage by Bloom Stays - sleeps 4 guests in 2 bedrooms
9.6 out of 10, Exceptional, (11)
"The cottage was in a lovely quiet location, and perfectly located for exploring. Our main reason for visiting was to visit some of the zoos Kent has to offer and this was perfectly located for this, as we visited Port Lympne, Howletts, Wingham and Wildwood Kent during our stay. Really nice to have a property with a garden too. Lovely place."
United States
Jo B.
Bonnington Cottage by Bloom Stays - sleeps 4 guests in 2 bedrooms
Interior
Channel View by Bloom Stays - sleeps 2 guests in 1 bedroom

Chalet in Folkestone

Channel View by Bloom Stays - sleeps 2 guests in 1 bedroom
10.0 out of 10, Exceptional, (25)
"Check in easy as we were net at the door by the owners We had a perfect stay as the facilities were exactly as advertised .It was perfect for what we wanted. Extremely comfortable and absolutely It had everything we needed with an added plus of some stunning views"
United Kingdom
Chris W.
The price is ￥59,729
￥59,729 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Channel View by Bloom Stays - sleeps 2 guests in 1 bedroom
Fridge
Rumwold by Bloom Stays - a rural shepherds hut sleeping 2 with amazing views!

Cabin in Ashford

Rumwold by Bloom Stays - a rural shepherds hut sleeping 2 with amazing views!
9.8 out of 10, Exceptional, (39)
"We returned to Rumwold for a 3 night mid week break. It's a lovely location for a relaxing retreat or to visit local attractions. We will keep going back!"
United States
Anonymous traveler
The price is ￥40,393
￥40,393 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Rumwold by Bloom Stays - a rural shepherds hut sleeping 2 with amazing views!
Outdoor banquet area
Winterstoke View, Family and dog Friendly Beach Retreat

Vacation Home in Ramsgate

Winterstoke View, Family and dog Friendly Beach Retreat
5.0 star property
10.0 out of 10, Exceptional, (1)
"Winterstoke is a HUGE house with 4 massive double bedrooms and a large twin room. This does not feel like a holiday rental, it feels like a home. I have never stayed in a property that is so well appointed, every detail is covered. The quality of the house is really fantastic and incredibly comfortable. The back garden is lovely with a great area for entertaining, unfortunately it was freezing so we could not make use of it. We had a baby with us and the owner (sheila) had EVERYTHING...
United Kingdom
David
The price is ￥35,465
￥74,161 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Winterstoke View, Family and dog Friendly Beach Retreat
House, 1 Bedroom, Garden View | Garden
Calm Private Annex Ideal to Work, Rest & Explore

Apartment in Ashford

Calm Private Annex Ideal to Work, Rest & Explore
2.0 star property
The price is ￥16,826
￥20,192 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Calm Private Annex Ideal to Work, Rest & Explore
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 Chillenden Hotel Reviews

Cave Hotel & Golf Resort

Cave Hotel & Golf Resort

10/10 Excellent
"Great staff, great venue, great comfort and a great experience - highly recommend!"
Ben 1-night trip
Posted 6 hours ago
Cave Hotel & Golf Resort

Find out more about Chillenden

Search for holiday rentals in Chillenden on Expedia! You can easily find your home rentals, villas, holiday apartments in Chillenden using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Chillenden?

Yes, we offer vacation rentals close to top points of interest in Chillenden, or you can select a more remote option if you're looking for relaxation.

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

Dover Town Rooms: This vacation home rental outside of Chillenden offers a garden and free WiFi to help you feel comfortable in your new surroundings.

What can I see and do in Chillenden?

While exploring the area, visit family-friendly sights like Wingham Wildlife Park, or get outside and enjoy nature at Betteshanger Park. Lydden Hill Race Circuit and Howletts Wild Animal Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Chillenden like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Chillenden. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a small group gathering.