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Chillenden Vacation Rentals

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Check prices for these dates

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

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
$970 nightly
The price is $970
Jan 2 - Jan 3, 2026
Total with taxes and fees
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
$81 nightly
The price is $89
Jan 4 - Jan 5, 2026
Total with taxes and fees
Dover Town Rooms
Deluxe Room
Aspendos Hotel

Aparthotel in Sturry

Aspendos Hotel
2.0 star property
$98 nightly
The price is $118
Dec 30 - Dec 31
Total with taxes and fees
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
$84 nightly
The price is $101
Jan 11 - Jan 12, 2026
Total with taxes and fees
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.
$201 nightly
The price is $201
Jan 1 - Jan 2, 2026
Total with taxes and fees
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
$137 nightly
The price is $164
Jan 1 - Jan 2, 2026
Total with taxes and fees
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.
$177 nightly
The price is $177
Jan 1 - Jan 2, 2026
Total with taxes and fees
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
$171 nightly
The price is $205
Jan 5 - Jan 6, 2026
Total with taxes and fees
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
$143 nightly
The price is $143
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Cabin - log fire cosy home. Sleeps 4
Cottage | Interior
Swallow Cottage

Cottage in Herne Bay

Swallow Cottage
3.5 star property
$431 nightly
The price is $518
Jan 16 - Jan 17, 2026
Total with taxes and fees
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
$129 nightly
The price is $154
Jan 4 - Jan 5, 2026
Total with taxes and fees
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
$129 nightly
The price is $155
Jan 4 - Jan 5, 2026
Total with taxes and fees
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.
$277 nightly
The price is $325
Jan 4 - Jan 5, 2026
Total with taxes and fees
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
$200 nightly
The price is $200
Dec 30 - Dec 31
Total with taxes and fees
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.
$255 nightly
The price is $255
Dec 30 - Dec 31
Total with taxes and fees
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.
$383 nightly
The price is $383
Dec 30 - Dec 31
Total with taxes and fees
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
$259 nightly
The price is $259
Jan 2 - Jan 3, 2026
Total with taxes and fees
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
$396 nightly
The price is $475
Jan 4 - Jan 5, 2026
Total with taxes and fees
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
$108 nightly
The price is $129
Jan 5 - Jan 6, 2026
Total with taxes and fees
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

Dover Marina Hotel & Spa, Tapestry Collection by Hilton

Dover Marina Hotel & Spa, Tapestry Collection by Hilton

10/10 Excellent
"The staff are super friendly and helpful, they were great about storing my luggage until check in and arranging a cab for me after check out ."
Heather 1-night trip
Posted 1 day ago
Dover Marina Hotel & Spa, Tapestry Collection by Hilton

Find out more about Chillenden

Everything you need to know about Chillenden vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chillenden vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chillenden vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chillenden vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chillenden. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chillenden in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $89 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chillenden rentals

At Expedia, we put the best Chillenden vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chillenden rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chillenden vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chillenden. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.