A wall covered with dense green ivy and grass in front of it.

Search Holiday Rentals in Chillenden

Q: What are some of the best holiday rentals that Chillenden has to offer?

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

Where to?

Dates

November 2026

December 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Chillenden holiday rentals

A room with a bay window overlooking a pier and beach.

1. The Clarendon Hotel

Deal

Frank

includes taxes & fees

7 Dec - 8 Dec

A bedroom with a bed, a chair, a desk, a fireplace, and a window with a view of greenery.

2. Dover Town Rooms

Dover

Andrew

includes taxes & fees

8 Nov - 9 Nov

A coastal promenade with a rocky beach, a wooden walkway, and a cliff with buildings on top.

3. St Margaret's 2-bed Chalet - Sleeps 4 & Pets ok

Dover

Jan-Willem

includes taxes & fees

25 Nov - 26 Nov

A compact, wooden interior with a kitchenette, a gray sofa, and a bed.

4. Be engrossed in nature in a tranquil, off-grid glamping experience in Canterbury

Preston

Charlie

includes taxes & fees

8 Nov - 9 Nov

A garden patio with a rectangular pond, stone tiles, and outdoor furniture.

5. Converted Granary in SE Kent UK

Lyminge, nr Folkestone

Sian E.

includes taxes & fees

10 Nov - 11 Nov

A black door with a white pediment and columns, set in a brick building.

6. Old Town House by Ezestays

Margate Old Town

maggi

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with white cabinets, a wooden dining table, and a large wall clock.

7. Newly Built & Stunning Ground Floor Property

Westbrook

Rene

includes taxes & fees

16 Nov - 17 Nov

8. Splendid studio at Florence House | Heart of Herne Bay | 300m to beach

Herne Bay

Shaun

includes taxes & fees

8 Nov - 9 Nov

A cozy cabin interior with a sofa, a television, a fireplace, and a window overlooking a garden.

9. The Cabin - log fire cosy home. Sleeps 4

Folkestone

Vicki B.

includes taxes & fees

8 Nov - 9 Nov

A wooden table and chairs set outdoors with a view of a building with white and dark wooden siding.

10. Bonnington Cottage by Bloom Stays - sleeps 4 guests in 2 bedrooms

Canterbury

Justine C.

A patio with a bench, chairs, and potted plants.

11. 1 bedroom accommodation in Kingston, near Canterbury

Kingston, near Canterbury

David Brick

includes taxes & fees

9 Nov - 10 Nov

A bedroom with a bed, two bedside lamps, a nightstand, a wall painting, and a power outlet.

12. Coastal Escape

Deal

Tracey

includes taxes & fees

15 Nov - 16 Nov

A neatly made bed with a grey blanket and two pillows with a leaf pattern.

13. Pet-friendly Cottage, Garden & Kent Countryside

Dover

includes taxes & fees

8 Nov - 9 Nov

A cozy living room with a sofa, a white furry chair, a wooden table, and a fireplace.

14. Pinewood Camping Pods - At Port Lympne Reserve

Hythe

Lesley

includes taxes & fees

18 Nov - 19 Nov

An open door to a dining area with a table, chairs, and a kitchen visible through the window.

15. Kent Coast Stays

Birchington-on-Sea

Neil

includes taxes & fees

8 Nov - 9 Nov

A dining table with two chairs, a wine bottle, and two wine glasses set for two.

16. Eco Aparthotel - Grande Studio 7

Folkestone

Cecilia F.

includes taxes & fees

8 Nov - 9 Nov

17. Grand Apartment at Florence House | Heart of Herne Bay |300m to beach | King bed

Herne Bay

Chaminda W.

includes taxes & fees

9 Nov - 10 Nov

A wide sandy beach with buildings along the shore.

18. Very popular modern 2 bedroom apartment sleeps 4 located opposite Deal Pier.

Deal

Colin N.

includes taxes & fees

8 Nov - 9 Nov

19. Grand Georgian Suite at Florence House | Heart of Herne Bay | 300m from beach

Herne Bay

John

includes taxes & fees

9 Nov - 10 Nov

A traditional brick house with a river in front, surrounded by well-maintained grass and colorful flower beds.

20. Jestico's, stylish 5 starlux, Very Centrally located, Historical 1 FOC Parking

Canterbury

Jesse W.

includes taxes & fees

8 Nov - 9 Nov

View all properties

Find holiday rentals that suit your style

Top Chillenden Hotel Reviews

A waterfront restaurant with outdoor seating and a view of the water.

The Pegwell Bay Hotel

West Cliff

10/10 Excellent

Veronique

A garden with various plants and flowers, a brick wall, and a statue.

St Peters Bed and Breakfast

Sandwich

10/10 Excellent

We had a comfortable and friendly stay at St Peter’s B&B. We were given a ground floor converted stable room which was well furnished, comfortable and clean. The ensuite shower was amazing. Both complimentary continental buffet breakfast and hot cooked breakfast of your choice was available. The location was in the centre of Sandwich, less than 5 minutes walk to the shops. The sea is a longer walk but there is no traditional seaside as such. However, Deal which is only 15 minutes drive is...

Ajay

A wooden deck with outdoor seating and umbrellas, overlooking a brick building and trees.

Marquis Of Granby

Dover

10/10 Excellent

Fiona

A cozy room with a wicker sofa, a small table, and a variety of potted plants.

Churchill Guest House

Dover

10/10 Excellent

Erica

A bar area with wooden bar counter, multiple stools, and a variety of bottles and glasses on shelves.

The Bell Hotel

Sandwich

10/10 Excellent

Zoe

A modern restaurant interior with wooden paneling, pendant lighting, and a bar area with a copper faucet.

Holiday Inn Dover by IHG

Dover

10/10 Excellent

CLAIRE

A rustic wooden interior with multiple dining tables and chairs, wooden beams on the ceiling, and a chalkboard menu.

The Victoria Hotel

Canterbury

10/10 Excellent

Jane

An outdoor dining area with wooden tables and chairs, surrounded by greenery and a brick wall.

Corner House

Canterbury

10/10 Excellent

Karl

A hallway with a checkered floor, a dining area with a table and chairs, and framed pictures on the walls.

The Wincheap

Canterbury

10/10 Excellent

The B&B is located a few minutes from Canterbury East train station and is also close to the centre of town. The room was well-furnished with fresh water in a jug (with lemon!), kettle, TV and a hairdryer. All the nice touches added up! The host, Terry, was very warm and a good conversationalist. He gave me a map when I arrived and explained how to get into town to start exploring. There were also good options for breakfast. 10/10 - would stay again!

Anna

A stone building with a brick archway covered in ivy.

Howfield Manor Hotel

Canterbury

10/10 Excellent

GARY

Find out more about Chillenden

Everything you need to know about Chillenden holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chillenden holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chillenden holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chillenden holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chillenden holiday rentals we have selected for you start as low as £66 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chillenden rentals

At Expedia, we put the best Chillenden holiday 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 holiday.

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.

Frequently Asked Questions

Can I find holiday rentals in Chillenden?

Yes, there are holiday rentals close to the most popular sights in Chillenden, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chillenden has to offer?

Dover Town Rooms: This holiday 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 wider area.

What’s a holiday rental in Chillenden like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chillenden. Holiday rentals feature amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.

Search Holiday Rentals in Chillenden

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chillenden holiday rentals

1. The Clarendon Hotel

2. Dover Town Rooms

3. St Margaret's 2-bed Chalet - Sleeps 4 & Pets ok

4. Be engrossed in nature in a tranquil, off-grid glamping experience in Canterbury

5. Converted Granary in SE Kent UK

6. Old Town House by Ezestays

7. Newly Built & Stunning Ground Floor Property

8. Splendid studio at Florence House | Heart of Herne Bay | 300m to beach

9. The Cabin - log fire cosy home. Sleeps 4

10. Bonnington Cottage by Bloom Stays - sleeps 4 guests in 2 bedrooms

11. 1 bedroom accommodation in Kingston, near Canterbury

12. Coastal Escape

13. Pet-friendly Cottage, Garden & Kent Countryside

14. Pinewood Camping Pods - At Port Lympne Reserve

15. Kent Coast Stays

16. Eco Aparthotel - Grande Studio 7

17. Grand Apartment at Florence House | Heart of Herne Bay |300m to beach | King bed

18. Very popular modern 2 bedroom apartment sleeps 4 located opposite Deal Pier.

19. Grand Georgian Suite at Florence House | Heart of Herne Bay | 300m from beach

20. Jestico's, stylish 5 starlux, Very Centrally located, Historical 1 FOC Parking

Find holiday rentals that suit your style

Top Chillenden Hotel Reviews

The Pegwell Bay Hotel

10/10 Excellent

Find out more about Chillenden

Chillenden holiday rentals: An excellent choice for every season

How to find incredible deals on Chillenden rentals

Frequently Asked Questions

Can I find holiday rentals in Chillenden?

What are some of the best holiday rentals that Chillenden has to offer?

What can I see and do in Chillenden?

What’s a holiday rental in Chillenden like?