A rural village with houses, green fields, and a rainbow in the sky.

Search Holiday Rentals in Chestfield

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

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

Dates

November 2026

December 2026

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Our top choices for Chestfield holiday rentals

A beach with a wooden walkway leading to the water, a signpost, and a distant view of the sea.

1. 59 Whitstable - One Bedroom Ground Floor Flat

Whitstable

includes taxes & fees

10 Nov - 11 Nov

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

Herne Bay

Shaun

includes taxes & fees

10 Nov - 11 Nov

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

Herne Bay

John

includes taxes & fees

9 Nov - 10 Nov

A neatly arranged bedroom with a wooden headboard, a bedside table with a lamp, a bed with a beige duvet and pillows, a window with a view of the outside, and a radiator.

4. Hogwarts Bed and Continental Breakfast

Sheerness

John

includes taxes & fees

9 Nov - 10 Nov

5. 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 compact living space with a red sofa, a black leather couch, and a TV on a wooden stand.

6. Two minutes from beach. Cosy pet-friendly cottage in cool location with garden.

Whitstable

Joanne P.

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with a large island, a skylight, and a view of the sea.

7. Coast Guard House

Herne Bay

includes taxes & fees

11 Nov - 12 Nov

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

8. The Clarendon Hotel

Deal

Frank

includes taxes & fees

9 Dec - 10 Dec

A living room with a sofa, a glass coffee table, a fireplace, and a TV displaying 'NETFLIX'.

9. 3-bedroom home with free parking

Canterbury

Nancy M.

includes taxes & fees

6 Dec - 7 Dec

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

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

Preston

Charlie

includes taxes & fees

9 Nov - 10 Nov

A wooden pier extending into a calm sea at sunset with a boat named 'KIKI' docked at the end.

11. 59a Whitstable - One Bedroom Flat With Balcony

Whitstable

Victoria

includes taxes & fees

9 Nov - 10 Nov

A round glass table with metal legs, two beige chairs, and a brick wall with climbing plants and yellow and red ornaments.

12. 1 Bedroom apartment with a 5 minute walk into the town. Enclosed garden.

Faversham

Conor R.

includes taxes & fees

9 Nov - 10 Nov

A living room with two grey sofas, a red cushion, a black coffee table, a fireplace, and a television.

13. 2 Bedroom City Centre Cottage set in a Private Courtyard

Canterbury

Caren S.

includes taxes & fees

9 Nov - 10 Nov

An outdoor dining area with a table set for four, surrounded by greenery and a white brick wall.

14. Arthouse

Canterbury

Anonymous traveller

includes taxes & fees

23 Nov - 24 Nov

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

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

Canterbury

Jesse W.

includes taxes & fees

22 Nov - 23 Nov

A beach with a pier, a lighthouse, and a building with a white facade.

16. 1 bedroom accommodation in Herne Common, near Herne Bay

Herne Common, near Herne Bay

Phil

includes taxes & fees

13 Nov - 14 Nov

A kitchen counter with a three-tiered cake stand, two glasses, and two plates with red designs.

17. Mabel

Whitstable

includes taxes & fees

11 Nov - 12 Nov

A bedroom with a bed, a desk, and a window with curtains.

18. 3 Bedroom Entire House in Central Canterbury

Canterbury

Jess P.

includes taxes & fees

29 Nov - 30 Nov

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

19. Kent Coast Stays

Birchington-on-Sea

Neil

includes taxes & fees

9 Nov - 10 Nov

A brick building with a glass door entrance, a wooden bench outside, and a sign reading 'Half Turn Cottage.'

20. 2 bedroom accommodation in Whitstable

Whitstable

Elizabeth Stevens

includes taxes & fees

12 Nov - 13 Nov

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Find holiday rentals that suit your style

Top Chestfield Hotel Reviews

Duke of Cumberland

Whitstable

10/10 Excellent

Karen

A bedroom with a bed, a chair, a desk, a painting, and a view of the outside.

Hotel Continental

Whitstable

10/10 Excellent

Leigh

A spacious indoor dining area with high ceilings, wicker pendant lighting, and numerous potted plants on shelves.

Marine Hotel

Whitstable

10/10 Excellent

Justine

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 cathedral with a clock tower and a lawn with a table and chairs.

Canterbury Cathedral Lodge

Canterbury

10/10 Excellent

It was the first visit to Canterbury for my friend and myself . The Cathedral Lodge was so lovely. The staff were super helpful, the hotel was spotless, the breakfast was excellent. It was quite novel to be let i and out of the main gate by police but at least you felt secure. We also went on a punt trip up the river Stour. It was a beautiful sunny day and Luke , our punter, was informative and funny and very caring as i have mobility issues. We ate at several pubs and restaurants, especially...

Ellen

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 historic building with Gothic architecture, including pointed arches and a clock tower.

Cathedral Gate Hotel

Canterbury

10/10 Excellent

We interacted with many staff and all were always utterly and consistently professional and lovely. The building is wonderfully historical in architecture and construction. The modern elements are subtle and executed perfectly for example some choice carpeting. The rooms feel the most contemporary but very comfortably neutral in style. The heavily sloping low ceiling and creaky floor boards keep you in the past. We found the rooms to be perfectly quiet despite the great convenience of the...

Glenn

A dining table set with plates, glasses, and cutlery, with a fireplace in the background.

The White Horse

Faversham

10/10 Excellent

Aaron

A stone building with a brick archway covered in ivy.

Howfield Manor Hotel

Canterbury

10/10 Excellent

GARY

A hotel entrance with a wooden floor, a central seating area, and decorative lighting.

The Falstaff Hotel

Canterbury

10/10 Excellent

Can’t fault our stay. Warm welcome at check in, very quick and easy to find our accommodation. Suite was bright, thoughtfully decorated and very very clean. All the information we needed about the hotel and services was either communicated directly or left in the room for us to read. Complimentary hot drinks, warm room and comfortable bed. Nicely equipped bathroom and a hairdryer which was really appreciated. Breakfast was really good and so quick. Never received a full English breakfast as...

Flynn

A cozy room with a fireplace, a green sofa, a round table, and a blue chair.

Best Western Abbots Barton Hotel

Canterbury

10/10 Excellent

angela

Find out more about Chestfield

Everything you need to know about Chestfield 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 Chestfield 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 Chestfield holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chestfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chestfield. 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 Chestfield 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 Chestfield holiday rentals we have selected for you start as low as £70 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chestfield rentals

At Expedia, we put the best Chestfield 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 Chestfield 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 Chestfield 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 Chestfield. 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

Are there holiday rentals in Chestfield?

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

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

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

What can I see and do in Chestfield?

While exploring the area, visit family-friendly sights like Howletts Wild Animal Park, or get outside and enjoy nature at West Blean & Thornden Woods. In the wider area, you’ll find Chestfield Golf Club and Tankerton Beach.

What are holiday rentals like in Chestfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chestfield. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family gatherings.

Search Holiday Rentals in Chestfield

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chestfield holiday rentals

1. 59 Whitstable - One Bedroom Ground Floor Flat

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

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

4. Hogwarts Bed and Continental Breakfast

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

6. Two minutes from beach. Cosy pet-friendly cottage in cool location with garden.

7. Coast Guard House

8. The Clarendon Hotel

9. 3-bedroom home with free parking

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

11. 59a Whitstable - One Bedroom Flat With Balcony

12. 1 Bedroom apartment with a 5 minute walk into the town. Enclosed garden.

13. 2 Bedroom City Centre Cottage set in a Private Courtyard

14. Arthouse

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

16. 1 bedroom accommodation in Herne Common, near Herne Bay

17. Mabel

18. 3 Bedroom Entire House in Central Canterbury

19. Kent Coast Stays

20. 2 bedroom accommodation in Whitstable

Find holiday rentals that suit your style

Top Chestfield Hotel Reviews

Duke of Cumberland

10/10 Excellent

Find out more about Chestfield

Chestfield holiday rentals: An excellent choice for every season

How to find incredible deals on Chestfield rentals

Frequently Asked Questions

Are there holiday rentals in Chestfield?

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

What can I see and do in Chestfield?

What are holiday rentals like in Chestfield?