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Chestfield Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Chestfield vacation rentals

Miscellaneous
Green Cottages

Green Cottages

Green Cottages
3.0 star property
Sittingbourne
10.0 out of 10, Exceptional, (11)
"Beautiful cottage in a fantastic, friendly village. It had everything we needed and was located close enough to the places we wanted to visit. Good local walks and a really nice pub over the road. We wouldn't hesitate to stay here again if we are in the area."
United Kingdom
Matthew
The price is P19,834
P23,801 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Green Cottages
Property grounds
Countryside Annex- Sleeps 2, Free Parking & Garden

Countryside Annex- Sleeps 2, Free Parking & Garden

Countryside Annex- Sleeps 2, Free Parking & Garden
3.0 star property
Canterbury
10.0 out of 10, Exceptional, (5)
"The flat is very clean and well equipped, the hosts are friendly and helpful, and the area is lovely. I would definitely recommend."
United Kingdom
Dan
The price is P8,370
P10,044 total
includes taxes & fees
Dec 29 - Dec 30
Countryside Annex- Sleeps 2, Free Parking & Garden
View from property
Fishermen's Cottage

Fishermen's Cottage

Fishermen's Cottage
4.0 star property
Deal
Fishermen's Cottage
Interior
Seashell Cottage

Seashell Cottage

Seashell Cottage
3.0 star property
Deal
10.0 out of 10, Exceptional, (1)
The price is P23,805
P28,566 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Seashell Cottage
Garden
Pinewood Camping Pods - At Port Lympne Reserve

Pinewood Camping Pods - At Port Lympne Reserve

Pinewood Camping Pods - At Port Lympne Reserve
2.0 star property
Hythe
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 P10,056
P12,067 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Pinewood Camping Pods - At Port Lympne Reserve
Room
Aspendos Hotel

Aspendos Hotel

Aspendos Hotel
2.0 star property
Sturry
The price is P5,884
P7,061 total
includes taxes & fees
Dec 26 - Dec 27
Aspendos Hotel
Premium bedding, down comforters, Select Comfort beds, blackout drapes
Old Town House by Ezestays

Old Town House by Ezestays

Old Town House by Ezestays
2.5 star property
Margate Old Town
9.8 out of 10, Exceptional, (36)
"Great location and lovely hotel "
United States
Claire Langley
The price is P8,033
P9,639 total
includes taxes & fees
Dec 26 - Dec 27
Old Town House by Ezestays
6 bedrooms, iron/ironing board, travel crib, free WiFi
6 Bedroom City Centre Townhouse

6 Bedroom City Centre Townhouse

6 Bedroom City Centre Townhouse
3.0 star property
Canterbury
6 Bedroom City Centre Townhouse
Beach/ocean view
The Clarendon Hotel

The Clarendon Hotel

The Clarendon Hotel
4.0 star property
Deal
8.8 out of 10, Excellent, (101)
"Nice, clean hotel with good rooms."
United Kingdom
James
The Clarendon Hotel
Garden view
Beach Retreat With Parking Near the Sea

Beach Retreat With Parking Near the Sea

Beach Retreat With Parking Near the Sea
4.0 star property
Whitstable
6.0 out of 10, (1)
"Unable to use hob. Hot water supply to bath poor Shower okay The description "near the sea" a bit misleading. Insufficient instructions and labelling with regard to bins and TV. Overall standard of property good and comfortable"
United Kingdom
Tom
The price is P27,117
P33,479 total
includes taxes & fees
Dec 30 - Dec 31
Beach Retreat With Parking Near the Sea
Balcony view
The Penthouse

The Penthouse

The Penthouse
3.0 star property
The King's Mile
10.0 out of 10, Exceptional, (5)
"Spacious and comfortable with everything you'd expect from a self-catering apartment. Comfortable bed. Fairly quiet street despite its central location."
United Kingdom
Angus
The price is P11,900
P14,280 total
includes taxes & fees
Jan 3 - Jan 4, 2026
The Penthouse
Private kitchen
Modern 3-bed Hideaway Near Westgate With Parking

Modern 3-bed Hideaway Near Westgate With Parking

Modern 3-bed Hideaway Near Westgate With Parking
2.0 star property
Canterbury
10.0 out of 10, Exceptional, (1)
"Very good "
Hong Kong SAR China
Lam
The price is P9,153
P15,744 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Modern 3-bed Hideaway Near Westgate With Parking
Outdoor banquet area
Winterstoke View, Family and dog Friendly Beach Retreat

Winterstoke View, Family and dog Friendly Beach Retreat

Winterstoke View, Family and dog Friendly Beach Retreat
5.0 star property
Ramsgate
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 P13,355
P27,926 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Winterstoke View, Family and dog Friendly Beach Retreat
Interior
Poppy Cottage

Poppy Cottage

Poppy Cottage
3.5 star property
Deal
10.0 out of 10, Exceptional, (1)
"Very helpful owners with parking "
United Kingdom
Kevin
The price is P26,232
P31,479 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Poppy Cottage
2 bedrooms
Historic Seaview Gem in Ramsgate by Adliv

Historic Seaview Gem in Ramsgate by Adliv

Historic Seaview Gem in Ramsgate by Adliv
2.0 star property
Ramsgate
Historic Seaview Gem in Ramsgate by Adliv
Garden
Calm Private Annex Ideal to Work, Rest & Explore

Calm Private Annex Ideal to Work, Rest & Explore

Calm Private Annex Ideal to Work, Rest & Explore
2.0 star property
Ashford
The price is P6,340
P7,608 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Calm Private Annex Ideal to Work, Rest & Explore
Interior entrance
Ramsgate boutique

Ramsgate boutique

Ramsgate boutique
2.0 star property
Ramsgate
The price is P8,593
P21,445 total
includes taxes & fees
Dec 28 - Dec 29
Ramsgate boutique
Private kitchen
Second Nest Ramsgate

Second Nest Ramsgate

Second Nest Ramsgate
3.5 star property
Ramsgate
8.0 out of 10, Very Good, (1)
Second Nest Ramsgate
Exterior
Cedar House at The Old Fire Station

Cedar House at The Old Fire Station

Cedar House at The Old Fire Station
4.0 star property
Canterbury
9.6 out of 10, Exceptional, (7)
"Great location and high quality premises - very clean and well equipped."
United Kingdom
Anonymous traveler
The price is P8,594
P10,314 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Cedar House at The Old Fire Station
Exterior
Apt - Sleeps 4/5 - Garden - Parking

Apt - Sleeps 4/5 - Garden - Parking

Apt - Sleeps 4/5 - Garden - Parking
3.0 star property
Margate
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 P5,580
P9,076 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Apt - Sleeps 4/5 - Garden - Parking
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 Chestfield Hotel Reviews

Holiday Inn Express Canterbury by IHG

Holiday Inn Express Canterbury by IHG

10/10 Excellent
"Staff are an asset to the organisation. Really friendly. Clean rooms. Great breakfast. "
Ameet 1-night trip
Posted 4 days ago
Holiday Inn Express Canterbury by IHG

Find out more about Chestfield

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

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Look no further and take a look at our great range of rental properties in Chestfield!

Frequently asked questions

Are there vacation rentals in Chestfield?

Yes, there are vacation rentals near the most popular points of interest in Chestfield, or you can select a secluded option if you'd like a relaxing place to stay. Chestfield is known for its golf courses.

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

Dover Town Rooms: This vacation home rental near 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 larger area, you’ll find Chestfield Golf Club and Tankerton Beach.

What are vacation rentals like in Chestfield?

Vacation rentals are private accommodations you can book for several days or more in Chestfield. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for small groups.