Photo by David Anstiss

Chestfield Holiday Rentals

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Our top choices for Chestfield holiday rentals

Holiday 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 NZ$154
includes taxes & fees
15 Jan - 16 Jan
Dover Town Rooms

Apartment in Herne Bay

Lookout by the Bay
2.0 star property
10.0 out of 10, Exceptional, (3)
"Apartment was immaculate and very well presented had everything needed and great location lovely host "
United Kingdom
Tammy
The price is NZ$270
includes taxes & fees
8 Jan - 9 Jan
Lookout by the Bay

Aparthotel in Sturry

Aspendos Hotel
2.0 star property
The price is NZ$208
includes taxes & fees
19 Jan - 20 Jan
Aspendos Hotel
2.0 star property
10.0 out of 10, Exceptional, (2)
"Super location just minutes walk from the centre. very clean and just what a family need."
United Kingdom
Nigel
The price is NZ$399
includes taxes & fees
8 Jan - 9 Jan
Modern 3-bed Hideaway Near Westgate With Parking

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

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 NZ$283
includes taxes & fees
14 Jan - 15 Jan
Old Town House by Ezestays
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 NZ$361
includes taxes & fees
12 Jan - 13 Jan
2 bed Cosy cottage in the village of mersham Ashford nextdoor to pub and shop.
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 NZ$562
includes taxes & fees
19 Jan - 20 Jan
Charming 15th Century cottage in the heart of the Kent countryside!

Apartment in Ramsgate

Second Nest Ramsgate
3.5 star property
8.0 out of 10, Very good, (1)
Second Nest Ramsgate
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 NZ$326
includes taxes & fees
8 Jan - 9 Jan
Pinewood Camping Pods - At Port Lympne Reserve

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 traveller
The price is NZ$257
includes taxes & fees
18 Jan - 19 Jan
The Arthouse
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 NZ$821
includes taxes & fees
18 Jan - 19 Jan
Winterstoke View, Family and dog Friendly Beach Retreat
2.0 star property
The price is NZ$246
includes taxes & fees
19 Jan - 20 Jan
The Cabin - log fire cosy home. Sleeps 4
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 NZ$267
includes taxes & fees
18 Jan - 19 Jan
Apt - Sleeps 4/5 - Garden - Parking
10.0 out of 10, Exceptional, (19)
"Excellent location. Walking distance of cathedral, large selection of very good restaurants, and train station. Very enjoyable stay"
United States
Jacob D.
The price is NZ$310
includes taxes & fees
19 Jan - 20 Jan
2 Bedroom City Centre Cottage set in a Private Courtyard
2.0 star property
10.0 out of 10, Exceptional, (1)
"One night stay to visit local family. Very welcoming, met on arrival. Coldest night of the year so far and it was warm, cosy & comfortable. Owners live next door, attached house, easy parking, easy to find. Will possibly be return during 2026, central location for all our needs."
United Kingdom
Steve
The price is NZ$251
includes taxes & fees
13 Jan - 14 Jan
Calm Private Annex Ideal to Work, Rest & Explore
10.0 out of 10, Exceptional, (4)
"A lovely place. Roomy, clean, quiet, well-equipped, with lovely garden views and handy for Canterbury and the coastal towns."
United Kingdom
Graham S.
The price is NZ$296
includes taxes & fees
19 Jan - 20 Jan
Countryside Annex- Sleeps 2, Free Parking & Garden

Holiday 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 NZ$309
includes taxes & fees
18 Jan - 19 Jan
Converted Granary in SE Kent UK
10.0 out of 10, Exceptional, (3)
"Fantastic location with parking in the City. Short walk to the Cathedral, river walks, parks and shops. Love it!Be careful to read the property description and look at the layout plan online as the spiral staircase is as shown. Bathroom and kitchen is all new and well appointed."
United States
clive g.
The price is NZ$539
includes taxes & fees
7 Jan - 8 Jan
Jestico's, Superb, Very Centrally located, Historical 1 FOC Parking
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 NZ$692
includes taxes & fees
8 Jan - 9 Jan
Channel View by Bloom Stays - sleeps 2 guests in 1 bedroom
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

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, 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 NZ$140 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.