Chestfield Holiday Rentals

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Holiday Rentals in Chestfield

Our top choices for Chestfield holiday rentals

The Clarendon Hotel

4.0 star property
8.6 out of 10, Excellent, (91)
"Nice, clean hotel with good rooms."
The Clarendon Hotel

Hogwarts Bed and Continental Breakfast

3.0 star property
9.4 out of 10, Exceptional, (114)
"Very impressed with our stay the hosts where very friendly very helpful breakfast is good overall very comfortable stay and hosts cant help u enough and we loved the horses "
The price is NZ$139
includes taxes & fees
28 Sept - 29 Sept
Hogwarts Bed and Continental Breakfast

Dover Town Rooms

2.5 star property
8.4 out of 10, Very good, (74)
"Great place A little noisy at night "
The price is NZ$152
includes taxes & fees
1 Oct - 2 Oct
Dover Town Rooms

Old Town House by Ezestays

2.5 star property
9.8 out of 10, Exceptional, (35)
"Great location and lovely hotel "
The price is NZ$259
includes taxes & fees
12 Oct - 13 Oct
Old Town House by Ezestays

Cosy Escape Heated Luxury pod and hot tub

3.0 star property
10.0 out of 10, Exceptional, (5)
The price is NZ$348
includes taxes & fees
29 Sept - 30 Sept
Cosy Escape Heated Luxury pod and hot tub

Green Cottages

3.0 star property
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."
The price is NZ$693
includes taxes & fees
4 Oct - 5 Oct
Green Cottages

Fishermen's Cottage

4.0 star property
Fishermen's Cottage

Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach

9.8 out of 10, Exceptional, (99)
"What a lovely place to stay. Both indoors and the garden space felt really welcoming and homely. Amazing location as well. "
Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach

Cosy City Centre Flat

2.0 out of 10, (2)
"Not only is this not a holiday let but i also lost valuable time with my children, vrbo are awful "
The price is NZ$222
includes taxes & fees
2 Oct - 3 Oct
Cosy City Centre Flat

Charming 2-bed Apartment in Sandwich in Kent

3.5 star property
10.0 out of 10, Exceptional, (1)
"Wonderfully appointed apartment - nicely positioned too if you're looking for a place to stay while touring Kent's coastal towns. Owner was communicative and friendly. Would recommend."
The price is NZ$463
includes taxes & fees
6 Oct - 7 Oct
Charming 2-bed Apartment in Sandwich in Kent

5 double bedroom Art Deco Villa by the sea with heated pool

10.0 out of 10, Exceptional, (55)
"Lovely house, fabulous location and great hosts."
5 double bedroom Art Deco Villa by the sea with heated pool

Beach View - Kingsdown Resort

9.4 out of 10, Exceptional, (58)
"Best place for kids holidays"
Beach View - Kingsdown Resort

The Brick Retreat In the heart of Leysdown-On-Sea

The price is NZ$339
includes taxes & fees
4 Oct - 5 Oct
The Brick Retreat In the heart of Leysdown-On-Sea

Japanese Tea House

Japanese Tea House

Seaside Bliss Retreat in Heart of Isle of Sheppy

2.0 star property
The price is NZ$235
includes taxes & fees
30 Sept - 1 Oct
Seaside Bliss Retreat in Heart of Isle of Sheppy

Truly Kentish Holiday Lets

3.5 star property
10.0 out of 10, Exceptional, (7)
"Lovely peaceful location. Property accurately depicted in the photos. Lovely grounds and great hosts"
Truly Kentish Holiday Lets

Coast Guard House

3.5 star property
The price is NZ$3,624
includes taxes & fees
6 Oct - 7 Oct
Coast Guard House

Elegant 3Br w/ Free Parking, Garden, Pet Friendly

2.0 star property
The price is NZ$738
includes taxes & fees
12 Oct - 13 Oct
Elegant 3Br w/ Free Parking, Garden, Pet Friendly

Pilgrim's Lookout Whitstable Holiday Home

3.0 star property
8.0 out of 10, Very good, (3)
"Convenient for town and free parking nearby. Beds were comfy but there were a few cleanliness issues especially in the Communal hallway. Lacked a few kitchen essentials and we were surprised to be expected to take our rubbish home. That’s simply not practical for most people! "
Pilgrim's Lookout Whitstable Holiday Home

A luxurious waters-edge holiday home by the sea sleeping 11 right on the beach

10.0 out of 10, Exceptional, (6)
"A beautiful property in an excellent location. The decor is quirky and sophisticated, the open plan living area was both modern and to me, evocative of 1930s American Rhode Island! Comfortable beds with pillows to sink into, and lovely pure cotton bed linens. The bathrooms were well equipped and the attention to detail throughout was very high"
A luxurious waters-edge holiday home by the sea sleeping 11 right on the beach
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

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$139 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 Tankerton Beach. In the wider area, you’ll find Chestfield Golf Club and Tankerton Slopes.

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.