A panoramic view of a historic town with a prominent castle, a river, and surrounding greenery.

Cooling Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Cooling vacation rentals

A bedroom with a bed, a desk, and a chair.

1. The Lower Bell

The Lower Bell
3.0 star property
Aylesford
7.8 out of 10, Good, (157 reviews)
"Small clean well appointed room in outbuilding. Large free car park. Good WiFi. Friendly helpful staff. No food available on sight."
United Kingdom
John
$74 nightly
The price is $89
Nov 10 - Nov 11
Total with taxes and fees
The Lower Bell
A modern bathroom with a bathtub, a sink, and a window with blinds.

2. Comfortable home away from home

Comfortable home away from home
Gillingham
10.0 out of 10, Exceptional, (2 reviews)
"The property was clean and nice for our 10 day stay."
United States
Anonymous traveler
$290 nightly
The price is $290
Nov 9 - Nov 10
Total with taxes and fees
Comfortable home away from home
A modern building with horizontal siding, a sliding glass door, and a small patio area.

3. Garden Lodge - Sleeps 1 - Parking Available

Garden Lodge - Sleeps 1 - Parking Available
3.0 star property
Gravesend
$86 nightly
The price is $103
Nov 12 - Nov 13
Total with taxes and fees
Garden Lodge - Sleeps 1 - Parking Available
A modern living room with a flat-screen TV, a marble console table, a colorful rug, a green sofa, and a red chair.

4. Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed

Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed
Chatham
$107 nightly
The price is $126
Nov 9 - Nov 10
Total with taxes and fees
Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed
A bedroom with a bed, a window, curtains, a lamp, and two fruit-themed wall art pieces.

5. Stylish 1 Bedroom Apartment with Free Parking and Links to London & Essex

Stylish 1 Bedroom Apartment with Free Parking and Links to London & Essex
Grays
10.0 out of 10, Exceptional, (1 review)
"Very good accomodation in pleasant neighborhood with friendly host. Clear communication for check-in & out. Overall great stay!"
United Kingdom
E.T.
$236 nightly
The price is $236
Nov 17 - Nov 18
Total with taxes and fees
Stylish 1 Bedroom Apartment with Free Parking and Links to London & Essex
A living room with a gray sofa, two pillows, a small side table with a lamp, and three framed pictures on the wall.

6. Salvation View 2 Bed Apartment

Salvation View 2 Bed Apartment
2.0 star property
Benfleet
8.0 out of 10, Very good, (1 review)
"Clean spacious flat although it's on a very busy main road. We booked it because of the garden but it was unusable because it was totally overgrown so nowhere to sit or stand. Another point I would like to make is that for safety we think there should be a hand rail on the stairs as they are quite steep and there is nothing to hold on to. Location is central to going places in the area."
United Kingdom
Jennifer
$162 nightly
The price is $188
Nov 29 - Nov 30
Total with taxes and fees
Salvation View 2 Bed Apartment
A modern living room with a sofa, a coffee table, a TV, and a balcony with a view of buildings.

7. Private 1-Bed Apartment | Lounge & Kitchen

Private 1-Bed Apartment | Lounge & Kitchen
Canvey Island
$167 nightly
The price is $167
Dec 6 - Dec 7
Total with taxes and fees
Private 1-Bed Apartment | Lounge & Kitchen
A hallway with a carpeted staircase, white walls, and a door leading to a bright room.

8. Homely 3-bedroom House close to shops and also close to the town center

Homely 3-bedroom House close to shops and also close to the town center
Basildon
6.0 out of 10, (2 reviews)
"Such a lovely stay! The place felt warm and welcoming, very clean and comfortable. I really enjoyed my time here and would happily come back again. Thank you."
United Kingdom
Marian A.
$156 nightly
The price is $156
Nov 13 - Nov 14
Total with taxes and fees
Homely 3-bedroom House close to shops and also close to the town center
A modern living room with a grey sofa, a white coffee table, and two pink armchairs. There are two framed artworks on the wall and a floor lamp.

9. Rochester - 2 Bed - Sleeps 4 - Balcony - Parking

Rochester - 2 Bed - Sleeps 4 - Balcony - Parking
Rochester
8.8 out of 10, Excellent, (3 reviews)
"Great apartment- clean and modern. Beds and bedding good quality. Host was very responsive and helpful."
United Kingdom
michelle c.
$279 nightly
The price is $279
Nov 30 - Dec 1
Total with taxes and fees
Rochester - 2 Bed - Sleeps 4 - Balcony - Parking
A compact living space with a sofa, a round dining table, a washing machine, and a kitchenette.

10. Hadleigh Hideout | 1-Bed Apt & Free Parking

Hadleigh Hideout | 1-Bed Apt & Free Parking
Hadleigh
10.0 out of 10, Exceptional, (1 review)
"Clean and tidy and had all I needed for my stay. Close to Morrisons which was useful and only a 15 min drive to where I was working. My flat was at the front overlooking the road which is a bit noisy during the day and evening so I had the front windows closed and it was quiet enough at night for me to sleep. The towels are ok but would prefer bath sheets or larger towels than those on offer. I will certainly look to using this place again as I frequently work on Canvey island."
United Kingdom
John
$171 nightly
The price is $171
Nov 9 - Nov 10
Total with taxes and fees
Hadleigh Hideout | 1-Bed Apt & Free Parking
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.

11. Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast
3.0 star property
Sheerness
9.4 out of 10, Exceptional, (127 reviews)
"Lovely stay and great location. Easy check in and no complaints from us. I would stay here again."
United Kingdom
John
$78 nightly
The price is $93
Nov 9 - Nov 10
Total with taxes and fees
Hogwarts Bed and Continental Breakfast
A kitchen with a washing machine, a microwave, and a sink.

12. Two bedrooms house with a work space

Two bedrooms house with a work space
Basildon
$191 nightly
The price is $191
Nov 9 - Nov 10
Total with taxes and fees
Two bedrooms house with a work space
A wooden cabin with a covered patio, a sliding glass door, and a sofa set.

13. Peaceful Cabin Retreat in Gillingham

Peaceful Cabin Retreat in Gillingham
3.0 star property
Gillingham
$112 nightly
The price is $135
Nov 15 - Nov 16
Total with taxes and fees
Peaceful Cabin Retreat in Gillingham
A room with a large window, a television on a stand, and a decorative letter 'N' on the windowsill.

14. 1 bed self-contained annex, with off-road parking.

1 bed self-contained annex, with off-road parking.
Sittingbourne
10.0 out of 10, Exceptional, (1 review)
"We stayed for a long weekend. Warm and comfortable annex flat. All amenities. Very clean."
United Kingdom
deanna N.
$85 nightly
The price is $85
Nov 9 - Nov 10
Total with taxes and fees
1 bed self-contained annex, with off-road parking.
A balcony with a view of a street, two potted plants, a bottle of wine, and a glass of wine on a small table.

15. St Andrews Apartments

St Andrews Apartments
4.0 star property
Maidstone
9.8 out of 10, Exceptional, (30 reviews)
"Very nice place to stay, clean, and lots of room. Our door areas are nice and great views from the balcony. "
United States
Stuart
$231 nightly
The price is $277
Nov 14 - Nov 15
Total with taxes and fees
St Andrews Apartments
A compact kitchen with a gas stove, oven, and built-in dishwasher.

16. Charming 4-bedroom House Rental in Basildon, UK

Charming 4-bedroom House Rental in Basildon, UK
2.0 star property
Basildon
$348 nightly
The price is $380
Nov 12 - Nov 13
Total with taxes and fees
Charming 4-bedroom House Rental in Basildon, UK
A wooden cabin with a sign reading 'The Creative Studio,' surrounded by picnic tables and a wooden fence, with a clear view of the water in the background.

17. Estuary View

Estuary View
3.0 star property
Rochester
$409 nightly
The price is $490
Nov 11 - Nov 12
Total with taxes and fees
Estuary View
A hotel room with a bed, a lamp, and a window with curtains.

18. Luxury Home in Dartford

Luxury Home in Dartford
Stone
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive and proactive in ensuring we checked in and were happy with everything in the property. Would definitely recommend."
United Kingdom
David A.
$283 nightly
The price is $283
Nov 9 - Nov 10
Total with taxes and fees
Luxury Home in Dartford
A modern living room with a black glass coffee table, grey sofa, and a kitchen area with white cabinets and a stove.

19. Luxury home from home 2

Luxury home from home 2
Kent
$144 nightly
The price is $144
Nov 9 - Nov 10
Total with taxes and fees
Luxury home from home 2
A rustic wooden cabin with a covered outdoor seating area, surrounded by lush greenery and a gravel path.

20. Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub

Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub
maidstone
9.8 out of 10, Exceptional, (10 reviews)
"Lovely property with a great location, a 5 minute drive from Leeds Castle! Very friendly host and accompanying doggie! Both properties also had great wood burner hot tubs which were fantastic."
United Kingdom
Samuel
$254 nightly
The price is $254
Nov 9 - Nov 10
Total with taxes and fees
Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub
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 Cooling Hotel Reviews

Village Hotel Maidstone

Village Hotel Maidstone

10/10 Excellent
"Clean room, good room service food, plenty of parking"
Robert 1-night trip
Posted 16 hours ago
Village Hotel Maidstone

Find out more about Cooling

Everything you need to know about Cooling vacation rentals

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

Cooling vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cooling. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cooling in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $89 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cooling rentals

At Expedia, we put the best Cooling vacation 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 Cooling 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 Cooling vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cooling. 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 vacation rentals in Cooling?

Yes, we give you a choice of vacation rentals close to well known points of interest in Cooling, or you can go with a more secluded option if you'd like a relaxing place to stay. Cooling is known for its bars and restaurants.

What are some of the best vacation rentals in Cooling?

Luxury Pod-sleeps 2-hot Tub-pets-garden: You might want to consider this vacation home rental near Cooling, which is located on the waterfront and has an outdoor pool, a private yard, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle.

What can I see and do in Cooling?

While exploring the area, visit family-friendly sights like Historic Dockyard Chatham, or get outside and enjoy nature at Northward Hill Nature Reserve. In the larger area, you’ll find Cooling Castle Barn and St James' Church.

What are vacation rentals like in Cooling?

Vacation rentals are private accommodations you can book for a couple days or more in Cooling. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for families.