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
The price is CA $110
CA $132 total
includes taxes & fees
Nov 6 - Nov 7
The Lower Bell
A hallway with a white door, a light fixture, and a wall-mounted light.

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 traveller
The price is CA $245
CA $420 total
includes taxes & fees
Nov 9 - Nov 10
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
The price is CA $92
CA $145 total
includes taxes & fees
Nov 9 - Nov 10
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
The price is CA $135
CA $181 total
includes taxes & fees
Nov 7 - Nov 8
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.
The price is CA $163
CA $341 total
includes taxes & fees
Nov 9 - Nov 10
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
The price is CA $182
CA $264 total
includes taxes & fees
Nov 29 - Nov 30
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
The price is CA $245
CA $245 total
includes taxes & fees
Dec 6 - Dec 7
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.
The price is CA $169
CA $226 total
includes taxes & fees
Nov 13 - Nov 14
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.
The price is CA $356
CA $394 total
includes taxes & fees
Nov 30 - Dec 1
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
The price is CA $241
CA $241 total
includes taxes & fees
Nov 19 - Nov 20
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
The price is CA $110
CA $132 total
includes taxes & fees
Nov 9 - Nov 10
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
The price is CA $254
CA $275 total
includes taxes & fees
Nov 6 - Nov 7
Two bedrooms house with a work space
Terrace/patio

13. Peaceful Cabin Retreat in Gillingham

Peaceful Cabin Retreat in Gillingham
3.0 star property
Gillingham
The price is CA $115
CA $194 total
includes taxes & fees
Nov 29 - Nov 30
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.
The price is CA $110
CA $129 total
includes taxes & fees
Nov 6 - Nov 7
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
The price is CA $326
CA $391 total
includes taxes & fees
Nov 14 - Nov 15
St Andrews Apartments
A small room with a window, a radiator, a chair, and a table with a fruit bowl.

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

Charming 4-bedroom House Rental in Basildon, UK
2.0 star property
Basildon
The price is CA $227
CA $535 total
includes taxes & fees
Nov 8 - Nov 9
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
The price is CA $576
CA $691 total
includes taxes & fees
Nov 9 - Nov 10
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.
The price is CA $282
CA $389 total
includes taxes & fees
Nov 7 - Nov 8
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
The price is CA $151
CA $203 total
includes taxes & fees
Nov 9 - Nov 10
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
The price is CA $282
CA $369 total
includes taxes & fees
Nov 9 - Nov 10
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

A long dining table with chairs, a glass ceiling, and a brick wall with framed pictures.
The Bell Inn

The Bell Inn

The Bell Inn
Stanford-le-Hope

10/10 Excellent

We had a wonderful stay at this charming boutique hotel nestled in a quaint village. The property perfectly blends historic character with beautifully modernized rooms that are stylish, comfortable, and thoughtfully updated while still preserving the building's unique charm. One of the highlights of our visit was the food. Every meal was excellent, with fresh, well-prepared dishes and attentive service that made dining a real pleasure. The only drawback to be aware of is that several of the...
Canada
Edwin
Reviewed July 10, 2026
The Bell Inn

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, 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 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 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 Cooling vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cooling vacation rentals we have selected for you start as low as CA $88 per night. Entering your travel dates in the search wizard 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.