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Cooling Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Cooling vacation rentals

Double Room, Ensuite, Park View (Room 2) | 1 bedroom
Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast
3.0 star property
Sheerness
9.4 out of 10, Exceptional, (114)
"This was a lovely place to stay! The breakfast was wonderful also."
Canada
Philip Raymond
The price is ￥10,413
￥12,496 total
includes taxes & fees
Dec 15 - Dec 16
Hogwarts Bed and Continental Breakfast
42-inch flat-screen TV with satellite channels, plasma TV, DVD player
Chelmsford Serviced Apartments

Chelmsford Serviced Apartments

Chelmsford Serviced Apartments
5.0 star property
Chelmsford
9.6 out of 10, Exceptional, (52)
"Faultless! Can highly recommend. Lovely bonus to have breakfast and bits and pieces supplied such as coffee etc"
United Kingdom
Lee
The price is ￥24,935
￥29,922 total
includes taxes & fees
Dec 28 - Dec 29
Chelmsford Serviced Apartments
Apartment | Garden
Cosy Escape Heated Luxury pod With hot tub

Cosy Escape Heated Luxury pod With hot tub

Cosy Escape Heated Luxury pod With hot tub
3.0 star property
Sheerness
9.8 out of 10, Exceptional, (7)
"Lovely place to stay ,very private with own garden and hot tub ,well equipped with everything you need ,plenty of room for 2 people ,easy to find ,host was quick to respond with any queries, highly recommend 😊"
United Kingdom
Tracey
The price is ￥28,015
￥33,618 total
includes taxes & fees
Dec 16 - Dec 17
Cosy Escape Heated Luxury pod With hot tub
Free WiFi
Fantastic Large Room with free parking

Fantastic Large Room with free parking

Fantastic Large Room with free parking
2.0 star property
Chatham
8.0 out of 10, Very Good, (1)
"House is good comfortable stay, however parking is difficult and is located in a less desired area."
United Kingdom
Scott
The price is ￥25,165
￥30,198 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Fantastic Large Room with free parking
House, 3 Bedrooms | Interior
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars

Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars

Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars
2.0 star property
Tilbury
The price is ￥31,663
￥37,996 total
includes taxes & fees
Dec 25 - Dec 26
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars
Cottage | Interior
493 Little Wakering Road

493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is ￥58,547
￥70,256 total
includes taxes & fees
Dec 19 - Dec 20
493 Little Wakering Road
Apartment, Private Bathroom, City View | Dining
Luxurious ONE Bedroom Apartment IN Bond Street

Luxurious ONE Bedroom Apartment IN Bond Street

Luxurious ONE Bedroom Apartment IN Bond Street
3.5 star property
Chelmsford
10.0 out of 10, Exceptional, (2)
The price is ￥22,909
￥33,738 total
includes taxes & fees
Dec 28 - Dec 29
Luxurious ONE Bedroom Apartment IN Bond Street
Cabin | 1 bedroom, free WiFi, bed sheets
Cosy Escape Heated Luxury pod and hot tub

Cosy Escape Heated Luxury pod and hot tub

Cosy Escape Heated Luxury pod and hot tub
3.0 star property
Sheerness
10.0 out of 10, Exceptional, (6)
The price is ￥31,419
￥31,419 total
includes taxes & fees
Dec 16 - Dec 17
Cosy Escape Heated Luxury pod and hot tub
Superior Apartment, Private Bathroom (D'Arcy Suite) | Interior
Staycations Maldon Suites

Staycations Maldon Suites

Staycations Maldon Suites
4.0 star property
Maldon
9.6 out of 10, Exceptional, (13)
"The place was huge the value wonderful parking right out back great people food, just walk everywhere myself wife and daughter came all the way from the USA and couldn't have ask for better."
United States
Hunter
The price is ￥19,959
￥23,951 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Staycations Maldon Suites
Apartment | Private kitchen | Fridge, microwave, oven, stovetop
Cozy Rochester Apartment Retreat

Cozy Rochester Apartment Retreat

Cozy Rochester Apartment Retreat
3.0 star property
Rochester
8.8 out of 10, Excellent, (3)
"We had a lovely weekend stay at this apartment. It was spotlessly clean, modern and very comfortable-perfect for a relaxing getaway. The kitchen was well-equipped, the beds were cosy and the whole place had a fresh, welcoming feel. The only small thing we noticed was that there weren’t many mirrors, which would have been handy-but that didn’t take away from the overall great experience. Would definitely stay again! "
United Kingdom
Sheniz
The price is ￥21,958
￥31,348 total
includes taxes & fees
Dec 21 - Dec 22
Cozy Rochester Apartment Retreat
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 ￥52,066
￥62,479 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Green Cottages
Apartment | Living area | 30-inch TV with digital channels
Stunning Modern Apartment in Rochester, England

Stunning Modern Apartment in Rochester, England

Stunning Modern Apartment in Rochester, England
3.0 star property
Rochester
9.0 out of 10, Wonderful, (9)
"Nice space & location "
United Kingdom
Asim
The price is ￥31,978
￥35,940 total
includes taxes & fees
Dec 24 - Dec 25
Stunning Modern Apartment in Rochester, England
Apartment, Accessible, Private Bathroom | Shared kitchen
Parkway House

Parkway House

Parkway House
3.5 star property
Chelmsford
9.6 out of 10, Exceptional, (17)
"The apartment was clean, fresh and very cosy. Its like home away from home. Everything was in place, and in working orders. "
United Kingdom
Miss Sophia P C
The price is ￥22,909
￥33,738 total
includes taxes & fees
Dec 14 - Dec 15
Parkway House
Apartment | Interior
Charming 2-bed Apartment in Brentwood Free Parking

Charming 2-bed Apartment in Brentwood Free Parking

Charming 2-bed Apartment in Brentwood Free Parking
3.0 star property
Brentwood Town Centre
The price is ￥22,180
￥39,112 total
includes taxes & fees
Dec 14 - Dec 15
Charming 2-bed Apartment in Brentwood Free Parking
House, 3 Bedrooms, Private Pool, Garden View | Interior
Home Like Yours In Grays, Essex

Home Like Yours In Grays, Essex

Home Like Yours In Grays, Essex
2.0 star property
Aveley
The price is ￥38,678
￥53,143 total
includes taxes & fees
Dec 13 - Dec 14
Home Like Yours In Grays, Essex
Cottage | 1 bedroom, individually decorated, individually furnished, free WiFi
Ditsys Den

Ditsys Den

Ditsys Den
3.5 star property
Tonbridge
The price is ￥63,104
￥75,725 total
includes taxes & fees
Dec 20 - Dec 21
Ditsys Den
Deluxe Suite, Ensuite, Courtyard View | 1 bedroom
The Lower Bell

The Lower Bell

The Lower Bell
3.0 star property
Aylesford
7.8 out of 10, Good, (149)
"Clean comfortable proprty"
United Kingdom
Pete
The price is ￥12,148
￥14,578 total
includes taxes & fees
Dec 15 - Dec 16
The Lower Bell
House | Living area
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi

3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi

3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi
2.0 star property
Sheerness
The price is ￥16,220
￥16,220 total
includes taxes & fees
Dec 14 - Dec 15
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi
Apartment, Private Bathroom | Shared kitchen
Luxurious 2 Bedroom Apartment With Free Parking

Luxurious 2 Bedroom Apartment With Free Parking

Luxurious 2 Bedroom Apartment With Free Parking
2.0 star property
Chelmsford
9.8 out of 10, Exceptional, (6)
"Only stayed for one night but thoroughly enjoyed it and would definitely stay again. "
United Kingdom
Gillian
The price is ￥24,124
￥39,153 total
includes taxes & fees
Dec 16 - Dec 17
Luxurious 2 Bedroom Apartment With Free Parking
Terrace/patio
House - Sleeps 9 - Garden - Pet Friendly - Parking

House - Sleeps 9 - Garden - Pet Friendly - Parking

House - Sleeps 9 - Garden - Pet Friendly - Parking
2.0 star property
Sittingbourne
The price is ￥26,671
￥50,749 total
includes taxes & fees
Dec 19 - Dec 20
House - Sleeps 9 - Garden - Pet Friendly - 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 Cooling Hotel Reviews

King Charles Hotel

King Charles Hotel

10/10 Excellent
"Brilliant "
KINGSLEY 1-night trip
Posted 3 days ago
King Charles Hotel

Find out more about Cooling

Search for holiday rentals in Cooling on Expedia! You can easily find your home rentals, villas, holiday apartments in Cooling 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 Cooling!

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?

Cosy Escape Heated Luxury pod and hot tub: Visitors like this Cooling vacation home rental. It 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.