Photo by Snappy David

Gillingham Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Gillingham holiday rentals

Private kitchen
Gillingham 4-bed Stay - Wifi, Parking, Ldn Access

Gillingham 4-bed Stay - Wifi, Parking, Ldn Access

Gillingham 4-bed Stay - Wifi, Parking, Ldn Access
2.0 star property
Gillingham
The price is S$310
includes taxes & fees
21 Dec - 22 Dec
Gillingham 4-bed Stay - Wifi, Parking, Ldn Access
Pool
Hidden Treasure- 2 Beds Sleeps 3 Gillingham

Hidden Treasure- 2 Beds Sleeps 3 Gillingham

Hidden Treasure- 2 Beds Sleeps 3 Gillingham
3.0 star property
Gillingham
The price is S$219
includes taxes & fees
21 Dec - 22 Dec
Hidden Treasure- 2 Beds Sleeps 3 Gillingham
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 S$518
includes taxes & fees
4 Jan - 5 Jan, 2026
Green Cottages
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 S$261
includes taxes & fees
22 Dec - 23 Dec
Cosy Escape Heated Luxury pod and hot tub
Interior
Knights Cottage

Knights Cottage

Knights Cottage
3.0 star property
Maidstone
10.0 out of 10, Exceptional, (1)
"Beautiful cottage in an amazing setting - ideal for people who don’t want to use their cars once there! Communication with Skykes Cottages was very process heavy tho - we received so many useless emails before the booking, then during the trip there was so many different people to talk to for every problem. They took time to help. They don’t reply to WhatsApp for Hours tho they say to contact you there. Some improvements needed there to make it seamless please 🙏"
United Kingdom
Lucy
Knights Cottage
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 S$250
includes taxes & fees
2 Jan - 3 Jan, 2026
Fantastic Large Room with free parking
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 S$315
includes taxes & fees
22 Dec - 23 Dec
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars
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 S$121
includes taxes & fees
21 Dec - 22 Dec
The Lower Bell
Terrace/patio
The Dairy - Seaside Couples Escape in Whitstable

The Dairy - Seaside Couples Escape in Whitstable

The Dairy - Seaside Couples Escape in Whitstable
3.0 star property
Whitstable
9.2 out of 10, Wonderful, (5)
"Easy check in, clean room, comfortable bed "
United Kingdom
Rachel
The price is S$123
includes taxes & fees
21 Dec - 22 Dec
The Dairy - Seaside Couples Escape in Whitstable
Exterior
Smallcroft

Smallcroft

Smallcroft
3.0 star property
Whitstable
10.0 out of 10, Exceptional, (1)
The price is S$1,044
includes taxes & fees
29 Dec - 30 Dec
Smallcroft
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 S$104
includes taxes & fees
29 Dec - 30 Dec
Hogwarts Bed and Continental Breakfast
Private kitchen
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 S$253
includes taxes & fees
5 Jan - 6 Jan, 2026
Cozy Rochester Apartment Retreat
Fridge, dishwasher, electric kettle, toaster
Sally

Sally

Sally
3.0 star property
Whitstable
10.0 out of 10, Exceptional, (1)
The price is S$652
includes taxes & fees
23 Dec - 24 Dec
Sally
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
Cosy Escape Heated Luxury pod With hot tub
Interior
493 Little Wakering Road

493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is S$588
includes taxes & fees
23 Dec - 24 Dec
493 Little Wakering Road
1 bedroom, iron/ironing board, free WiFi, bed sheets
1-bed Apartment With Private hot Tub, Sauna & gym

1-bed Apartment With Private hot Tub, Sauna & gym

1-bed Apartment With Private hot Tub, Sauna & gym
3.0 star property
Rainham
The price is S$499
includes taxes & fees
30 Dec - 31 Dec
1-bed Apartment With Private hot Tub, Sauna & gym
Private kitchen
Westgate Cottage

Westgate Cottage

Westgate Cottage
3.0 star property
Sittingbourne
The price is S$562
includes taxes & fees
2 Jan - 3 Jan, 2026
Westgate Cottage
Living area
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 S$291
includes taxes & fees
24 Dec - 25 Dec
Stunning Modern Apartment in Rochester, England
Living area
Sunrise Haven in Kent 2 bed Apartment Sleeps 7

Sunrise Haven in Kent 2 bed Apartment Sleeps 7

Sunrise Haven in Kent 2 bed Apartment Sleeps 7
3.5 star property
Gravesend
The price is S$464
includes taxes & fees
1 Jan - 2 Jan, 2026
Sunrise Haven in Kent 2 bed Apartment Sleeps 7
Private kitchen
1-bed Apartment - Sleeps 3 - Parking - Wifi

1-bed Apartment - Sleeps 3 - Parking - Wifi

1-bed Apartment - Sleeps 3 - Parking - Wifi
3.0 star property
Dartford
The price is S$346
includes taxes & fees
24 Dec - 25 Dec
1-bed Apartment - Sleeps 3 - Parking - Wifi
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Gillingham Hotel Reviews

DoubleTree by Hilton Dartford Bridge

DoubleTree by Hilton Dartford Bridge

10/10 Excellent
"Very good"
Sihle 1-night trip
Posted 3 days ago
DoubleTree by Hilton Dartford Bridge

Frequently asked questions

Can I find a holiday rental in Gillingham?

Yes, there are holiday rentals in Gillingham close to The Strand Leisure Park, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Gillingham has a good selection of restaurants. Make sure you have time to check out the coffee shops and bars during your trip.

What are some of the best holiday rentals that Gillingham has to offer?

Cosy Escape Heated Luxury pod and hot tub: This holiday home rental outside Gillingham is located on the waterfront, and has an outdoor pool, a private garden and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle.

How many holiday rentals will I find in Gillingham?

Choose from 28 Expedia holiday rentals in Gillingham for a memorable holiday.

What can I see and do in Gillingham?

Family-friendly attractions include The Strand Leisure Park and Silver Blades Ice Rink, whereas Gillingham Business Park and Kent Downs are a couple of great spots to enjoy the outdoors. Priestfield Stadium and Chatham Naval Memorial are other places to visit while you're in town.

What are holiday rentals like in Gillingham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Gillingham. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.