Vacation rentals in Gillingham

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Gillingham

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guesthouse in Sittingbourne

4.91 out of 5 average rating, 152 reviews

Self-contained annex, with free parking.

Self-contained annex in Sittingbourne, perfect if you are visiting the area for work or leisure. Everything you need for a comfortable stay in your own completely private place, with driveway parking and fast WiFi. The accommodation comprises a bedroom /lounge /working room, kitchen and bathroom. The annex, especially the bedroom, is very quiet and peaceful. Located conveniently for the motorway and also easy access to the town centre, train station, shops, takeaways, restaurants and pubs.

Feb 16 – 23

G$16,714 GYD per night

Guest favorite

Guesthouse in Detling

4.91 out of 5 average rating, 129 reviews

Adorable 1 bed guesthouse with patio

Sit back & relax in this calm, cosy space. Set within the grounds of our gated family home in Detling located on the slope of the North Downs, 4 miles north east of Maidstone, & on the Pilgrims' Way. Whether you want a relaxing get away or want to explore many of the wonderful walks and bike trails the north downs have to offer you can be sure to find a warm and cosy place to stay at the end of the day. We have a very friendly dog who will be on hand to greet you along with 2 young children

Jun 22 – 29

G$25,281 GYD per night

Guest favorite

Home in Medway

4.9 out of 5 average rating, 130 reviews

2-bedroom house in historic Rochester with Parking

Dove’s Place is a 2 bedroom terraced house with addition of a conservatory space and free allocated parking space. The property is adjacent to River Medway located in Rochester and close to green spaces and guests can also enjoy river walk. It is a walking distance to Rochester Castle, Cathedral, Train Station, High Street Shops, Restaurants, Museums, Coffee Shops and Bars. Great place for Family, Professionals and Tourist. We guarantee a memorable stay with our slogan, HERE FOR YOU!!!

Jun 16 – 23

G$29,965 GYD per night

Guest favorite

Cottage in Chatham

4.92 out of 5 average rating, 436 reviews

PJ's @ Willow Cottage

Small but beautifully created detached one bedroom apartment with kitchen, living room/study, dining room and shower room/bathroom. Close to places of interest, train station, bus routes and M2 / M20 motorways . Superfast Wi-Fi, flat screen TV, fridge/freezer, microwave, hob, coffee/hot water machines and many extras. Double bed with Simba memory foam mattress , Chesterfield chair and settee. Off-road parking and full access to large garden area. A secure bicycle store also available.

Jan 31 – Feb 7

G$18,151 GYD per night

Guest favorite

Farm stay in Oad Street

4.96 out of 5 average rating, 118 reviews

Unique Self contained lodge within stable setting

This unique stylish property is very close to junction 5 on the M2 with easy access to London. Plan your visits to Canterbury Cathedral, Leeds Castle, Whitstable, Rochester Castle and many other tourist attractions with ease from this central location. The Property is two miles from the closest shop and the nearest train station is Sittingbourne. The property is set amongst beautiful paddocks with horses in livery in the adjacent stables. There is ample secure parking and easy access.

Sep 13 – 20

G$28,761 GYD per night

Guest favorite

Cabin in Rochester

4.95 out of 5 average rating, 262 reviews

Countryside Cabin with Private Patio

The Snuggery is a converted outbuilding that has been set up for a cosy stay with a wood burning stove and lots of snuggly wraps to cuddle up in. The open plan interior, high vaulted ceilings and natural oak flooring create an interior which is fun, light and airy. Walking enthusiasts will enjoy walks from the back door straight on to the North Downs Way and there is a bench by the front door fitted with a heated element, perfect for warming up your walking boots. Photos by Chloe-Rae

Mar 26 – Apr 2

G$28,494 GYD per night

Guest favorite

Guesthouse in Kings Hill

4.96 out of 5 average rating, 181 reviews

Peaceful, charming oak framed annexe

Recently furbished, oak framed annexe building consisting of large open plan lounge, dining and kitchen area. Shower room with hand basin and WC. Upstairs, snug double bedroom. (May be converted to two singles) Extra sofa bed available downstairs so property can accommodate up to 4 guests. Reliable wifi and space for remote working. Small, discreet private patio area. Private parking. Close to golf course and village centre. Surround yourself with style in this standout space.

Nov 17 – 24

G$31,750 GYD per night

Superhost

Apartment in Higham

4.78 out of 5 average rating, 175 reviews

Mulberry Rise Apartment

Brand new spacious apartment, decorated in a modern style with floor to ceiling windows and bifold doors. The property is secure with plenty of parking, and a private patio area. Located opposite Gads Hill School and the Sir John Falstaff pub, the area is steeped with History and Charles Dickens culture. Surrounded by fields and woods for leisurely walks and conveniently located near pubs and local shops. Whilst also near the A2 and local public transport connections.

Jun 18 – 25

G$21,196 GYD per night

Guest favorite

Cottage in Boughton Monchelsea

4.91 out of 5 average rating, 507 reviews

The Oast Cottage: Private Annex with own entrance.

We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

Mar 15 – 22

G$19,247 GYD per night

Guest favorite

Home in Kent

4.93 out of 5 average rating, 215 reviews

Hermitage Cottage cosy 1-4 person accommodation.

Hermitage Cottage offers annexe accommodation. Bathed in sunshine in private garden setting. We are a commuters dream with Barming railway station at the door. London Victoria 57 minutes and Maidstone East just three minutes by rail. Fully fenced with garaging for one vehicle., entry by automatic gates. Finished to a very high standard with under floor heating and feature fire place. Your every comfort is assured. Welcome pack included.

Oct 21 – 28

G$21,994 GYD per night

Guest favorite

Apartment in The Precinct

4.9 out of 5 average rating, 126 reviews

Cosy 18th Century Undercroft

Tucked away between the Medieval Castle and Cathedral, the Undercroft belongs to the impressive Georgian Townhouse above and has been professionally restored to retain the opulence and integrity one would expect. With its great views of the Cathedral, free parking, two-minute proximity to both the High Street and High Speed train station, the Undercroft is one of the most desirable addresses in Rochester.

May 19 – 26

G$20,166 GYD per night

Guest favorite

Apartment in Medway

4.91 out of 5 average rating, 211 reviews

Ascot - West Street

Newly refurbished - Ascot, like its twin Sandown, has an ample sized, well equipped kitchen with a table and four chairs and a comfy sofa that turns down to a bed in seconds. A TV is included in the kitchen. The French windows look out over your small private lawn onto farmland From the kitchen you go past the entrance lobby into a twin bedded bedroom with TV. A large modern bathroom adjoins the bedroom.

Aug 14 – 21

G$16,118 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Gillingham vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Gillingham's top sights

The Historic Dockyard Chatham39 locals recommend

Dockside Outlet Shopping Centre15 locals recommend

Planet Ice Gillingham10 locals recommend

ODEON Chatham4 locals recommend

Ship & Trades4 locals recommend

Great Lines Heritage Park6 locals recommend

Other great vacation rentals in Gillingham

Guest favorite

Guest suite in Wateringbury

4.98 out of 5 average rating, 165 reviews

Peaceful apt, views, Wi-Fi, garden & sunsets

Sep 7 – 14

G$32,225 GYD per night

Guest favorite

Guesthouse in Boughton Monchelsea

4.96 out of 5 average rating, 137 reviews

Adorable 1 bedroom guest barn, Boughton Monchelsea

Jan 22 – 29

G$25,229 GYD per night

Guest favorite

Apartment in Kent

4.96 out of 5 average rating, 185 reviews

Georgian house, ten minutes from the beach.

Oct 28 – Nov 4

G$22,560 GYD per night

Guest favorite

Guesthouse in Medway

4.91 out of 5 average rating, 11 reviews

Homely annexe with own entrance

Sep 15 – 22

G$15,928 GYD per night

Guest favorite

Home in Rainham

4.96 out of 5 average rating, 68 reviews

Modern 2 Bed House in Rainham, Central Location

Nov 16 – 23

G$25,971 GYD per night

Guest favorite

Home in Hempstead

5.0 out of 5 average rating, 9 reviews

Brambles

Apr 27 – May 4

G$16,882 GYD per night

Guest favorite

Apartment in Saint Mary's Island

5.0 out of 5 average rating, 27 reviews

Stunning 2 Bed Chatham Docks Apartment

Feb 12 – 19

G$38,066 GYD per night

Guest favorite

Home in Medway

4.95 out of 5 average rating, 38 reviews

This lovely 1 bed annexe, sleeps two

Oct 18 – 25

G$23,448 GYD per night

Show all

Quick stats about vacation rentals in Gillingham

Total rentals
440 properties
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
150 properties are a good fit for families
Total number of reviews
3.4K reviews
Nightly prices starting at
G$2,090 GYD before taxes and fees

Frequently Asked Questions

Are there family-friendly apartment rentals in Gillingham?
Gillingham has more than 40 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Gillingham have a kitchen?
Absolutely! We offer over 10 condo rentals with a kitchen in Gillingham. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Gillingham have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Gillingham. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Gillingham?
Experience the best of Gillingham with our apartment rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do serviced apartment rentals in Gillingham have wifi?
Absolutely! We offer over 10 serviced apartment rentals with wifi in Gillingham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Gillingham have free parking?
Absolutely! We offer over 130 house rentals with free parking in Gillingham. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Gillingham?
Make yourself at home in Gillingham by choosing from our most frequently booked neighborhoods. We have over 40 vacation rentals in Twydall, over 90 vacation rentals in Rainham, and over 600 vacation rentals in Darland.
Are there pet-friendly house rentals in Gillingham?
Four-legged friends are welcome in Gillingham. Choose from more than 10 house rentals for guests traveling with pets.
Are there apartment rentals with a dedicated workspace in Gillingham?
Yes! Work meets play with ease at over 80 apartment rentals in Gillingham featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for Apartment Rentals in Gillingham?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 150 homes with wifi, over 20 homes with free parking, over 150 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Gillingham

Top-rated vacation rentals in Gillingham

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Gillingham vacation rentals

Stay near Gillingham's top sights

Other great vacation rentals in Gillingham

Guest suite in Wateringbury

Guesthouse in Boughton Monchelsea

Apartment in Kent

Guesthouse in Medway

Home in Rainham

Home in Hempstead

Apartment in Saint Mary's Island

Home in Medway

Quick stats about vacation rentals in Gillingham

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there family-friendly apartment rentals in Gillingham?

Do condo rentals in Gillingham have a kitchen?

Do apartment rentals in Gillingham have air conditioning?

How much does it cost to stay in apartment rentals in Gillingham?

Do serviced apartment rentals in Gillingham have wifi?

Do house rentals in Gillingham have free parking?

Where should I stay in Gillingham?

Are there pet-friendly house rentals in Gillingham?

Are there apartment rentals with a dedicated workspace in Gillingham?

What are the most popular amenities for Apartment Rentals in Gillingham?

Destinations to explore