Vacation rentals in Gillingham

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Top-rated vacation rentals in Gillingham

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Guest favorite

Guesthouse in Sittingbourne

4.92 out of 5 average rating, 155 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.

Jan 31 – Feb 7

R1,539 ZAR per night

Guest favorite

Guesthouse in Detling

4.92 out of 5 average rating, 131 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

Oct 28 – Nov 4

R2,328 ZAR 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!!!

Jul 7 – 14

R2,760 ZAR per night

Guest favorite

Cottage in Chatham

4.92 out of 5 average rating, 437 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.

Dec 7 – 14

R1,675 ZAR per night

Guest favorite

Farm stay in Oad Street

4.96 out of 5 average rating, 120 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.

May 14 – 21

R2,647 ZAR per night

Guest favorite

Cabin in Rochester

4.94 out of 5 average rating, 268 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 20 – 27

R2,623 ZAR per night

Guest favorite

Guest suite in Wateringbury

4.98 out of 5 average rating, 166 reviews

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

Relax or work in this stylish apartment with private courtyard garden and vintage summerhouse * First floor apartment with free parking * Rural views * Wi-Fi * Self check in * 6ft super king bed * Heating * Smart TV * Plus a summerhouse * Under 1 hour train from London * Local pub/food 10 minute walk * Close to country walks * River Medway 1 mile for boating/walks * Not suitable for pets or children * Please note EV charging is NOT permitted on the property*

Sep 2 – 9

R2,986 ZAR per night

Guest favorite

Home in Kent

4.93 out of 5 average rating, 216 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 27 – Nov 3

R2,027 ZAR per night

Guest favorite

Cottage in Marden

4.99 out of 5 average rating, 478 reviews

The Lodge

**Opted in to Airbnb's enhanced cleaning protocol** Cosy barn-style accommodation nestled in the heart of the Kent countryside. Located close to National Trust sites and country walks. The Lodge is the perfect country getaway and romantic retreat. Please note this is strictly a NO SMOKING property inside the Lodge, the garden and surrounding field. The property is also NOT SUITABLE for infants, children or pets. Two adults only.

Nov 11 – 18

R2,007 ZAR 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.

Jun 28 – Jul 5

R1,981 ZAR per night

Guest favorite

Apartment in Medway

4.91 out of 5 average rating, 213 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.

Nov 3 – 10

R1,485 ZAR per night

Guest favorite

Guesthouse in Gillingham

4.97 out of 5 average rating, 111 reviews

Sunset View

Our Airbnb is a spacious purpose built holiday home. We hope you enjoy the views over the surrounding farmland from inside the property and from the private patio area. If the weather allows you can soak up the sun from our high vantage point and enjoy watching the sun set into the distance. There is ample parking on our gated driveway and we are conveniently located for easy motorway access.

May 28 – Jun 4

R2,206 ZAR 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

Condo in Thorpe Bay

4.99 out of 5 average rating, 277 reviews

Estuary Views Penthouse with Parking

Feb 17 – 24

R3,616 ZAR per night

Guest favorite

Guesthouse in Boughton Monchelsea

4.96 out of 5 average rating, 140 reviews

Adorable 1 bedroom guest barn, Boughton Monchelsea

Jan 25 – Feb 1

R2,322 ZAR per night

Guest favorite

Cottage in Boughton Monchelsea

4.91 out of 5 average rating, 513 reviews

The Oast Cottage: Private Annex with own entrance.

Apr 17 – 24

R1,765 ZAR per night

Guest favorite

Cottage in Meopham

4.97 out of 5 average rating, 151 reviews

The Garden Room in rural Kent - Harvel, Meopham

Aug 23 – 30

R2,347 ZAR per night

Guest favorite

Guesthouse in Kings Hill

4.96 out of 5 average rating, 184 reviews

Peaceful, charming oak framed annexe

Feb 6 – 13

R2,905 ZAR per night

Guest favorite

Townhouse in Gravesend

4.98 out of 5 average rating, 176 reviews

*NEW* Luxury Thames View Riverfront + Home Cinema

Aug 4 – 11

R3,822 ZAR per night

Guest favorite

Farm stay in Kent

4.99 out of 5 average rating, 343 reviews

Traditional Log Cabin On The Lake

Oct 18 – 25

R3,005 ZAR per night

Guest favorite

Cottage in Oare

4.99 out of 5 average rating, 276 reviews

Twitchers Cottage Oare - Nature on your doorstep

Sep 29 – Oct 6

R2,370 ZAR 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
R188 ZAR before taxes and fees

Frequently Asked Questions

Are there family-friendly house rentals in Gillingham?
Gillingham has more than 90 family-friendly house 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 house rentals in Gillingham have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Gillingham. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in serviced apartment rentals in Gillingham?
Experience the best of Gillingham with our serviced apartment rentals, starting at about $60 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 condo rentals in Gillingham have free parking?
Absolutely! We offer over 10 condo 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 600 vacation rentals in Darland, over 90 vacation rentals in Rainham, and over 40 vacation rentals in Twydall.
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 10 homes with air conditioning, over 150 homes with wifi, over 20 homes with free parking, over 150 homes with a kitchen, 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

Houses

Apartments

Hotels

Popular amenities for Gillingham vacation rentals

Stay near Gillingham's top sights

Other great vacation rentals in Gillingham

Condo in Thorpe Bay

Guesthouse in Boughton Monchelsea

Cottage in Boughton Monchelsea

Cottage in Meopham

Guesthouse in Kings Hill

Townhouse in Gravesend

Farm stay in Kent

Cottage in Oare

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 house rentals in Gillingham?

Do condo rentals in Gillingham have a kitchen?

Do house rentals in Gillingham have air conditioning?

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

Do serviced apartment rentals in Gillingham have wifi?

Do condo 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