Vacation rentals in Chatham

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Chatham

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

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Guest favorite

Guesthouse in Detling

4.92 out of 5 average rating, 130 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

Apr 5 – 12

R2,377 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!!!

Jun 6 – 13

R2,818 ZAR 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.

Feb 17 – 24

R1,710 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

Sep 25 – Oct 2

R2,678 ZAR per night

Guest favorite

Condo in Thorpe Bay

4.99 out of 5 average rating, 277 reviews

Estuary Views Penthouse with Parking

A Beachfront Coastal Retreat with private driveway parking & situated in the sort after area Thorpe Bay. Boasting unspoilt Panoramic Sea Views. Central to Blue Flag Beaches, 2 mins from award winning restaurants, superb location for coastal walks, watching the seabirds & a short walk to the longest Pier in the world. Re-Designed with Bi-Folding Glass doors, bringing the Outside Inside. Intricately Designed embracing tiny details that define our property for a Luxury & cosy stay.

Jan 13 – 20

R3,691 ZAR per night

Guest favorite

Guesthouse in Boughton Monchelsea

4.96 out of 5 average rating, 138 reviews

Adorable 1 bedroom guest barn, Boughton Monchelsea

This barn is situated in the picturesque village of Boughton Monchelsea. It has its own private garden with stunning meadow views. It has lots of local amenities to explore and is only 15 minutes drive from Leeds castle and a 15 minute drive to the train station which will take you directly into London. The exposed oak beamed barn is situated next to a traditional oast house, perfect for romantic getaways and people who want to escape the fast pace of everyday life.

Dec 6 – 13

R2,371 ZAR per night

Guest favorite

Cottage in Boughton Monchelsea

4.91 out of 5 average rating, 511 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.

Apr 11 – 18

R1,831 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*

Aug 4 – 11

R2,793 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 22 – 29

R2,069 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.

May 31 – Jun 7

R1,947 ZAR per night

Guest favorite

Apartment in Medway

4.91 out of 5 average rating, 212 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.

Jul 18 – 25

R1,516 ZAR per night

Guest favorite

Guesthouse in Gillingham

4.97 out of 5 average rating, 110 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.

Jun 17 – 24

R2,271 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Chatham vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Chatham's top sights

Rochester Castle68 locals recommend

The Historic Dockyard Chatham39 locals recommend

Rochester Cathedral116 locals recommend

Buckmore Park Kart Circuit9 locals recommend

Pentagon Shopping Centre9 locals recommend

Dockside Outlet Shopping Centre15 locals recommend

Other great vacation rentals in Chatham

Guest favorite

Home in Pembury

4.96 out of 5 average rating, 168 reviews

Unique character, cosy & relaxing, good location.

Oct 14 – 21

R2,844 ZAR per night

Guest favorite

Home in Maidstone

4.99 out of 5 average rating, 126 reviews

Riverside Cottage , Maidstone

Feb 10 – 17

R7,501 ZAR per night

Guest favorite

Home in Horsmonden

4.95 out of 5 average rating, 150 reviews

The Old Stable

Sep 13 – 20

R2,757 ZAR per night

Guest favorite

Home in Challock

4.99 out of 5 average rating, 198 reviews

Light filled cottage in a pretty village setting

Jul 5 – 12

R2,816 ZAR per night

Guest favorite

Home in Newington

4.87 out of 5 average rating, 167 reviews

Spacious cosy Barn ideal for exploring Kent

Oct 5 – 12

R2,855 ZAR per night

Guest favorite

Home in Kent

4.96 out of 5 average rating, 331 reviews

The Cowshed, Tunbridge Wells

Oct 3 – 10

R3,449 ZAR per night

Guest favorite

Home in Saint Michaels, Tenterden

4.97 out of 5 average rating, 314 reviews

Romantic Countryside Cottage near Kent Vineyards and Gardens

Sep 24 – Oct 1

R3,335 ZAR per night

Guest favorite

Home in Whitstable

4.92 out of 5 average rating, 707 reviews

Soak up the Cool, Coastal Style at a Harbour Hideaway

Oct 19 – 26

R2,904 ZAR per night

Show all

Other great vacation rentals in Chatham

Superhost

Apartment in Higham

4.78 out of 5 average rating, 176 reviews

Mulberry Rise Apartment

Oct 27 – Nov 3

R1,697 ZAR per night

Guest favorite

Cottage in Marden

4.99 out of 5 average rating, 476 reviews

The Lodge

Oct 17 – 24

R2,046 ZAR per night

Guest favorite

Guesthouse in Kent

4.91 out of 5 average rating, 102 reviews

'The Hideaway ' Sole Street, Cobham, Kent.

Oct 30 – Nov 6

R2,168 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 7 – 14

R3,068 ZAR per night

Guest favorite

Townhouse in Gravesend

4.98 out of 5 average rating, 176 reviews

*NEW* Luxury Thames View Riverfront + Home Cinema

Sep 26 – Oct 3

R3,468 ZAR per night

Guest favorite

Guesthouse in Kings Hill

4.96 out of 5 average rating, 182 reviews

Peaceful, charming oak framed annexe

Mar 16 – 23

R2,998 ZAR per night

Guest favorite

Farm stay in Oad Street

4.96 out of 5 average rating, 119 reviews

Unique Self contained lodge within stable setting

May 8 – 15

R2,703 ZAR per night

Guest favorite

Guesthouse in Sittingbourne

4.92 out of 5 average rating, 153 reviews

Self-contained annex, with free parking.

Apr 15 – 22

R1,571 ZAR per night

Show all

Quick stats about vacation rentals in Chatham

Total rentals
410 properties
Rentals with dedicated workspaces
180 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
170 properties are a good fit for families
Total number of reviews
5.1K reviews
Nightly prices starting at
R192 ZAR before taxes and fees

Frequently Asked Questions

Where should I stay in Chatham?
Make yourself at home in Chatham by choosing from our most frequently booked neighborhoods. We have over 840 vacation rentals in Chatham, over 240 vacation rentals in Blue Bell Hill, and over 240 vacation rentals in Walderslade Woods.
Are there vacation rentals with a dedicated workspace in Chatham?
Yes! Work meets play with ease at over 180 vacation rentals in Chatham featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Chatham?
Four-legged friends are welcome in Chatham. Choose from more than 30 vacation rentals for guests traveling with pets.
How much does it cost to stay in serviced apartment rentals in Chatham?
Experience the best of Chatham with our serviced apartment rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Chatham have wifi?
Absolutely! We offer over 90 apartment rentals with wifi in Chatham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chatham have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Chatham. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Chatham have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Chatham. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Chatham?
Chatham has more than 100 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Chatham

Top-rated vacation rentals in Chatham

Vacation rentals for every style

Houses

Apartments

Cottages

Popular amenities for Chatham vacation rentals

Stay near Chatham's top sights

Other great vacation rentals in Chatham

Home in Pembury

Home in Maidstone

Home in Horsmonden

Home in Challock

Home in Newington

Home in Kent

Home in Saint Michaels, Tenterden

Home in Whitstable

Other great vacation rentals in Chatham

Apartment in Higham

Cottage in Marden

Guesthouse in Kent

Farm stay in Kent

Townhouse in Gravesend

Guesthouse in Kings Hill

Farm stay in Oad Street

Guesthouse in Sittingbourne

Quick stats about vacation rentals in Chatham

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Where should I stay in Chatham?

Are there vacation rentals with a dedicated workspace in Chatham?

Are there pet-friendly vacation rentals in Chatham?

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

Do apartment rentals in Chatham have wifi?

Do house rentals in Chatham have a bbq area?

Do apartment rentals in Chatham have air conditioning?

Are there family-friendly house rentals in Chatham?

Destinations to explore