Chatham places to stay

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Chatham

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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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.

Oct 17 – 24

G$16,725 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

Jan 29 – Feb 5

G$25,297 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 7 – 14

G$29,984 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.

Feb 2 – 9

G$18,163 GYD per night

Guest favorite

Cabin in Rochester

4.94 out of 5 average rating, 265 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

Aug 6 – 13

G$28,512 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.

Dec 31 – Jan 7

G$31,770 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.

Dec 6 – 13

G$20,351 GYD per night

Guest favorite

Cottage in Boughton Monchelsea

4.91 out of 5 average rating, 508 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.

Sep 23 – 30

G$16,396 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 15 – 22

G$22,008 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 10 – 17

G$20,179 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.

Sep 14 – 21

G$16,128 GYD per night

Guest favorite

Guesthouse in Gillingham

4.97 out of 5 average rating, 108 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.

Sep 2 – 9

G$25,272 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Chatham places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

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

Guesthouse in Kent

4.91 out of 5 average rating, 102 reviews

'The Hideaway ' Sole Street, Cobham, Kent.

Aug 26 – Sep 2

G$23,081 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

Aug 11 – 18

G$28,779 GYD per night

Guest favorite

Houseboat in Kent

4.92 out of 5 average rating, 122 reviews

Lady Florence unique River Boat with Castle Views

Oct 24 – 31

G$33,412 GYD per night

Guest favorite

Cabin in Kent

4.87 out of 5 average rating, 294 reviews

The Heath large log cabin Maidstone

May 15 – 22

G$27,376 GYD per night

Guest favorite

Guesthouse in Boughton Monchelsea

4.96 out of 5 average rating, 138 reviews

Adorable 1 bedroom guest barn, Boughton Monchelsea

Dec 27 – Jan 3

G$30,294 GYD per night

Guest favorite

Place to stay in Addington

4.98 out of 5 average rating, 161 reviews

Petite Gite in an idyllic cottage garden.

Sep 26 – Oct 3

G$17,246 GYD per night

Guest favorite

Windmill in Benenden

4.99 out of 5 average rating, 687 reviews

Old Smock Windmill in rural Kent

Feb 5 – 12

G$63,643 GYD per night

Guest favorite

Townhouse in Gravesend

4.98 out of 5 average rating, 174 reviews

*NEW* Luxury Thames View Riverfront + Home Cinema

Jul 21 – 28

G$41,515 GYD per night

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Other great vacation rentals in Chatham

Guest favorite

Guesthouse in Walderslade

5.0 out of 5 average rating, 13 reviews

Annex in Medway

Dec 20 – 27

G$22,572 GYD per night

Guest favorite

Guesthouse in Medway

4.91 out of 5 average rating, 11 reviews

Homely annexe with own entrance

Aug 16 – 23

G$16,740 GYD per night

Guest favorite

Apartment in Medway

5.0 out of 5 average rating, 18 reviews

Castle Garden View - Central Rochester High Street

Jan 14 – 21

G$29,702 GYD per night

Guest favorite

Home in Medway

4.95 out of 5 average rating, 38 reviews

This lovely 1 bed annexe, sleeps two

May 23 – 30

G$23,463 GYD per night

Guest favorite

Home in Hempstead

5.0 out of 5 average rating, 9 reviews

Brambles

Apr 29 – May 6

G$16,893 GYD per night

Guest favorite

Home in Medway

4.97 out of 5 average rating, 30 reviews

3 Bedroom Cottage in the Heart of Rochester.

Sep 17 – 24

G$38,120 GYD per night

Superhost

Condo in Medway

4.83 out of 5 average rating, 59 reviews

Stylish Station Apartment Rochester Free parking

Feb 4 – 11

G$34,902 GYD per night

Guest favorite

Farm stay in Kent

4.97 out of 5 average rating, 35 reviews

Countryside self-contained Annex

Jun 20 – 27

G$20,849 GYD 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
G$2,090 GYD 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 240 vacation rentals in Walderslade Woods, over 240 vacation rentals in Blue Bell Hill, and over 840 vacation rentals in Chatham.
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 condo rentals in Chatham?
Experience the best of Chatham with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Chatham have wifi?
Absolutely! We offer over 20 condo 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 house rentals in Chatham have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Chatham. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly serviced apartment rentals in Chatham?
Chatham has more than 10 family-friendly serviced apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Chatham places to stay

Top-rated places to stay in Chatham

Vacation rentals for every style

Cottages

Houses

Apartments

Popular amenities for Chatham places to stay

Stay near Chatham's top sights

Other great vacation rentals in Chatham

Guesthouse in Kent

Farm stay in Oad Street

Houseboat in Kent

Cabin in Kent

Guesthouse in Boughton Monchelsea

Place to stay in Addington

Windmill in Benenden

Townhouse in Gravesend

Other great vacation rentals in Chatham

Guesthouse in Walderslade

Guesthouse in Medway

Apartment in Medway

Home in Medway

Home in Hempstead

Home in Medway

Condo in Medway

Farm stay in Kent

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 condo rentals in Chatham?

Do condo rentals in Chatham have wifi?

Do house rentals in Chatham have a bbq area?

Do house rentals in Chatham have air conditioning?

Are there family-friendly serviced apartment rentals in Chatham?

Destinations to explore