Vacation rentals in Chatham

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chatham

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

0 of 0 items showing

1 of 3 pages

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

G$30,206 GYD 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 28 – Jan 4

G$18,323 GYD per night

Guest favorite

Farm stay in Oad Street

4.96 out of 5 average rating, 121 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 17 – 24

G$28,992 GYD per night

Guest favorite

Cabin in Rochester

4.94 out of 5 average rating, 270 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

Nov 28 – Dec 5

G$28,722 GYD per night

Guest favorite

Condo in Thorpe Bay

4.99 out of 5 average rating, 279 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.

Mar 14 – 21

G$38,272 GYD per night

Guest favorite

Guesthouse in Boughton Monchelsea

4.96 out of 5 average rating, 141 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.

Apr 12 – 19

G$25,431 GYD per night

Guest favorite

Cottage in Boughton Monchelsea

4.91 out of 5 average rating, 514 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.

Nov 21 – 28

G$17,094 GYD 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 2 – 9

G$29,705 GYD 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.

Dec 13 – 20

G$22,170 GYD per night

Guest favorite

Cottage in Marden

4.99 out of 5 average rating, 479 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.

Dec 23 – 30

G$21,897 GYD per night

Guest favorite

Apartment in The Precinct

4.9 out of 5 average rating, 128 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

G$21,674 GYD 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.

Apr 27 – May 4

G$16,247 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Chatham vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

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

Townhouse in Gravesend

4.98 out of 5 average rating, 176 reviews

*NEW* Luxury Thames View Riverfront + Home Cinema

Aug 23 – 30

G$37,975 GYD per night

Guest favorite

Guesthouse in Detling

4.92 out of 5 average rating, 132 reviews

Adorable 1 bed guesthouse with patio

Nov 6 – 13

G$25,484 GYD per night

Guest favorite

Guesthouse in Kings Hill

4.96 out of 5 average rating, 184 reviews

Peaceful, charming oak framed annexe

Jan 23 – 30

G$31,620 GYD per night

Guest favorite

Guesthouse in Kent

4.91 out of 5 average rating, 102 reviews

'The Hideaway ' Sole Street, Cobham, Kent.

Oct 24 – 31

G$23,251 GYD per night

Guest favorite

Windmill in Benenden

4.99 out of 5 average rating, 691 reviews

Old Smock Windmill in rural Kent

Mar 7 – 14

G$64,112 GYD per night

Superhost

Apartment in Higham

4.79 out of 5 average rating, 177 reviews

Mulberry Rise Apartment

Jul 3 – 10

G$20,855 GYD per night

Guest favorite

Farm stay in Kent

4.99 out of 5 average rating, 344 reviews

Traditional Log Cabin On The Lake

Oct 18 – 25

G$32,911 GYD per night

Guest favorite

Cottage in Sandhurst

5.0 out of 5 average rating, 325 reviews

Cosy Cottage with Woodburner & Countryside Views.

Jan 24 – 31

G$29,805 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 house rentals in Chatham?
Experience the best of Chatham with our house 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 house rentals in Chatham have wifi?
Absolutely! We offer over 210 house 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 self check-in?
Absolutely! We offer over 20 house rentals with self check-in 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

Hotels

Popular amenities for Chatham vacation rentals

Stay near Chatham's top sights

Other great vacation rentals in Chatham

Townhouse in Gravesend

Guesthouse in Detling

Guesthouse in Kings Hill

Guesthouse in Kent

Windmill in Benenden

Apartment in Higham

Farm stay in Kent

Cottage in Sandhurst

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 house rentals in Chatham?

Do house rentals in Chatham have wifi?

Do house rentals in Chatham have a bbq area?

Do house rentals in Chatham have self check-in?

Are there family-friendly house rentals in Chatham?

Destinations to explore