Vacation rentals in Chatham

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Top-rated vacation rentals in Chatham

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Guest favorite

Townhouse in Gravesend

4.98 out of 5 average rating, 176 reviews

*NEW* Luxury Thames View Riverfront + Home Cinema

The PERFECT place for your getaway, this luxury property is a great base to explore Kent whilst only 23 mins to London on the train. Grade II listed fully renovated, modern Thames River view townhouse with a Home Cinema! With fantastic riverside views, this 2 Bedroom property sleeps 4 & has off road parking. Recently renovated to a high standard and decorated for xmas with new home cinema, kitchen, bathroom, bedrooms & furniture. Come and spend time in our unique riverside property in Kent.

Jul 9 – 16

$152 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

Dec 25 – Jan 1

$107 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

$126 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.

Oct 19 – 26

$76 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.

Aug 25 – Sep 1

$122 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

Apr 10 – 17

$120 per night

Guest favorite

Guesthouse in Boughton Monchelsea

4.96 out of 5 average rating, 140 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.

Jan 24 – 31

$107 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.

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.

Feb 10 – 17

$77 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*

Jul 14 – 21

$126 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.

Mar 20 – 27

$92 per night

Guest favorite

Apartment in The Precinct

4.9 out of 5 average rating, 127 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

$90 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.

Mar 22 – 29

$68 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 Newington

4.87 out of 5 average rating, 167 reviews

Spacious cosy Barn ideal for exploring Kent

Oct 1 – 8

$126 per night

Guest favorite

Home in Maidstone

4.99 out of 5 average rating, 126 reviews

Riverside Cottage , Maidstone

Apr 8 – 15

$344 per night

Guest favorite

Home in Pembury

4.96 out of 5 average rating, 169 reviews

Unique character, cosy & relaxing, good location.

Oct 11 – 18

$126 per night

Guest favorite

Home in Horsmonden

4.95 out of 5 average rating, 151 reviews

The Old Stable

Sep 26 – Oct 3

$123 per night

Guest favorite

Home in Challock

4.99 out of 5 average rating, 199 reviews

Light filled cottage in a pretty village setting

Sep 6 – 13

$131 per night

Guest favorite

Home in Saint Michaels, Tenterden

4.97 out of 5 average rating, 315 reviews

Romantic Countryside Cottage near Kent Vineyards and Gardens

Sep 21 – 28

$149 per night

Guest favorite

Home in Kent

4.96 out of 5 average rating, 331 reviews

The Cowshed, Tunbridge Wells

Oct 3 – 10

$154 per night

Guest favorite

Home in Kent

4.84 out of 5 average rating, 226 reviews

Country Cottage Escape

Oct 12 – 19

$92 per night

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Other great vacation rentals in Chatham

Guest favorite

Guesthouse in Kings Hill

4.96 out of 5 average rating, 184 reviews

Peaceful, charming oak framed annexe

Dec 27 – Jan 3

$133 per night

Guest favorite

Cottage in Marden

4.99 out of 5 average rating, 478 reviews

The Lodge

Oct 11 – 18

$90 per night

Guest favorite

Guesthouse in Sittingbourne

4.92 out of 5 average rating, 155 reviews

Self-contained annex, with free parking.

Nov 24 – Dec 1

$71 per night

Guest favorite

Condo in Thorpe Bay

4.99 out of 5 average rating, 278 reviews

Estuary Views Penthouse with Parking

Nov 25 – Dec 2

$158 per night

Guest favorite

Apartment in Kent

4.96 out of 5 average rating, 185 reviews

Georgian house, ten minutes from the beach.

Dec 23 – 30

$95 per night

Guest favorite

Apartment in Kent

4.83 out of 5 average rating, 191 reviews

Maidstone apartment near station/town centre

Sep 14 – 21

$97 per night

Superhost

Apartment in Higham

4.79 out of 5 average rating, 177 reviews

Mulberry Rise Apartment

Dec 2 – 9

$79 per night

Guest favorite

Guesthouse in Kent

4.91 out of 5 average rating, 102 reviews

'The Hideaway ' Sole Street, Cobham, Kent.

Nov 9 – 16

$97 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
$10 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

Apartments

Houses

Cottages

Popular amenities for Chatham vacation rentals

Stay near Chatham's top sights

Other great vacation rentals in Chatham

Home in Newington

Home in Maidstone

Home in Pembury

Home in Horsmonden

Home in Challock

Home in Saint Michaels, Tenterden

Home in Kent

Home in Kent

Other great vacation rentals in Chatham

Guesthouse in Kings Hill

Cottage in Marden

Guesthouse in Sittingbourne

Condo in Thorpe Bay

Apartment in Kent

Apartment in Kent

Apartment in Higham

Guesthouse 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 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?

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