
Vacation rentals in Chatham
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Top-rated vacation rentals in Chatham
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Modern 2 Bed House in Rainham, Kent
Welcome to this modern home from home in Rainham. Perfect for any stay - leisure, work, visiting family/friends & local attractions. Conveniently situated close to local amenities, 5-minute walk to train station and town centre, restaurants, pubs, bars, shops & more. Including 2 spacious bedrooms with double & king size bed, new luxury bathroom & open lounge with all Virgin TV channels including Sky Sports & Netflix, fully equipped modern kitchen, large garden & a parking space for your stay.

Stunning Views over Garden & Valley
Wake up & lift the automatic blinds directly from your SUPER KING SIZE BED & be captivated by the VIEW of the beautiful Darent Valley unfolding before you through the picture windows. SNUGGLE in a cosy armchair with a book, listen to your favourite music or EXPLORE many footpaths along the valley. Stroll through the fields to Otford & Shoreham villages, visit HISTORIC HOUSES & vineyards or simply stay at home & enjoy a spacious studio apartment whilst staring at the sunset with a glass of wine

Self-contained annex, with off-road 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.

*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 with new home cinema, kitchen, bathroom, bedrooms & furniture and decorated for xmas . Come and spend time in our unique riverside property in Kent.

Petite Gite in an idyllic cottage garden.
Come and make yourself at home in this unique hand crafted miniature gite. Tucked away in the garden of a Tudor cottage, situated on the Addington village green just yards from the Angel Inn. Cottage style Kitchenette with miniature Belfast sink and cupboards. Small double raised bed with storage and dining table underneath. Fully centrally heated for those cosy winter/autumnal days. Rose Cottage, as we call it, has been painstakingly restored to create a delightful, light and cosy space.

Cosy 1 bed countryside cottage, tranquil location
Very spacious 1 bed en-suite cottage with off road parking and a small courtyard area. Formerly an Annex to the main house it is ideally situated for walking/hiking with easy access to the RSPB marshes of Cliffe. Beautiful views of the Kent countryside leading to Cooling Castle Barn, St Helens Church, Cliffe and St James church which inspired Charles Dickens to write Great Expectations where the hero Pip met Magwitch the convict. Easy car access to Historic Rochester Castle and Cathedral.

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

PJ's @ Willow Cottage
Small but beautifully created detached one bedroom apartment with kitchen, study/dining room and shower room/toilet Close to places of interest, train station, bus routes and M2 / M20 motorways . Superfast Wi-Fi, flat screen TV, fridge/freezer, combination microwave, hob, coffee/hot water machines and many extras. Double bed with Simba memory foam mattress , leather sofa Off-road parking and full access to large garden area. A secure bicycle store also available.

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.

Peaceful apt, views, garden, WiFi & sunsets
Relax or work in this stylish apartment with private courtyard garden and vintage summerhouse * First floor apartment with free parking * Country 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*

The Old Tuck Shop (entire cottage - 1 double bed)
Ideally located for exploration of the historic Medway Towns and surrounding areas of Kent,The Old Tuck Shop is the perfect place for a relaxing getaway. The accommodation can sleep up to 3 guests, but this listing is only for two guests sharing the double room. If the second single bedroom is required please contact your host before booking or see the other listing. There is a full bathroom upstairs and an additional loo and cloakroom downstairs.

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.
Popular amenities for Chatham vacation rentals
Pet-friendly vacation rentals in Chatham

A Kent Coach House getaway for peace and quiet

The Granary - Luxury conversion in beautiful Kent

Little Stonewall’s Guest Suite

Guest Suit in Leybourne. Nr West Malling Kent

Cosy 3 bedroom cottage in the heart of Kent

Spacious g/f one bedroom annexe - Leigh on Sea

Cosy Private Cottage in Wrotham, Kent Downs AONB

The Pool Shed with heated swimming pool (may-sept)
Other great vacation rentals in Chatham

Mini Room with toilet, No Shower, Boiler in room.

Victorian gardener's lodge set in Kent countryside

Stunning & Unique 1 bed flat!

Top floor of Central Rochester home

Apartment 3 - Symons House

Castle Garden View - Central Rochester High Street

Cozy two bedroom house

The Corner by the Castle
When is the best time to visit Chatham?
Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
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Avg. price | R2,091 ZAR | R2,161 ZAR | R2,161 ZAR | R2,283 ZAR | R2,266 ZAR | R2,266 ZAR | R2,213 ZAR | R2,405 ZAR | R2,283 ZAR | R2,213 ZAR | R2,161 ZAR | R2,300 ZAR |
Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 6°C |
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 280 vacation rentals in Blue Bell Hill, over 600 vacation rentals in St. Mary''s Island, and over 600 vacation rentals in Upnor.
Are there vacation rentals with a dedicated workspace in Chatham?
Yes! Work meets play with ease at over 190 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 40 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 $20 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 a gym?
Absolutely! We offer over 10 apartment rentals with a gym in Chatham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chatham have wifi?
Absolutely! We offer over 250 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 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 condo rentals in Chatham?
Chatham has more than 10 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Chatham?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 250 homes with wifi, over 10 homes with a bbq area, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Chatham
Total vacation rentals
Explore 460 vacation rentals in Chatham
Nightly prices starting at
Chatham vacation rentals start at R349 ZAR per night before taxes and fees
Verified guest reviews
Over 5,660 verified reviews to help you choose
Family-friendly vacation rentals
200 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 40 rentals that welcome pets
Rentals with dedicated workspaces
200 properties have a dedicated workspace
Wi-Fi availability
430 of Chatham vacation rentals include wi-fi access
Popular amenities for guests
Guests love Pet friendly, Pool, and Laptop-friendly workspace across Chatham rentals
4.6 Average rating
Chatham stays receive an average rating of 4.6 out of 5 from guests
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- British Museum
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