
Holiday rentals in Chatham
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Top-rated holiday rentals in Chatham
Guests agree: these stays are highly rated for location, cleanliness and more.

Mini Room with toilet, No Shower, Boiler in room.
This petite room is thoughtfully arranged to make the most of its space. It features a sofabed—perfect for a night or two when a single bed simply wouldn’t fit. While there’s no shower, the room does include a private toilet for convenience. You’ll find a small fridge, microwave, kettle, toaster, and a selection of tea, coffee, and sugar to help you settle in. A TV is also for a bit of downtime. Though not suited for long-term stays, this cozy setup works well for brief visits or overnight stops

Cosy Gillingham Stay • WiFi • Train • Parking
✨ Comfortable Getaway in Gillingham ✨ This modern 1-bedroom retreat is perfect for solo travellers, couples, or professionals. ✔ Inviting Living Space – Open lounge with plush sofa, smart TV & natural light. ✔ Fully Equipped Kitchen – Everything you need to cook with ease. ✔ Serene Bedroom – Double & single beds with great storage. ✔ Prime Location – Steps from shops & Gillingham Station with direct trains to Central London or Kent's beautiful seaside towns. 📅 Book now for your perfect stay!

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.

Cosy Rural Retreat with Log Burner
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

Work Trip? Stay Cosy, Clean & Convenient
Ideal for contractors, professionals, and those relocating. Please enquire for all other stays. Welcome to Address Apartments in Gillingham, where comfort meets convenience. Our spacious apartments are designed for short or long stays with no tied-in contracts. Enjoy dynamic, flexible service paired with stunning spaces. Have questions or need more information? Message us for a prompt response. Rated 4.9/5 in 2024, we take pride in delivering exceptional stays tailored to your needs.

Castle Garden View - Central Rochester High Street
Castle Garden View is a 2 bedroom flat situated in a prime location within the bustling heart of Rochester, close to both the Castle and Cathedral. In addition to the many historical landmarks of the local area, visitors can enjoy the vibrant bars and restaurants nearby, providing plenty of dining and entertainment options right on the doorstep. The flat is within easy walking distance of Rochester and Strood railway stations and so ideal for visitors arriving by public transport.

Stunning & Unique 1 bed flat!
Stunning & unique furnished 1 bed flat with mezzanine in Chatham High Road. Building originally a Theatre hosting Charlie Chaplin and Laurel & Hardy. * Very comfortable & high quality property. * \\Please let us know as soon as possible if you require parking in the gated car park (£7.50 per night)// * Large spacious flat / 1200 SqFt * Finished to high standard * No Smoking * No Pets * Walking distance to Chatham Station * Downstairs Utility & WC * WiFi * Dressing & Work area

Top floor of Central Rochester home
Tranquil apartment just a 5 minute walk away from the historic high street and its diverse range of restaurants, boutiques, bars and coffee shops, as well as the famed castle and cathedral. A 10 minute walk to Rochester train station with high-speed trains to London in just 36 minutes. This apartment is located on the top floor of our centrally located, historic, family home. You will have the whole of the top floor to yourselves and will share an entrance with the main house.

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.

Cozy two bedroom house
Enjoy a relaxing stay in this charming two-bedroom home, perfect for couples, families, or friends. The house features a shared bathroom accessible through the main bedroom, free on-site parking, and a fully equipped basement with a tumble dryer and an additional freezer. A soft water system is installed for added comfort. Convenient and cozy, this home offers all the essentials for a comfortable stay in a quiet neighborhood. Book now and make yourself at home!

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.

Stunning 2 Bed Chatham Docks Apartment
This stunning 2 bed apartment is the perfect place to relax and unwind situated on the marina. Come and explore the sights and local attractions of historical town of Chatham. Surrounded by restaurants, shops, bars and a multiplex cinema. Also has excellent connections to London with 2 stations being within a 10 minute drive and only taking 40 minutes to get into London via high speed making it the perfect stay for tourists and business stays.
Popular amenities for Chatham holiday rentals
Stay near Chatham's top sights
Other great holiday rentals in Chatham

Charming ensuite King room w TV in friendly home

Stylish Rochester Townhouse

Comfy Double - Relax & Recharge

Room in a lovely home

Admiral's Suite in West Malling

Large Bright Double Room

Room in Kent Double bed

A cosy room in a family home
When is the best time to visit Chatham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $156 SGD | $161 SGD | $161 SGD | $170 SGD | $169 SGD | $169 SGD | $173 SGD | $174 SGD | $168 SGD | $168 SGD | $161 SGD | $172 SGD |
| 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 600 vacation rentals in Upnor, over 280 vacation rentals in Blue Bell Hill, and over 600 vacation rentals in St. Mary''s Island.
Are there vacation rentals with a dedicated workspace in Chatham?
Yes! Work meets play with ease at over 200 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 apartment rentals in Chatham?
Experience the best of Chatham with our apartment 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 house rentals in Chatham have a gym?
Absolutely! We offer over 10 house rentals with a gym in Chatham. Enjoy a tailored experience with all the comforts you desire.
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 20 house rentals with air conditioning in Chatham. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Chatham?
Chatham has more than 30 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Chatham?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 100 homes with wifi, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Chatham

Total holiday rentals
Explore 460 holiday rentals in Chatham

Nightly prices starting at
Chatham holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 5,660 verified reviews to help you choose

Family-friendly holiday rentals
200 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
430 of Chatham holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill 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
- Westminster Abbey
- Tower Bridge
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- Buckingham Palace
- Big Ben
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- Kew Gardens




