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.

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Superhost
A small room is showcased, featuring a compact kitchenette with a countertop area, a kettle, and a microwave. A television is mounted on the wall, while a window allows natural light to illuminate the space. A blue surface is visible in the foreground.
Guest suite in Medway
4.71 out of 5 average rating, 28 reviews

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

Superhost
An open-plan lounge is featured with a plush sofa and a smart TV mounted on the wall. A decorative fireplace adds character, while large windows allow ample natural light. A carpeted area is enhanced by a coffee table and a cozy blanket.
Flat in Medway
4.86 out of 5 average rating, 21 reviews

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!

Guest favourite
A spacious sleeping area is featured with a black metal bed frame, soft-textured pillows, and a bright yellow throw draped over the bed. The wall behind is adorned with a mural of trees, complemented by a wooden chest of drawers and dark curtains.
Home in Cliffe
4.95 out of 5 average rating, 165 reviews

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.

Guest favourite
Cabin in Rochester
4.95 out of 5 average rating, 443 reviews

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 

Top guest favourite
A modern living area features a sleek black sofa adorned with colorful cushions. A minimalist white entertainment unit is positioned against the wall, housing a large TV. Natural light floods the space through expansive windows, complemented by a stylish floor lamp and contemporary wall art.
Serviced apartment in Medway
5 out of 5 average rating, 9 reviews

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.

Top guest favourite
A bright living area is present, featuring two dark leather sofas positioned on a plush area rug. A small wooden table holds a vase of flowers. Natural light enters through a skylight, complementing a mounted television and decorative elements on the mantel.
Flat in Medway
4.98 out of 5 average rating, 51 reviews

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.

Guest favourite
The historic building showcases a striking façade featuring elegant arches and ornate detailing. Bright sunlight highlights the red exterior, drawing attention to the large windows and decorative elements. The structure reflects its original purpose as a theatre, adding character to the surrounding street.
Flat in Medway
4.9 out of 5 average rating, 51 reviews

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

Guest favourite
An inviting entrance showcases a wooden floor leading into two distinct spaces. On the left, a cozy bedroom features a spacious bed and a rocking chair, while the right leads to a stylish bathroom with patterned tiles and modern fixtures, emphasizing the home's character.
Home in Medway
4.89 out of 5 average rating, 61 reviews

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.

Guest favourite
A spacious garden area is showcased, featuring a manicured lawn bordered by vibrant greenery. A stone path leads to a charming detached apartment, complemented by seating arrangements and a wooden table under the clear sky, promoting relaxation in a serene outdoor environment.
Cottage in Walderslade
4.92 out of 5 average rating, 478 reviews

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.

Superhost
A cozy bedroom is featured, showcasing a spacious bed with textured pillows and a light blanket. Framed art pieces adorn the walls, while a tall plant adds a touch of greenery. A small side table and a mirror complete the inviting space.
Home in Medway
4.87 out of 5 average rating, 38 reviews

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!

Top guest favourite
A charming two-story building features a classic white-clapboard façade with a large window on the upper level. The entryway is framed by a beige curtain, while greenery is visible in front of the structure. Adjacent buildings showcase brick and painted exteriors.
Cottage in Rochester
4.95 out of 5 average rating, 309 reviews

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.

Top guest favourite
A dining area features a round table with wicker placemats, surrounded by black chairs. A potted plant adds a touch of greenery. Large windows offer views of the marina, showcasing boats and water reflections under a soft sky.
Flat in Saint Mary's Island
5 out of 5 average rating, 74 reviews

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

When is the best time to visit Chatham?

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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
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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

  1. Airbnb
  2. United Kingdom
  3. England
  4. Medway
  5. Chatham