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 modern living area features a comfortable grey sofa and a sleek glass dining table set for four. A decorative plant enhances the space, while wall art in calming colors adds character. A flat-screen TV is mounted on the wall opposite the seating.
Flat
4.91 out of 5 average rating, 91 reviews

Home from Home

Kick back relax in this cosy, stylish modern Riverside apartment that's well equipped to make your stay as comfortable as home. This one bedroom flat has a newly fitted kitchen and bathroom, tastefully decorated throughout with a king size bed and a private balcony to enjoy a view accross to River Medway. With close amenities walkable distance like Asda supermarket just 2 mins away. The train station linking you to London in 45 mins just 5min drive away. Universities and Hospital also nearby.

Top guest favourite
A modern dining area features a round table set with plates and flowers, surrounded by four black chairs. A cozy sofa is positioned nearby, with a soft color palette complementing the overall design. Light enters through an opening to the kitchen area.
Home
4.97 out of 5 average rating, 147 reviews

Modern 2 Bed House in Rainham, Kent

Welcome to this modern home from home in Rainham, Kent. 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 & much more. Including 2 spacious bedrooms with double & king size bed, new luxury bathroom & open lounge with all Virgin TV channels, fast WiFi, fully equipped modern kitchen, large garden & a private parking space for your stay.

Top guest favourite
The exterior of the annex is showcased, featuring vertical wooden slats and a glass-paneled door. A small window is visible, allowing natural light into the space. The entrance is set on a paved path, surrounded by greenery and a water storage tank nearby.
Guest house
4.94 out of 5 average rating, 278 reviews

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.

Top guest favourite
A bright entrance corridor is visible, featuring wooden flooring and white walls. The front door has a glass panel design, while a round mirror is mounted on the wall. A welcome mat lies on the floor, and warm light fixtures create a welcoming ambiance.
Home
4.92 out of 5 average rating, 198 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!!!

Superhost
Home
5 out of 5 average rating, 3 reviews

Lush 2 Bed Home I Free Parking I Near Chatham Dock

Experience ultimate group comfort in this stylish Brompton retreat by Novasera Properties. Perfectly tailored for large families, contractors, or weekend explorers, our home uniquely sleeps 8 across two floors. Nestled in a quiet pocket of Chatham, you’re a stroll away from the Historic Dockyard and high-speed links to London. Enjoy a seamless blend of modern amenities, sleek bathrooms, and versatile sleeping options. Whether for work or play, find your perfect Medway base here.

Top guest favourite
Flat
5 out of 5 average rating, 20 reviews

Perfect for Isle of Grain Work

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, we take pride in delivering exceptional stays tailored to your needs.

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
4.92 out of 5 average rating, 488 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.

Guest favourite
Home
4.95 out of 5 average rating, 93 reviews

Grade II 3-bed cottage• Free parking • Sonos & 5.1

Enjoy a stylish experience at this centrally-located cottage in the heart of Rochester. The Grade 2 listed cottage was built in the 1750s but has all the comforts of high end residential living. With SONOS speakers throughout, Sky TV and 5.1 Surround sound in the lounge you have the perfect retreat if you want to relax. Town is a two minute walk if you want a drink, or make your own at the cocktail bar. The lit terrace makes the perfect place to read , eat or party.

Top guest favourite
The historic windmill features a distinctive white weatherboard structure, surrounded by lush greenery. Two teak steamer chairs are positioned in the foreground, inviting relaxation in the garden. A clear blue sky with soft clouds enhances the serene rural setting.
Windmill
4.99 out of 5 average rating, 848 reviews

Old Smock Windmill in rural Kent

Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

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
4.95 out of 5 average rating, 318 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
5 out of 5 average rating, 82 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.

Top guest favourite
A light-filled hallway with warm wood flooring is lined with elegant wall paneling. A potted plant sits in a gold planter, adding a touch of greenery. Soft pink walls create a welcoming atmosphere, with an inviting peek of a bedroom visible through the archway.
Flat
4.96 out of 5 average rating, 27 reviews

The Corner by the Castle

The Corner by the Castle is our characterful first floor Victorian apartment in the heart of Rochester High Street. Sleeping 4 with two comfy double beds, a great kitchen (where you can catch a glimpse of the castle gardens from the window) it’s perfect for relaxing or exploring. Surrounded by shops, restaurants, and historic sites like Rochester Cathedral and Castle, it’s the ideal base to enjoy everything this charming City has to offer.

Popular amenities for Chatham holiday rentals

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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 280 vacation rentals in Blue Bell Hill, over 930 vacation rentals in Chatham, and over 280 vacation rentals in Walderslade.

  • Are there vacation rentals with a dedicated workspace in Chatham?

    Yes! Work meets play with ease at over 230 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 serviced apartment rentals in Chatham?

    Experience the best of Chatham with our serviced apartment rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

  • Do house rentals in Chatham have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning 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 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.

  • What are the most popular amenities for Apartment Rentals in Chatham?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a gym, over 120 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Chatham

  • Total holiday rentals

    Explore 480 holiday rentals in Chatham

  • Nightly prices starting at

    Chatham holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 5,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    460 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