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Vacation rentals in Chatham

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Top-rated vacation rentals in Chatham

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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 in Rainham Mark
4.97 out of 5 average rating, 143 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.

Guest favorite
Apartment in Chatham
4.82 out of 5 average rating, 11 reviews

Bank Buildings - 2 bedroom large split-level flat

“SuperHosts” Large ‘split level’ 2bed flat in an old Bank. Very spacious&unique - newly decorated Own front door ***PLEASE NOTE*** from February2026 on site Parking NOT available,but P&D car park is right next door! 2shower rooms 2bedrooms 2flights of stairs Near Chatham & Rochester Train Stations & busses. Located ON High Street, short walk to shopping centre No Parties/No Smoking/No vapes/No Pets 3/4 people max, (1 x single fold-up bed) Families welcome Keysafe Entry Any questions pls ask :-)

Guest favorite
Cabin in Rochester
4.96 out of 5 average rating, 466 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 favorite
Apartment in Medway
5 out of 5 average rating, 13 reviews

Perfect March Base 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 favorite
The modern two-story apartment features a sleek design with large floor-to-ceiling windows. A private patio area is visible, surrounded by landscaped greenery. The exterior showcases a combination of white and red brick, with a sloped driveway leading up to the entrance.
Apartment in Higham
4.79 out of 5 average rating, 224 reviews

Mulberry Rise Apartment

Brand new spacious apartment, decorated in a modern style with floor to ceiling windows and bifold doors. The property is secure with plenty of parking, and a private patio area. Located opposite Gads Hill School and the Sir John Falstaff pub, the area is steeped with History and Charles Dickens culture. Surrounded by fields and woods for leisurely walks and conveniently located near pubs and local shops. Whilst also near the A2 and local public transport connections.

Guest favorite
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, 485 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
Apartment in Medway
5 out of 5 average rating, 3 reviews

Balmoral House - Apartment 7

Welcome to 57 Balmoral House! Our property offers 4 unique Apartments all located within the same building, each with it own private entrance and amenities. Our cosy and modern Apartments offers a comfortable stay with us, practical and cosy Apartments ideal for workers, business travellers, or anyone needing a convenient base Double or Twin rooms, a small kitchen area which includes Kettle, Toaster and cooking hob — perfect for couples or solo travellers.

Top guest favorite
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, 315 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 favorite
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.
Apartment in Saint Mary's Island
5 out of 5 average rating, 78 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.

Guest favorite
Double doors open to a private garden highlighting a well-maintained lawn and patio area. A circular table with ornate chairs is positioned centrally, and a barbecue station is visible in the background. The scene is illuminated by natural sunlight.
Home in Kent
4.92 out of 5 average rating, 300 reviews

Hermitage Cottage 2 Guests 2 Children.

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.

Top guest favorite
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.
Apartment in Medway
4.95 out of 5 average rating, 19 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.

Guest favorite
A well-maintained exterior is shown, featuring a brick building with large glass doors leading out to a grassy area. Colorful flowers in various shades of red, yellow, and purple flourish in the foreground, providing a vibrant contrast to the serene landscape.
Apartment in Medway
4.91 out of 5 average rating, 259 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.

Popular amenities for Chatham places to stay

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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 660 vacation rentals in St. Mary''s Island, over 950 vacation rentals in Chatham, and over 290 vacation rentals in Blue Bell Hill.

  • 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 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 townhouse rentals in Chatham have wifi?

    Absolutely! We offer over 10 townhouse 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 vacation rentals in Chatham

  • Total vacation rentals

    Explore 520 vacation rentals in Chatham

  • Nightly prices starting at

    Chatham vacation rentals start at $20 per night before taxes and fees

  • Verified guest reviews

    Over 6,220 verified reviews to help you choose

  • Family-friendly vacation rentals

    230 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wi-Fi availability

    500 of Chatham vacation rentals include wi-fi 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

Destinations to explore

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