Holiday rentals in Chatham

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Top-rated holiday rentals in Chatham

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Guest favourite
A modern bathroom space is visible, showcasing sleek design elements. A black console table with a woven shelf is positioned against the wall, while abstract art pieces hang above it. A round mirror complements the glass shower enclosure and wooden cabinetry in the adjacent area.
Home in Medway
5 out of 5 average rating, 17 reviews

4BR 3bath Refurb| Medway

Stylish 4-bed, 3-bathroom home in the heart of Chatham. You'll love being just a 3-mins stroll from the station, (London Victoria in 47 mins) & only 5 mins walk from all the town centre's shops It has a fully equipped kitchen, a cozy dining area for 6, and 4 bedrooms, 2 en-suite and one main bathroom which has been finished to perfection, and there's a lovely lounge area where you can unwind after your day. Perfect for families/contractors/larger groups. Free off-street parking for two cars

Top guest favourite
Cabin in Rochester
4.96 out of 5 average rating, 463 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 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, 60 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.

Superhost
A cozy living area features a black sectional sofa and an armchair beside a small side table. An assortment of framed artwork adorns the walls, complemented by a disco ball pendant. A coffee table with a floral arrangement sits at the center, inviting relaxation.
Flat in Medway
4.8 out of 5 average rating, 15 reviews

Central Rochester flat with garden, sleeps up to 4

Cosy, 1 bedroom flat in listed building in quiet street Close to the charming historic high street and the beautiful Vines park 5-10 minutes walk from Rochester train station with fast trains to London and the Kent coast 1 double bedroom 1 double pull out sofa bed in living room Small kitchen but with all you need Spacious shower A small courtyard garden - being renovated please beware of uneven surfaces Daily paid vouchers for street parking Please note access via steep stairs

Top 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
4.92 out of 5 average rating, 66 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
4.86 out of 5 average rating, 66 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.

Top guest favourite
A modern living area features a sleek black sofa adorned with vibrant cushions, facing a flat-screen TV mounted on a white console. Natural light filters in from an adjacent hallway, highlighting the smooth floor and stylish decor, including a unique light fixture.
Flat in Medway
5 out of 5 average rating, 15 reviews

March Availability for Isle of Grain Contractors

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.

Top 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, 484 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
4.84 out of 5 average rating, 44 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, 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 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, 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.

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 in Medway
5 out of 5 average rating, 17 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 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 holiday rentals in Chatham

  • Total holiday rentals

    Explore 520 holiday rentals in Chatham

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 6,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    230 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    500 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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  4. Medway
  5. Chatham