Vacation rentals in Chatham

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Quick stats about vacation rentals in Chatham

  • Total vacation rentals

    Explore 470 vacation rentals in Chatham

  • Nightly prices starting at

    Chatham vacation rentals start at G$4,184 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,470 verified reviews to help you choose

  • Family-friendly vacation rentals

    210 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wi-Fi availability

    450 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

Top-rated vacation rentals in Chatham

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

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Guest favorite
Home in Medway
5 out of 5 average rating, 6 reviews

3Bd Cosy Home|Wifi|Pool Table|Long Stays Welcome

Perfect for Tourist, Corporate Stays & Contractors. A spacious, comfortable, and fully equipped stay while working or visiting the area. 🔹 Key Features: ✅ Free High-speed WiFi – For your entertainment and work needs. ✅ Smart TV with Netflix– Relax after a long day. ✅ Flexible Check-In/Out – No stress with early arrivals or late departures. ✅ On Street Parking with Permits. Available at request. Offering a hassle-free, long-term stay solution with everything you need to feel at home

Top guest favorite
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.
Apartment in Rochester West
4.99 out of 5 average rating, 72 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.

Top guest favorite
Apartment in Wateringbury
4.98 out of 5 average rating, 51 reviews

The Bakers | Luxury Top-Floor Smart-Home Retreat

Luxury top-floor apartment set in the heart of the Kent countryside, designed for guests who value calm, quality, and effortless comfort. This bespoke open-plan retreat blends a refined interior with discreet smart-home technology, allowing seamless control of lighting and ambience via in-wall and desktop touchscreens. Immaculately prepared and peacefully private, it is ideal for couples or professionals seeking a quiet, well-cared-for escape. Not suitable for parties or gatherings.

Superhost
Home in Chatham
5 out of 5 average rating, 5 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.

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 Chatham
4.92 out of 5 average rating, 492 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 favorite
Home in Medway
4.95 out of 5 average rating, 110 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 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 West
4.95 out of 5 average rating, 326 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, 92 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 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 Rochester West
4.97 out of 5 average rating, 37 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.

Top guest favorite
Bungalow in Kent
4.97 out of 5 average rating, 105 reviews

Luxury Spa Retreat: Sauna & Hot Tub

Escape to our exclusive gated spa retreat, nestled on 5.5 acres of serene countryside in picturesque Fawkham, Kent. This private and tranquil haven offers breathtaking views of rolling hills, perfect for relaxation. Unwind in the luxurious sauna, steam room, or hot tub, soaking in the peace after exploring local attractions. Just minutes from Brands Hatch, our retreat blends seclusion with convenience, your ultimate quiet getaway awaits.

Superhost
Apartment in Medway
4.89 out of 5 average rating, 27 reviews

River View Apt w/ Parking + Balcony | Sleeps 4

Modern 1-bedroom apartment with stunning views, perfect for up to 4 guests. The bedroom features a comfy double bed and wardrobe, while the open-plan kitchen, dining, and living area offers a double sofa bed, Smart TV, Wi-Fi, and board games. Enjoy free parking and a bright, stylish space just a 1-minute walk from ASDA. Central location ideal for exploring, relaxing by the river, or working away from home.

Top guest favorite
Cottage in Plaxtol
5 out of 5 average rating, 281 reviews

Exquisite Cottage in Beautiful Kent Countryside

This delightful cottage has been lovingly refurbished and offers a luxurious, yet cosy and comfortable space for the perfect weekend getaway. Located in a designated Area of Outstanding Natural Beauty, we are situated in the heart of our pretty village surrounded by miles of beautiful Kent countryside. A beautiful spot to indulge in countryside walks and delicious pub lunches.

Popular amenities for Chatham places to stay

When is the best time to visit Chatham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,522 GYDG$26,777 GYDG$26,359 GYDG$27,405 GYDG$27,195 GYDG$27,195 GYDG$27,823 GYDG$28,032 GYDG$26,986 GYDG$26,777 GYDG$26,568 GYDG$26,777 GYD
Avg. temp5°C5°C7°C10°C13°C16°C18°C18°C15°C12°C8°C6°C

Frequently Asked Questions

  • What are the best places to stay in Chatham?

    Many visitors choose accommodations near the historic dockyard area for its atmosphere and walkable waterfront, while others prefer stays around Rochester Road for easy access to shops and local eateries. Riverside neighborhoods have scenic views and often feel quieter.

  • What are the best things to do in Chatham with kids?

    Children can engage with interactive exhibits at The Historic Dockyard Chatham, run and play in Capstone Farm Country Park, or explore tunnels and towers at Fort Amherst. Family-friendly performances and workshops are often held in community venues.

  • What are some of the best things to do in Chatham?

    Explore The Historic Dockyard Chatham to discover maritime heritage, wander around Great Lines Heritage Park, and visit creative spaces such as The Brook Theatre. Riverside walks bring together local history and scenic views.

  • How is the weather in Chatham?

    Chatham experiences cool winters, with temperatures around 36–47°F (2–9°C), and mild summers near 55–73°F (13–23°C). Rain falls throughout the year, so packing a light waterproof jacket is helpful.

  • When is the best time to visit Chatham?

    Late spring through early autumn is often recommended for milder temperatures and outdoor events. This period features longer daylight hours and a lively atmosphere around many waterfront and heritage sites.

  • What are the best places to visit in Chatham?

    The Historic Dockyard Chatham, Fort Amherst, and Upnor Castle are frequently suggested for their immersive history. Rochester Cathedral and The Brook Theatre draw those interested in architecture and the arts.

  • What are some hiking trails in Chatham?

    Hikers can explore Capstone Farm Country Park, which has woodland and meadow trails, or Great Lines Heritage Park with open green spaces and views of historic fortifications. Riverside walks near Upnor offer peaceful scenery.

  • What are some family activities we can do in Chatham?

    Families often explore interactive exhibits at The Historic Dockyard Chatham, enjoy open spaces at Capstone Farm Country Park, or picnic in Great Lines Heritage Park. Seasonal festivals and small theaters present performances for all ages.

  • What are some of the best day trip ideas from Chatham?

    Popular ideas include exploring Rochester’s castle and cathedral, visiting coastal towns with Victorian promenades, or wandering countryside villages known for traditional markets. Historic estates and gardens around the region often feature guided tours.

  • Are there any pet friendly accommodations available in Chatham?

    Pet friendly stays are available in neighborhoods near Capstone Farm Country Park and along quieter residential streets. Many local parks and riverside paths make it easy to explore the outdoors with your pet.

  • What are some local tips for visiting Chatham?

    Chatham has a rich maritime history and is often explored on foot, so wearing comfortable shoes helps. Engage with local guides to learn about hidden corners, and try independent coffee shops or historic pubs around the High Street for a sense of daily life.

  • What is Chatham known for?

    Chatham is known for its maritime and military heritage, particularly connected to historic dockyards. The town also has vibrant creative communities and locally rooted festivals that celebrate its shipbuilding and cultural past.

  • What are the best hidden gems to explore in Chatham?

    Explore Upnor Castle, set near the waterfront and known for its storied history, or the restored tunnels of Fort Amherst, which often feature guided tours. Local art galleries and smaller museums highlight Chatham’s creative side.

  • What are the best foods to try in Chatham?

    Chatham’s food scene has classic British pies, locally sourced fish and chips, and Kentish specialties like gypsy tart. Bakeries and pubs around the High Street often serve regional cakes and savory pastries.

  • What should I bring for a trip to Chatham?

    Pack a light waterproof jacket, comfortable walking shoes, and a portable umbrella, as weather can shift quickly. A camera is useful for photographing historic architecture and riverside scenes.

  • What is the nightlife in Chatham like?

    Chatham’s nightlife centers on local pubs with live music, cosy microbreweries, and laid-back bars along the waterfront. The High Street and dockyard area often host events, quiz nights, and performances.

  • What are the most popular events or festivals in Chatham?

    The town frequently hosts a dockyard festival celebrating its shipbuilding legacy, and themed Dickensian events often appear around early winter. Food and arts festivals bring together local makers and performers during the warmer months.

  • Are there family friendly vacation rentals in Chatham?

    Chatham has a selection of family friendly stays, especially near Capstone Farm Country Park and around quieter residential neighborhoods. Many rentals feature kitchens and outdoor spaces suited to group gatherings.

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