Holiday rentals in Gillingham

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Quick stats about holiday rentals in Gillingham

  • Total holiday rentals

    Explore 450 holiday rentals in Gillingham

  • Nightly prices starting at

    Gillingham holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,760 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wifi availability

    430 of Gillingham holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Gillingham rentals

  • 4.6 Average rating

    Gillingham stays receive an average rating of 4.6 out of 5 from guests

Top-rated holiday rentals in Gillingham

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

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Top guest favourite
A charming Victorian lodge is positioned along a quiet single track road, featuring a welcoming entrance with a white gate and green doors. Surrounding fields and trees are visible in the background under a clear blue sky.
Cottage in Wainscott
5 out of 5 average rating, 58 reviews

Victorian gardener's lodge set in Kent countryside

This Victorian gardener's lodge house has recently been refurbished to create an idyllic country escape. Situated just out of town, this pretty country cottage is set within one corner of the main house's walled kitchen garden. Cosy up with a book in front of the log burner, or enjoy a morning coffee in the small cottage garden at the front, with views across arable fields & woodland. Relax with a glass or two on the stone paved terrace at the back of the cottage, the best place for a sundowner.

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 in Medway
4.88 out of 5 average rating, 92 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.

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 in Rainham
4.96 out of 5 average rating, 154 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 favourite
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 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 Rochester West
4.99 out of 5 average rating, 71 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 favourite
Serviced apartment in Medway
5 out of 5 average rating, 13 reviews

Work stay Medway Isle of Grain long stay ready

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.

Superhost
Home in Medway
4.83 out of 5 average rating, 12 reviews

Gill Perfect for Contractors Parking x1 Pool Table

Planning a long-term stay? This spacious and beautifully presented 3-double bedroom end of terrace house offers the perfect home away from home. Located in a quiet neighbourhood, it’s ideal for contractors, business travellers, or families. Enjoy the generous living space including 2 receptions, perfect for relaxing after a busy workday. The private garden adds a touch of greenery and calm. Conveniently located near Gillingham Station, with direct links to Central London

Guest favourite
Home in Medway
4.94 out of 5 average rating, 107 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.

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
4.81 out of 5 average rating, 48 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 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, 88 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 Rochester West
4.97 out of 5 average rating, 36 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.

Superhost
Townhouse in Brompton
5 out of 5 average rating, 7 reviews

Perfect Booking | Large Home With Driveway Parking

Welcome to your next Perfect Booking at our Beautiful Home in Chatham! Our spacious home is perfect for you! Whether you're here for business, leisure or a mix of both, you'll be comfortable and relaxed here Property Highlights: ★ 1 x Super King Bed ★ 2 x King Size Beds ★ Private Courtyard Garden ★ Comfortable Sofas ★ Fully Equipped Kitchen For All Your Cooking Needs ★ 70 Inch Smart TV ★ 1.8 Miles from Chatham Train Station

Popular amenities for Gillingham holiday rentals

When is the best time to visit Gillingham?

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Avg. price$145 SGD$149 SGD$145 SGD$153 SGD$155 SGD$147 SGD$151 SGD$153 SGD$149 SGD$155 SGD$153 SGD$151 SGD
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 Gillingham?

    Neighborhoods near Gillingham town centre, Brompton, and areas close to Riverside Country Park are frequently suggested for their easy access to attractions and amenities. These parts of town blend local life with historic sites and green spaces.

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

    Families often explore The Strand Leisure Park, interactive exhibits at the Royal Engineers Museum, and riverside picnic spots in Riverside Country Park. Playgrounds and hands-on workshops are popular options for children.

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

    Explore the Royal Engineers Museum, wander through Riverside Country Park, and discover maritime history at The Historic Dockyard Chatham. Local galleries, markets, and walking paths add a variety of options for visitors.

  • How is the weather in Gillingham?

    Gillingham has cool winters around 36–47°F (2–9°C), with occasional rain, and milder summers reaching 69–73°F (20–23°C). Packing a waterproof layer is useful, as light showers can occur year round.

  • When is the best time to visit Gillingham?

    Late spring through early autumn is often recommended for visiting Gillingham, when temperatures are milder, and outdoor spaces feel more inviting. This period tends to coincide with local events and blooming greenery around parks and gardens.

  • What are the best places to visit in Gillingham?

    Frequently suggested spots in Gillingham include The Historic Dockyard Chatham, Riverside Country Park, and the Royal Engineers Museum. Explore local heritage, gardens, and riverfront paths for a deeper sense of the town’s character.

  • What are some hiking trails in Gillingham?

    Gillingham has accessible walking and cycling trails in Riverside Country Park, where saltmarshes and woodland paths invite exploration. Capstone Farm Country Park is also frequently suggested for nature trails and gentle hikes.

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

    Families can swim at The Strand Leisure Park, learn through interactive exhibits at the Royal Engineers Museum, or picnic and play at Riverside Country Park. Local community centres also offer art workshops and family events.

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

    Explore the historic town of Rochester, visit coastal areas around Kent, or discover local nature reserves. Many travelers choose castle tours, art galleries, and walks along riverbanks and nearby seaside communities.

  • Are there any pet friendly accommodations available in Gillingham?

    Gillingham has a selection of pet friendly stays, especially in neighborhoods close to green spaces and parks. Many hosts welcome pets but checking individual house rules for details is helpful.

  • What are some local tips for visiting Gillingham?

    Shop the local markets for handmade items and seasonal produce, and consider joining a guided tour of The Historic Dockyard Chatham for additional stories. Layer clothing for sudden changes in weather, and explore quieter trails early in the day.

  • What is Gillingham known for?

    Gillingham is known for its naval and engineering history, with sites like The Historic Dockyard Chatham and the Royal Engineers Museum highlighting these stories. Its parks, riverside walks, and markets blend heritage with local life.

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

    The garden spaces of Capstone Farm Country Park and local art exhibitions in smaller galleries are often overlooked gems in Gillingham. You might also find independent bookshops and riverside paths favored by residents.

  • What are the best foods to try in Gillingham?

    Gillingham’s food scene celebrates classic English pies, fresh seafood from the Thames Estuary, and locally baked cakes. Around local cafes and pubs, you might find hearty roast dinners and seasonal Kentish produce on menus.

  • What should I bring for a trip to Gillingham?

    Pack comfortable layers and a light, waterproof jacket, as weather in Gillingham can shift from cool mornings to mild afternoons with occasional rain. Water-resistant shoes and a reusable bag are also handy for market strolls and nature walks.

  • What is the nightlife in Gillingham like?

    Gillingham’s nightlife centers around relaxed pubs, live music venues, and local bars. Many social spots feature quiz nights, open mic sessions, and seasonal gatherings that invite travelers to join local traditions.

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

    Gillingham often hosts family fairs, live music weekends, and community festivals, especially during summer and early autumn. The area around The Historic Dockyard Chatham sometimes features themed events and maritime celebrations.

  • Are there family friendly vacation rentals in Gillingham?

    Family friendly vacation rentals can be found in many Gillingham neighborhoods, often with easy access to parks, local attractions, and shopping areas. Many hosts provide extra amenities like cots or high chairs for younger travelers.

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