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Vacation rentals in Gillingham

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Quick stats about vacation rentals in Gillingham

  • Total vacation rentals

    Explore 430 vacation rentals in Gillingham

  • Nightly prices starting at

    Gillingham vacation rentals start at G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,820 verified reviews to help you choose

  • Family-friendly vacation rentals

    170 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    410 of Gillingham vacation rentals include wi-fi 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 vacation rentals in Gillingham

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

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Superhost
Bungalow in Medway

Private and Modern Garden Annexe in Kent

Escape to this cosy and private self-contained annexe in the peaceful town of Gillingham. Perfect for couples, solo travellers and business guests, this modern open-plan bungalow offers everything you need for a comfortable stay while enjoying your own private space. Located within the grounds of the owner's property but completely self-contained, the annexe provides a welcoming open-plan living, sleeping and kitchen area, thoughtfully designed to make the most of the space. Whether you're vi

4.5 out of 5 average rating, 4 reviews
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.
Apartment in Medway

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.

4.87 out of 5 average rating, 95 reviews
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

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.

4.96 out of 5 average rating, 158 reviews
Guest favorite
Home in Medway

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

5.0 out of 5 average rating, 6 reviews
Superhost
Home in Medway

Hidden Gem Gillingham

A spacious 2 bedroom house with 2 toilet & kitchen. Just 3 minutes walking distance to Gillingham station. Very short distance to High street, Priestfield Stadium, local universities & more makes. House is the perfect for your next memorable getaway. A perfect blend of modern convenience and working professionals or groups seeking a comfortable stay up to 7 guest. Parking permit is available on request £4 per day (you may have to find the parking with in the Zone G, Sunday is free)

5.0 out of 5 average rating, 3 reviews
Superhost
Apartment in Medway

Modern 2BR Apt | Sleeps 4 | Gillingham Pier

❗ Special Discount applied❗ 🌿 Peaceful Riverside Apartment | Family Friendly Relax with the whole family in this calm, comfortable apartment by the river. 📍 Great location: • Large Asda just around the corner • Close to Medway universities • Easy access to M2 & A2 • Dockside Outlet only 3 min drive away ☕ Enjoy riverside walks, coffee shops, bars and plenty of restaurants nearby. ❄️ Includes A/C and fans for extra comfort — perfect for families, work stays or weekend breaks.

5.0 out of 5 average rating, 3 reviews
Superhost
A modern living space features a cozy gray sofa draped with a patterned throw. A media console supports a large television, displaying a vibrant image. A geometric rug adds a pop of color, while a tall potted plant introduces natural elements to the room.
Home in Medway

Gillingham cosy 3 bedroom with WiFi &free parking

Welcome to our enchanting 3-bedroom retreat! this stylish haven offers a perfect blend of comfort and luxury. Immerse yourself in the charm of modern amenities, including a fully equipped kitchen, cozy living spaces, and a private garden. Whether you're unwinding indoors or enjoying the picturesque surroundings, this tranquil escape promises a rejuvenating stay. Ideal for families or groups seeking an unforgettable getaway. Book now and experience the magic of our delightful home!

4.95 out of 5 average rating, 21 reviews
Top guest favorite
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.
Apartment in Medway

Uniper Contractors November work base

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.

5.0 out of 5 average rating, 21 reviews
Guest favorite
Apartment in Medway

2 Bed flat in Gillingham @ start of high street

✨ STYLISH 2-BED APARTMENT • GREAT LOCATION ✨ Stay in the heart of Gillingham High Street, with everything you need A STONE’S THROW AWAY – shops, supermarkets, cafés, restaurants, takeaways & essentials. 🏡 Bright, modern & fully equipped 💼 CONTRACTORS & BUSINESS TRAVELLERS WELCOME ❤️ Perfect for couples & families 📅 SHORT & LONG STAYS WELCOME 📶 Wi-Fi & excellent transport links Here for work, a weekend away or a longer stay? Make yourself at home in the heart of Medway.

5.0 out of 5 average rating, 7 reviews
Top guest favorite
Guesthouse in Medway

The Back Garden Annex – Welcoming and Witty

Welcome to Your Cozy Garden Annex in Twydall! Are you visiting family nearby or setting out to explore Kent, the Garden of England? Our charming self-contained garden annex offers a warm, homely space where you can relax, recharge, and feel right at home. Perfectly located in Twydall, just a five-minute drive from Rainham, Kent train station, you’ll have direct links to central London and Kent’s iconic seaside towns — from Whitstable’s oysters to Margate’s sandy shores.

4.98 out of 5 average rating, 50 reviews
Guest favorite
Home in Medway

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.

4.93 out of 5 average rating, 117 reviews
Superhost
Townhouse in Medway

4 Double-Bed Home Near Hospital & Station

Make yourself at home in this spacious four-bedroom house, with four double beds, two bathrooms and separate living and dining rooms. Ideal for work trips, family visits or exploring Medway. Medway Maritime Hospital is a two-minute walk away, with Gillingham Station nearby. Chatham Maritime, the university campus, Historic Dockyard and Dockside Outlet are a 10–15-minute drive away, while Rochester’s castle, cathedral and historic high street are within easy reach.

4.83 out of 5 average rating, 40 reviews

Popular amenities for Gillingham vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Gillingham's top sights

Upnor Castle

25 locals recommend

Planet Ice Gillingham

12 locals recommend

Chatham Historic Dockyard

9 locals recommend

Great Lines Heritage Park

8 locals recommend

Capstone Farm Country Park

6 locals recommend

The Ship & Trades

5 locals recommend

Other great vacation rentals in Gillingham

Home in Medway

Luxury 5-BR | SF-WIFI | Parking | Games Room

5.0 out of 5 average rating, 4 reviews
A well-appointed bedroom features a spacious bed adorned with a textured blanket and decorative cushions. Nightstands on either side hold softly glowing lamps, complemented by elegant floral decor. The dark accent wall adds depth, while natural light brightens the inviting space.
Home in Medway

Stylish 2Bed Home with Garden Free Parking

4.92 out of 5 average rating, 12 reviews
Guest favorite
A spacious parking area is presented, featuring a paved surface bordered by a decorative stone pattern. Two potted plants are positioned near the entrance, while a wooden fence encloses the property, with neighboring houses visible in the background.
Home in Medway

Stylish 4-Bed House in Kent

4.86 out of 5 average rating, 78 reviews
An open-plan living space features a modern kitchen with sleek white cabinetry and a dining area. A round table is set with plates and juice glasses. A large sofa with a bright yellow lamp creates a cozy seating area, complemented by natural light from multiple windows.
Apartment in Gillingham

Gillingham One, ME4 Sleeps 5, Ringo parking

4.79 out of 5 average rating, 33 reviews
Home in Medway

Desirable House, Sleeps 1-4

4.92 out of 5 average rating, 24 reviews
Apartment in Medway

Secure 2BD Retreat: Modern Comfort in Privacy

4.78 out of 5 average rating, 18 reviews
Apartment in Medway

CM - Studio, Parking, Workers, contractor Stays

5.0 out of 5 average rating, 3 reviews
Home in Medway

4-Bed Home Sleeps 6. Ideal for Families & Groups

4.54 out of 5 average rating, 13 reviews

When is the best time to visit Gillingham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,435 GYDG$24,062 GYDG$23,435 GYDG$24,062 GYDG$23,016 GYDG$22,598 GYDG$24,481 GYDG$24,690 GYDG$24,062 GYDG$25,109 GYDG$24,690 GYDG$24,481 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 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.

Destinations to explore