Holiday houses in Gillingham

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Top-rated holiday rentals in Gillingham

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Superhost
A small room is showcased, featuring a compact kitchenette with a countertop area, a kettle, and a microwave. A television is mounted on the wall, while a window allows natural light to illuminate the space. A blue surface is visible in the foreground.
Guest suite in Medway
4.59 out of 5 average rating, 29 reviews

Mini Room with toilet, No Shower, Boiler in room.

This petite room is thoughtfully arranged to make the most of its space. It features a sofabed—perfect for a night or two when a single bed simply wouldn’t fit. While there’s no shower, the room does include a private toilet for convenience. You’ll find a small fridge, microwave, kettle, toaster, and a selection of tea, coffee, and sugar to help you settle in. A TV is also for a bit of downtime. Though not suited for long-term stays, this cozy setup works well for brief visits or overnight stops

Top 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 Mark
4.97 out of 5 average rating, 136 reviews

Modern 2 Bed House in Rainham, Kent

Welcome to this modern home from home in Rainham. 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 & more. Including 2 spacious bedrooms with double & king size bed, new luxury bathroom & open lounge with all Virgin TV channels including Sky Sports & Netflix, fully equipped modern kitchen, large garden & a parking space for your stay.

Superhost
An open-plan lounge is featured with a plush sofa and a smart TV mounted on the wall. A decorative fireplace adds character, while large windows allow ample natural light. A carpeted area is enhanced by a coffee table and a cozy blanket.
Apartment in Medway
4.86 out of 5 average rating, 21 reviews

Cosy Gillingham Stay • WiFi • Train • Parking

✨ Comfortable Getaway in Gillingham ✨ This modern 1-bedroom retreat is perfect for solo travellers, couples, or professionals. ✔ Inviting Living Space – Open lounge with plush sofa, smart TV & natural light. ✔ Fully Equipped Kitchen – Everything you need to cook with ease. ✔ Serene Bedroom – Double & single beds with great storage. ✔ Prime Location – Steps from shops & Gillingham Station with direct trains to Central London or Kent's beautiful seaside towns. 📅 Book now for your perfect stay!

Top Guest favourite
The exterior of the annex is showcased, featuring vertical wooden slats and a glass-paneled door. A small window is visible, allowing natural light into the space. The entrance is set on a paved path, surrounded by greenery and a water storage tank nearby.
Guesthouse in Sittingbourne
4.93 out of 5 average rating, 261 reviews

Self-contained annex, with off-road parking.

Self-contained annex in Sittingbourne, perfect if you are visiting the area for work or leisure. Everything you need for a comfortable stay in your own completely private place, with driveway parking and fast WiFi. The accommodation comprises a bedroom /lounge /working room, kitchen and bathroom. The annex, especially the bedroom, is very quiet and peaceful. Located conveniently for the motorway and also easy access to the town centre, train station, shops, takeaways, restaurants and pubs.

Top Guest favourite
A quaint entrance is framed by a variety of colorful flowers, including pink and purple blooms, cascading from hanging baskets and garden beds. The rustic wooden door is set against a whitewashed wall, complementing the charming brick pathway leading up to it.
Place to stay in Addington
4.98 out of 5 average rating, 230 reviews

Petite Gite in an idyllic cottage garden.

Come and make yourself at home in this unique hand crafted miniature gite. Tucked away in the garden of a Tudor cottage, situated on the Addington village green just yards from the Angel Inn. Cottage style Kitchenette with miniature Belfast sink and cupboards. Small double raised bed with storage and dining table underneath. Fully centrally heated for those cosy winter/autumnal days. Rose Cottage, as we call it, has been painstakingly restored to create a delightful, light and cosy space.

Guest favourite
A spacious sleeping area is featured with a black metal bed frame, soft-textured pillows, and a bright yellow throw draped over the bed. The wall behind is adorned with a mural of trees, complemented by a wooden chest of drawers and dark curtains.
Home in Cliffe
4.95 out of 5 average rating, 165 reviews

Cosy 1 bed countryside cottage, tranquil location

Very spacious 1 bed en-suite cottage with off road parking and a small courtyard area. Formerly an Annex to the main house it is ideally situated for walking/hiking with easy access to the RSPB marshes of Cliffe. Beautiful views of the Kent countryside leading to Cooling Castle Barn, St Helens Church, Cliffe and St James church which inspired Charles Dickens to write Great Expectations where the hero Pip met Magwitch the convict. Easy car access to Historic Rochester Castle and Cathedral.

Guest favourite
Cabin in Rochester
4.95 out of 5 average rating, 443 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 

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.
Apartment in Medway
4.9 out of 5 average rating, 52 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
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, 478 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 favourite
The exterior of the annex is presented, featuring a white picket fence and a gravel area. A vintage lamppost stands near the entrance, complemented by two outdoor chairs positioned on the patio. The structure showcases a pitched roof, rustic siding, and several windows, providing ample natural light.
Cottage in Boughton Monchelsea
4.9 out of 5 average rating, 797 reviews

The Oast Cottage: Private Annex with own entrance.

We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

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, 309 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.
Apartment in Saint Mary's Island
5 out of 5 average rating, 74 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.

Popular amenities for Gillingham holiday rentals

When is the best time to visit Gillingham?

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Avg. price$190 NZD$190 NZD$201 NZD$208 NZD$211 NZD$201 NZD$206 NZD$208 NZD$202 NZD$192 NZD$199 NZD$197 NZD
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Frequently Asked Questions

  • Where should I stay in Gillingham?

    Make yourself at home in Gillingham by choosing from our most frequently booked neighborhoods. We have over 1,010 vacation rentals in Gillingham, over 60 vacation rentals in Twydall, and over 120 vacation rentals in Rainham.

  • Are there family-friendly apartment rentals in Gillingham?

    Gillingham has more than 20 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do condo rentals in Gillingham have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Gillingham. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Gillingham have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Gillingham. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Gillingham?

    Experience the best of Gillingham with our apartment rentals, starting at about $10 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 Gillingham have wifi?

    Absolutely! We offer over 60 apartment rentals with wifi in Gillingham. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Gillingham have free parking?

    Absolutely! We offer over 10 condo rentals with free parking in Gillingham. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Gillingham?

    Four-legged friends are welcome in Gillingham. Choose from more than 30 house rentals for guests traveling with pets.

  • Are there house rentals with a dedicated workspace in Gillingham?

    Yes! Work meets play with ease at over 120 house rentals in Gillingham featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for Apartment Rentals in Gillingham?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 60 homes with a kitchen, over 10 homes with air conditioning, over 30 homes with free parking, over 60 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Gillingham

  • Total holiday rentals

    Explore 420 holiday rentals in Gillingham

  • Nightly prices starting at

    Gillingham holiday rentals start at $18 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wi-Fi availability

    390 of Gillingham holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Gillingham rentals

  • 4.6 Average rating

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

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