Holiday houses in Gillingham

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Top-rated holiday rentals in Gillingham

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Top Guest favourite
A shepherd’s hut is positioned in a grassy area, with wide doors open to the exterior. An alpaca is seen grazing on the lawn, surrounded by lush greenery under a clear blue sky. Outdoor seating is visible nearby, inviting relaxation in nature.
Shepherd’s hut in East Sussex
5 out of 5 average rating, 135 reviews

The Woolly Retreat - Alpaca Shepherds Hut.

Nestled in a secluded Alpaca field in the heart of the enchanting Ashdown Forest lies a cosy, new Shepherd’s Hut in the idyllic village of Hartfield, famous for its connection to Winnie the Pooh and his timeless adventures. Surrounded by Alpacas which you can feed , this charming retreat offers a perfect blend of rustic luxury & nature. Whether you're looking for a romantic getaway, or just a relaxing weekend immersed in nature, our shepherd's hut is the place to unwind, recharge and reconnect.

Top Guest favourite
An inviting hot tub is nestled under a canopy, adorned with twinkling fairy lights and decorative flowers. Surrounding the hot tub, gravel is laid out, and comfortable seating is positioned nearby, enhancing the serene ambiance of the private garden space.
Place to stay in Lynsted
5 out of 5 average rating, 506 reviews

Romantic Hideaway & Hot tub in Kent Countryside.

A Unique Garden House in the heart of the Kent Countryside with views across our 3 acre orchard. Included in your stay is your very own private garden, complete with hot tub & summerhouse to relax in. The property also has private parking plus a secret woodland hideaway. Within walking distance is both Sharsted Wood and Doddington Place Gardens which are great for exploring, plus our local pubs - The Black Lion and The Chequers Inn which are perfect for a spot of lunch or a dinner reservation.

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.
Apartment in Medway
4.91 out of 5 average rating, 91 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.

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
4.97 out of 5 average rating, 147 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.

Superhost
Home in Medway
5 out of 5 average rating, 4 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

Guest favourite
Home in Medway
5 out of 5 average rating, 16 reviews

Spacious Home in Quiet, Prime Medway Location

Welcome to your home away from home. A bright, modern space perfectly suited for families, contractors, and business travellers seeking comfort and convenience. The Space Includes • Two bright double bedrooms (ideal for families or small groups) • Comfortable lounge with Smart TV and recliner sofa • Dining area for shared meals • Fully equipped kitchen • High-speed Wi-Fi and dedicated workspace • Fresh linen, towels and hotel-standard cleaning • Free parking on-site with EV charger

Top Guest favourite
Apartment in Medway
5 out of 5 average rating, 20 reviews

Perfect for Isle of Grain Work

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.

Guest favourite
A modern kitchen space features minimalist cabinetry in light wood tones and a marble countertop. A dining table is set for four, with elegant place settings. The room is illuminated by suspended light fixtures, creating a warm ambiance. Graceful curtains frame a large window.
Barn in Kent
4.96 out of 5 average rating, 124 reviews

Acorn Lodge @ The Oaks Retreat

This memorable place is anything but ordinary. It is The Oaks Retreat, WINNER of the Paris Design awards 2024 'best hospitality interior', an architecturally inspired bespoke woodland Airbnb located in the seaside town of Whitstable. The Acorn Lodge is a bespoke 1 king size bedroom retreat fully customized with high-end finishes. It must be seen in person to be fully appreciated. Our Wellness area is equipped with a log sauna, a cold plunge and outdoor shower.

Top Guest favourite
The historic windmill features a distinctive white weatherboard structure, surrounded by lush greenery. Two teak steamer chairs are positioned in the foreground, inviting relaxation in the garden. A clear blue sky with soft clouds enhances the serene rural setting.
Windmill in Benenden
4.99 out of 5 average rating, 848 reviews

Old Smock Windmill in rural Kent

Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

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, 318 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, 83 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 private patio area is visible, featuring wooden decking and a railing. Two bar stools are positioned near the edge, overlooking the surrounding greenery. Light filters through the overhead pergola, creating a serene atmosphere for relaxation.
Guesthouse in Gillingham
4.97 out of 5 average rating, 168 reviews

Sunset View

Our Airbnb is a spacious purpose built holiday home. We hope you enjoy the views over the surrounding farmland from inside the property and from the private patio area. If the weather allows you can soak up the sun from our high vantage point and enjoy watching the sun set into the distance. There is ample parking on our gated driveway and we are conveniently located for easy motorway access.

Popular amenities for Gillingham holiday rentals

When is the best time to visit Gillingham?

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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 120 vacation rentals in Rainham, over 1,060 vacation rentals in Gillingham, and over 60 vacation rentals in Twydall.

  • Are there family-friendly vacation rentals in Gillingham?

    Gillingham has more than 170 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Gillingham with our serviced apartment rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Gillingham?

    Four-legged friends are welcome in Gillingham. Choose from more than 40 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 210 vacation rentals in Gillingham featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Gillingham have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Gillingham. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Gillingham have a kitchen?

    Absolutely! We offer over 70 apartment rentals with a kitchen in Gillingham. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Gillingham have wifi?

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

  • Do house rentals in Gillingham have free parking?

    Absolutely! We offer over 190 house rentals with free parking in Gillingham. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 270 homes with a kitchen, over 280 homes with wifi, over 190 homes with free parking, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $17 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    430 of Gillingham holiday 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

  1. Airbnb
  2. United Kingdom
  3. England
  4. Medway
  5. Gillingham