Holiday rentals in Medway

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Top-rated holiday rentals in Medway

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
5 out of 5 average rating, 60 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
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.
Flat
4.82 out of 5 average rating, 28 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!

Guest favourite
Home
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
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.

Guest favourite
Guest house
4.97 out of 5 average rating, 31 reviews

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.

Superhost
Home
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
4.95 out of 5 average rating, 111 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
4.78 out of 5 average rating, 49 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 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
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 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
5 out of 5 average rating, 93 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
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.

Guest favourite
A charming barn conversion is depicted amidst a grassy landscape, with a gravel driveway leading to its entrance. The structure features black wooden siding and a metal roof, surrounded by rows of pear orchards and open farmland under a partly cloudy sky.
Farm stay
4.94 out of 5 average rating, 206 reviews

Unique barn conversion with beautiful marsh views

This recently converted barn is situated on the edge of the North Kent Marshes, with stunning views of the birds and wildlife on the marshes and surrounded by pear orchards to the rear. You’ll enjoy complete privacy, with no surrounding properties and a real sense of peace and tranquillity. The property is located in the middle of a working farm, with our sheep grazing the marshes and a variety of fruit grown in the orchards.

Popular amenities for Medway holiday rentals

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