
Holiday houses in Medway
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Top-rated holiday rentals in Medway
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Countryside Escape in Beautiful Cosy Cottage
Wisteria Cottage is a beautiful four bedroom, listed building, set in an idyllic historic village. Perfect setting for family holiday or for people who enjoy the countryside and glorious walks. Bluewater is close by. Wisteria cottage is great for those wanting a getaway that offers nearby vibrant city as well as beautiful countryside. We have recently modernised the cottage, it’s a brilliant space! We have put a climbing frame in the garden for hours of fun for the little ones. Relax and enjoy.
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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.
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2-bedroom house in historic Rochester with Parking
Dove’s Place is a 2 bedroom terraced house with addition of a conservatory space and free allocated parking space. The property is adjacent to River Medway located in Rochester and close to green spaces and guests can also enjoy river walk. It is a walking distance to Rochester Castle, Cathedral, Train Station, High Street Shops, Restaurants, Museums, Coffee Shops and Bars. Great place for Family, Professionals and Tourist. We guarantee a memorable stay with our slogan, HERE FOR YOU!!!
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Charming Riverside Home in Historic Kent Village
Stylish 3-storey 4-bedroom holiday home in the historic riverside village of Lower Upnor, Kent. Features include a spacious kitchen, cosy lounge with Smart TV, Wi-Fi, 1 main bathroom, en-suite to master, and downstairs WC. Enjoy the terraced garden with outdoor seating. Walk to Upnor Castle, river paths and traditional pubs. Easy access to Rochester, Strood (London trains), A2/M2 and family attractions. Free parking for 2 cars. Ideal for families, groups, professionals or short breaks.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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Popular amenities for Medway holiday rentals
Other great holiday rentals in Medway

Central Rochester flat with garden, sleeps up to 4
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Victorian gardener's lodge set in Kent countryside
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Extraordinary Tranquil Rochester|Free Parking X 2
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Near Historic Rochester | Sleeps 10 | Parking
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Family home with stunning kitchen and garden
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Stunning 2 Bed Chatham Docks Apartment
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Sleeps 4 | Great for Groups | Free Parking | Kent
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A rural retreat, near Rochester
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Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Clapham Common
- Emirates Stadium
- Victoria Park
- Tottenham Hotspur Stadium
- Thorpe Park Resort
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye
- Windsor Castle
- British Museum
- Barbican Centre
- London Stadium
- Regent's Park





