
Vacation rentals in Medway
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Top-rated vacation rentals in Medway
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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.
4.96 out of 5 average rating, 157 reviews
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!!!
4.92 out of 5 average rating, 212 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
4.95 out of 5 average rating, 527 reviews
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.
4.98 out of 5 average rating, 45 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.
4.99 out of 5 average rating, 72 reviews
Extraordinary Tranquil Rochester|Free Parking X 2
Discover the perfect blend of comfort, style, and convenience at our thoughtfully designed space. • Bright, clean, and beautifully furnished • Super comfy beds 2000 pocket mattress • Quiet neighborhood yet close to all the local amenities • Private garden and space to unwind Whether you’re visiting for a weekend getaway, a business trip, or a longer stay, we’ve made sure you’ll have everything you need for a comfortable experience. Come stay with us, we’d love to host you!
5.0 out of 5 average rating, 15 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.
4.98 out of 5 average rating, 44 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.
4.93 out of 5 average rating, 114 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.
4.95 out of 5 average rating, 327 reviews
4BR Family Home| 2 Parking Spaces | River View
🏡 Modern New-Build Family Home in Rochester Enjoy a bright, comfortable new-build home in a fantastic Rochester location ✨ 🚆 Just 5 minutes from Rochester Station Moments from the River Medway 🚗 2 dedicated parking spaces Private garden 🛜Fast Wi-Fi Brand-new appliances throughout Rochester Cathedral & historic High Street within walking distance Close to Rochester Independent College Perfect for families, professionals and longer stays.
5.0 out of 5 average rating, 5 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.
4.93 out of 5 average rating, 45 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.
4.94 out of 5 average rating, 217 reviewsPopular amenities for Medway vacation rentals
Other great vacation rentals in Medway

Victorian gardener's lodge set in Kent countryside
5.0 out of 5 average rating, 65 reviews
Quiet Escape with Views
4.91 out of 5 average rating, 11 reviews
3Bd Cosy Home|Wifi|Pool Table|Long Stays Welcome
5.0 out of 5 average rating, 6 reviews
Stunning 2 Bed Chatham Docks Apartment
5.0 out of 5 average rating, 97 reviews
Near Historic Rochester | Sleeps 10 | Parking
4.93 out of 5 average rating, 14 reviews
Gillingham cosy 3 bedroom with WiFi &free parking
4.95 out of 5 average rating, 21 reviews
Cozy two bedroom house
4.77 out of 5 average rating, 53 reviews
Central Rochester flat with garden, sleeps up to 4
4.84 out of 5 average rating, 19 reviewsDestinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Emirates Stadium
- Clapham Common
- Tottenham Hotspur Stadium
- Victoria Park
- Thorpe Park Resort
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye
- Windsor Castle
- London Stadium
- British Museum
- Barbican Centre
- Regent's Park





