Vacation rentals in Medway

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.

Location · Family · Parking

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!!!

Location · Value · Check-in

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Guest favorite

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.

Family · Location · River

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Guest favorite

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.

Family · Location · TV

Top guest favorite

Guest favorite

Grain to Tilbury Project Work Base

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.

Location · Cleanliness · Long stay

2 Bed flat in Gillingham @ start of high street

✨ STYLISH 2-BED APARTMENT • GREAT LOCATION ✨ Stay in the heart of Gillingham High Street, with everything you need A STONE’S THROW AWAY – shops, supermarkets, cafés, restaurants, takeaways & essentials. 🏡 Bright, modern & fully equipped 💼 CONTRACTORS & BUSINESS TRAVELLERS WELCOME ❤️ Perfect for couples & families 📅 SHORT & LONG STAYS WELCOME 📶 Wi-Fi & excellent transport links Here for work, a weekend away or a longer stay? Make yourself at home in the heart of Medway.

Location · Sleep quality · Condition

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 fans for extra comfort — perfect for families, work stays or weekend breaks.

Family · Location · Cleanliness

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.

Location · Family · Laundry

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Guest favorite

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.

Location · Family · Accuracy

Georgian Townhouse - Rochester - Games Room

Welcome to our beautiful Grade II listed Georgian townhouse in the heart of historic Rochester. This spacious and character-filled home is perfect for families, groups, or work stays. With 5 generous bedrooms, multiple living areas, a games room, and a large dining space for up to 12 guests, this home has ample amenities. **currently offering discounts for direct bookings** - to discuss further please read description in our profile bio.

Value · Family · Nearby

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Guest favorite

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.

Location · Family · Bathroom

Gillingham One, ME4 Sleeps 5, Ringo parking

Enjoy a stylish stay in this modern two-bedroom apartment at Chatham Waters, with views across the River Medway. Ideal for families, couples and business travellers, it offers fast Wi-Fi, gym access and balconies from the bedrooms and living room. Chatham Station is 0.8 miles away, with convenient connections towards London. ASDA is a five-minute walk, while the Historic Dockyard, shops, bars and restaurants are within easy reach.

Location · Value · View