Vacation rentals in Medway

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Top-rated vacation rentals in Medway

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Top guest favorite
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 in Wainscott
5.0 out of 5 average rating, 61 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.

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Guest favorite
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
4.96 out of 5 average rating, 155 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.

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Top guest favorite
A relaxed bedroom setting features a spacious bed with neutral-toned linens and decorative pillows. A small bedside table holds a minimalist lamp. Natural light filters through the window, enhancing the subtle color palette of the room.
Cabin in High Halstow
4.96 out of 5 average rating, 211 reviews

Cosy cabin in the countryside.

Kent's countryside cosy cabin, set in a garden with a gated front for security. The cabin offers accomodation with 2bedrs & 2bathrs with a fully E.K. Outdoor patio with table and chairs, BBQ area. Within easy reach of London the cabin is 18min. from Ebbsfleet st with a direct link to London St Pancras in 17min. Within 35min you in London, ideal for professionals. Walking distance to local pubs, 5min drive to shops and 12 min drive to Cooling Castle and Knowle Country House - wedding venues.

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Guest favorite
Home in Medway
5.0 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

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Top guest favorite
A bright entrance corridor is visible, featuring wooden flooring and white walls. The front door has a glass panel design, while a round mirror is mounted on the wall. A welcome mat lies on the floor, and warm light fixtures create a welcoming ambiance.
Home in Rochester
4.92 out of 5 average rating, 212 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!!!

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Top guest favorite
Cabin in Rochester West
4.95 out of 5 average rating, 516 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 

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Superhost
Home in Chatham
5.0 out of 5 average rating, 5 reviews

Lush 2 Bed Home I Free Parking I Near Chatham Dock

Experience ultimate group comfort in this stylish Brompton retreat by Novasera Properties. Perfectly tailored for large families, contractors, or weekend explorers, our home uniquely sleeps 8 across two floors. Nestled in a quiet pocket of Chatham, you’re a stroll away from the Historic Dockyard and high-speed links to London. Enjoy a seamless blend of modern amenities, sleek bathrooms, and versatile sleeping options. Whether for work or play, find your perfect Medway base here.

LocationLong stayHospitality

Top guest favorite
Guesthouse in Medway
4.97 out of 5 average rating, 37 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.

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Guest favorite
Home in Medway
4.94 out of 5 average rating, 113 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.

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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 in Medway
4.77 out of 5 average rating, 52 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!

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Top guest favorite
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, 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.

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Top guest favorite
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 St. Mary's Island
5.0 out of 5 average rating, 95 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.

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Popular amenities for Medway vacation rentals