Guesthouse vacation rentals in Medway

Self-contained annex, with off-road parking.

Self-contained annex in Sittingbourne, perfect if you are visiting the area for work or leisure. Everything you need for a comfortable stay in your own completely private place, with driveway parking and fast WiFi. The accommodation comprises a bedroom /lounge /working room, kitchen and bathroom. The annex, especially the bedroom, is very quiet and peaceful. Located conveniently for the motorway and also easy access to the town centre, train station, shops, takeaways, restaurants and pubs.

Family · Value · Layout

The Secret Maisonette Rochester

Beautifully designed, discreet, boutique, self-contained maisonette: a perfect retreat minutes from historic Rochester Thoughtfully furnished spaces for resting, a well-equipped kitchen, and a spacious shower room. A private balcony ideal for morning coffee, alfresco dining, or simply unwinding in a tranquil setting Whether visiting for a getaway, business trip, or extended stay, our maisonette provides the perfect balance of comfort, style, and relaxation @SecretMaisonette (YouTube & Inst)

Location · Family · Bathroom

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.

Value · Location · Decor

Bull Lodge

Relax with the whole family at this peaceful place to stay, come for a quiet getaway or be inspired to explore the local walks and nature reserve. Bull Lodge is converted barn, which comes with lots of history. On the site of the village's Manor Farmhouse, this was where the bull was housed for the once busy dairy farm. Now it is tucked away in a quiet corner amongst newly converted barns and behind the original farmhouse.

Value · Location · Walkability

Sunset View

Our Airbnb is a spacious purpose built holiday home. We hope you enjoy the views over the surrounding farmland from inside the property and from the private patio area. If the weather allows you can soak up the sun from our high vantage point and enjoy watching the sun set into the distance. There is ample parking on our gated driveway and we are conveniently located for easy motorway access.

Location · Value · Kitchen

2 - Quiet Medway Studio en-suite Room, WI-FI work

Enjoy a comfortable stay in this cosy studio room located in Gill. The space features a private ensuite, a comfortable double bed, and thoughtful amenities for a convenient visit. Guests have access to a mini fridge, sink, and wardrobe, making it ideal for short or longer stays. Perfect for solo travellers or couples looking for a simple, clean, and relaxing base with privacy and comfort.

Parking · Decor · Cleanliness

Chic Double En-suite Parking Long Stay Discount

Experience the best of Rochester and Kent in our newly converted, modern guest house. We offer beautifully furnished single/double rooms and co-living space and a utility room designed for ultimate comfort. Our central location puts you within walking distance of the High Street, while our on-site amenities provide everything you need for a perfect stay.

Location · Comfort · Walkability

NewChic Single En-suite Office Long Stay Discount

Experience the best of Rochester and Kent in our newly converted, modern guest house. We offer beautifully furnished single/double rooms and co-living space and a utility room designed for ultimate comfort. Our central location puts you within walking distance of the High Street, while our on-site amenities provide everything you need for a perfect stay.

Location · Condition · Indoor spaces

Cosy Medway Stay | Park On-Site

Welcome to our cosy and stylish 1-bedroom, 1-bath annex nestled in the peaceful village of Wigmore, Medway. Tucked away behind the main house, this newly refurbished summer house offers the perfect blend of comfort, privacy, and convenience—just minutes from the M2 motorway, making it an ideal base for exploring Medway and beyond.

Location · Value · Comfort

Alpaca Lodge

Alpaca Lodge is an annex of the owner's home Fifield Lodge, in the quintessentially English hamlet of Borden, close to the market town of Sittingbourne in Kent. The sitting room and bedroom is on the first floor and furnished in a contemporary style, whilst the shower and toilet are located on the ground floor.

Location · Family · Pets

Single room Shared Bathroom

A family run establishment within the village of Grain, on the Isle of Grain. 13 guest bedrooms, plenty of parking, outdoor spaces. A short walk to our coastline, and easy travel to all nearby locations. A more homely environment than luxury, many facilities are shared, but a warm welcome is guaranteed.

Value · Location · Walkability

Double room Ensuite at The Lodge Guesthouse

A family run establishment within the village of Grain, on the Isle of Grain. 13 guest bedrooms, plenty of parking, outdoor spaces. A short walk to our coastline, and easy travel to all nearby locations. A more homely environment than luxury, many facilities are shared, but a warm welcome is guaranteed.

Location · Value · Quiet