Guesthouse vacation rentals in Medway

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Medway

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Medway

5 out of 5 average rating, 8 reviews

The Secret Maisonette Rochester

Our beautifully designed self-contained maisonette is a perfect retreat just minutes from historic Rochester Find thoughtfully furnished spaces for resting, a well-equipped kitchen, and a spacious shower room. The private balcony is 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 & Insta)

Top guest favorite

Guesthouse in Sittingbourne

4.93 out of 5 average rating, 258 reviews

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.

Guesthouse in Wainscott

New place to stay

Stunning Studio in a quiet location available

Enjoy a warm stay in this lovely double ensuite room which offers complete privacy, with no shared internal spaces. Ideal for professionals or solo travelers seeking a relaxing stay. Complimentary parking is available. Excellent transport links to London (30-minute train journey from nearest station (Strood) to London St. Pancras Intll station. The high street and local shops are conveniently located within a few minutes' reach. We invite you to book your stay today.

Private room in Medway

4.8 out of 5 average rating, 5 reviews

Rosag Guest House

Rosag Guest House is a well furnished and superbly presented premises, very neat, cosy, family-friendly, working from home-friendly and relaxations for holiday guests. Its directly opposite Gillingham Sports Centre, which has Gym facilities and high street, Strand Park, Train station Asda, Tesco, Aldi, Sainsbury, Iceland supermarkets and other shops and eatries etc. We have lots of free parking on site from 1am - 7am. You should be our next happy guest. Thank you.

Private room in Medway

Rosag Guest House 1

Private room in Medway

Rosag Guest House B

Private room in Cooling

Suite King Ensuite with Shower at The Horseshoe an

This traditional Family owned country Inn has 4 King ensuite rooms and one self catering detached cottage for B&B accommodation. The property is pleasant traditional country pub with an enviable and popular menu serving its restaurant. The rural setting is conveniently located between two nature reserves and local wedding venues such as Cooling Castle Barn, (a short walk) The Knowle in Higham and The Little Hermitage in Gravesend Road, Higham.

Guest favorite

Guesthouse in Cliffe

4.88 out of 5 average rating, 130 reviews

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.

Top guest favorite

Guesthouse in Gillingham

4.97 out of 5 average rating, 158 reviews

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.

Guest favorite

Guesthouse in Medway

4.91 out of 5 average rating, 69 reviews

Homely annexe with own entrance

Kick back and relax in this calm, stylish space. Are you visiting family in the surrounding area or looking to explore Kent, the garden of England? We are delighted to offer you a space away from home. Located in a quiet cul-de-sac, a five-minute drive from Gillingham, Kent, train station, with direct trains to central London or any of Kent's beautiful seaside towns.

Private room in Medway

New place to stay

Chic Single En-suite with Garden, Parking & Office

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.

Guesthouse in Medway

5 out of 5 average rating, 4 reviews

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.