Guesthouse vacation rentals in River Medway

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Top-rated guesthouses in River Medway

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

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Guest favourite

Guesthouse in West Kingsdown

4.86 out of 5 average rating, 133 reviews

Private Annex, close to Brands Hatch

This self contained Annex is perfect for visiting very local attractions such as Brands Hatch, London Golf & country parks. Close to Bluewater and good road links to Kent, Sevenoaks, London and the coast. The Annex is situated in a secluded close and can sleep up to 4 people with a king size bed & pull out sofa. Private parking outside the property is available & can accommodate large vehicles or trailers. It has a full kitchen complete with utilities. The Annex has its own wired WiFi connection

Nov. 8 – 15

$171 CAD per night

Guest favourite

Guesthouse in East Sussex

4.95 out of 5 average rating, 264 reviews

Cosy woodland annex - Guest house

Adjoining historic Heathfield Park, surrounded by woodland & wildlife. This detached, self-contained Annex is a recently done garage conversion. The space has been transformed into a cosy woodland retreat flooded with natural light. It has a secure private entrance & ample off-street parking. The lounge has a wood burning stove stocked with logs from our garden.The accommodation is ideal for a family of 4 or 2 couples, the bedroom has a kingsize bed and there's a kingsize sofa bed in the lounge.

Mar. 24 – 31

$151 CAD per night

Guest favourite

Guesthouse in Sittingbourne

4.92 out of 5 average rating, 155 reviews

Self-contained annex, with free 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.

Sep. 13 – 20

$110 CAD per night

Guest favourite

Guesthouse in Chipstead

4.92 out of 5 average rating, 272 reviews

A private country escape with stunning views

A charming, fully self contained guesthouse, set in a private garden of a 14th century cottage located in the pretty village of Chipstead. A perfect country escape with fast access into London and Gatwick Airport a short taxi ride away. The guesthouse offers views over open countryside, enjoy total peace and quiet, lots of privacy, all in an area of outstanding natural beauty. If you're wanting to explore leafy Surrey with great links into London, our guesthouse offers you the perfect location.

Jan. 3 – 10

$167 CAD per night

Guest favourite

Guesthouse in Detling

4.92 out of 5 average rating, 132 reviews

Adorable 1 bed guesthouse with patio

Sit back & relax in this calm, cosy space. Set within the grounds of our gated family home in Detling located on the slope of the North Downs, 4 miles north east of Maidstone, & on the Pilgrims' Way. Whether you want a relaxing get away or want to explore many of the wonderful walks and bike trails the north downs have to offer you can be sure to find a warm and cosy place to stay at the end of the day. We have a very friendly dog who will be on hand to greet you along with 2 young children

Dec. 28 – Jan. 4

$169 CAD per night

Guest favourite

Guesthouse in Kent

4.96 out of 5 average rating, 180 reviews

Private studio flat in tranquil Kent setting

The Gables Annexe is separate from the main house & has parking. Situated on the outskirts of Speldhurst, 2 miles from Tunbridge Wells town centre. Walks accessible from property & award winning George and Dragon pub nearby. Many gastro pubs, restaurants and bars all within easy drive. Accommodation comprises kitchen area & shower room downstairs and upstairs open plan living area with bed at the end. Hosts are a family of 6 (4 kids at uni/working away) & 2 friendly dogs, we welcome everyone!

Oct. 9 – 16

$145 CAD per night

Guest favourite

Guesthouse in Wadhurst

4.93 out of 5 average rating, 187 reviews

Pretty converted barn at the edge of a small town

AVAILABLE FOR LONG LETS AND HAS ADDITIONAL STORAGE . A charming self contained small barn conversion, overlooking the immaculately kept allotments next door- in the summer months you will usually benefit from a courgette or two being left on the doorstep! Enjoy a long soak in the victorian cast iron bath and have a relaxing meal in the beautiful kitchen/dining area. You can while away the hours reading on the sofa or playing board games. check us out on insta @allotment_cottage_wadhurst.

Aug. 22 – 29

$180 CAD per night

Guest favourite

Guesthouse in Smarden

4.96 out of 5 average rating, 100 reviews

Snap Mill Barn Country Holiday Let

Snap Mill Barn is a recently refurbished one bedroom barn located between Pluckley and Smarden in rural Kent. Surrounded by arable farm land with tranquil surrounding country side with a variety of walks at your doorstep. Open plan living with self contained kitchen, lounge dinner complete with log burner and super fast wifi. Stylish bathroom with enclosed shower and all linen and toiletries provided. Fully enclosed patio area. Many local amenities nearby i.e National Trust properties.

Sep. 15 – 22

$187 CAD per night

Guest favourite

Guesthouse in Tonbridge

4.95 out of 5 average rating, 194 reviews

Weald Lodge: self-contained annexe with parking

This stylish place to stay is perfect for couples looking for a country get away with walks across the fields. Driving distance to local amenities, pubs/restaurants & attractions. Weald Lodge is a separate annexe in the gardens of Wealdview Farmhouse (TN12 6SP) PLEASE NOTE, despite being in the category of farm, we are not a farm and do not have far machinery. The fields around us have grazing sheep Due to the open beams on the mezzanine level, we don't encourage infants or children

Aug. 7 – 14

$161 CAD per night

Guest favourite

Guesthouse in Kings Hill

4.96 out of 5 average rating, 184 reviews

Peaceful, charming oak framed annexe

Recently furbished, oak framed annexe building consisting of large open plan lounge, dining and kitchen area. Shower room with hand basin and WC. Upstairs, snug double bedroom. (May be converted to two singles) Extra sofa bed available downstairs so property can accommodate up to 4 guests. Reliable wifi and space for remote working. Small, discreet private patio area. Private parking. Close to golf course and village centre. Surround yourself with style in this standout space.

Dec. 14 – 21

$207 CAD per night

Guest favourite

Guesthouse in Boughton Monchelsea

4.96 out of 5 average rating, 141 reviews

Adorable 1 bedroom guest barn, Boughton Monchelsea

This barn is situated in the picturesque village of Boughton Monchelsea. It has its own private garden with stunning meadow views. It has lots of local amenities to explore and is only 15 minutes drive from Leeds castle and a 15 minute drive to the train station which will take you directly into London. The exposed oak beamed barn is situated next to a traditional oast house, perfect for romantic getaways and people who want to escape the fast pace of everyday life.

Jan. 27 – Feb. 3

$166 CAD per night

Guest favourite

Guesthouse in Cranbrook

4.9 out of 5 average rating, 115 reviews

Cosy, well-equipped Studio in Oak-Beamed Stable

Take it easy at this unique and tranquil getaway. This historic oak-beamed stable set within the grounds of a former Kent farm, is the perfect base for those wishing for a weekend away or longer to explore the Kent and Sussex countryside. With access to a large garden at the rear with amenities including a firepit, outside dining and seating area, BBQ, Hammock and pond jetty. Use of a large bell tent can also be included for an additional fee.

Feb. 16 – 23

$205 CAD per night