Guesthouse vacation rentals in Maidstone District

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Top-rated guesthouse rentals in Maidstone District

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

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Guest favorite

Guesthouse in Kent

4.97 out of 5 average rating, 148 reviews

The Lodge: near City Centre, Venues, Hospitals

Independent accommodation with private parking, 20 minutes walk from Canterbury City Centre, on a bus route, 5 mins Kent cricket grounds and Local Sainsbury store. Accommodation is split over 2 floors with King size bed on upper floor. Toilet and Shower room are on ground floor with fully equipped kitchen, washing machine, dishwasher. TV, DVD Player and Bose Radio/ CD player in the sitting room. Small dining table and outdoor eating space. WiFi included. Self check-in [ lock box with code].

Jan 3 – 10

R1,941 ZAR per night

Guest favorite

Guesthouse in Kent

4.95 out of 5 average rating, 108 reviews

Coastal getaway, minutes from the beach.

'Coastal Retreat' is a bespoke cabin in the garden of our home, perfect for a seaside getaway. It has its own secure entrance, off-street parking, and the bonus of Wifi and a 32 inch Smart TV. Situated on a quiet road in Tankerton, a five-minute walk from local amenities; including wonderful tapas restaurants, coffee shops, the famous slopes and the beach. It's a 17-minute walk to Whitstable Harbour and the bustling Harbour Street. The station is a 13 minute walk with a direct line to London.

Apr 9 – 16

R2,030 ZAR per night

Guest favorite

Guesthouse in Kent

4.97 out of 5 average rating, 569 reviews

Stylish, Studio Apartment. 5 mins from Eurotunnel.

A newly refurbished, light, clean, fully functional living space with off road parking and outside area. Situated 2 minutes easy drive from M20 Junction 13, 5 minutes from Eurotunnel and 15 minutes from Port of Dover. This AirBnb is perfect for overnight stays or longer if you wish to take in the sights of Folkestone and Kent. There is a train station only 5 mins walk so if you fancy a day in London you can be there within the hour. The historical city of Canterbury is only a 25 minute drive.

Mar 27 – Apr 3

R1,841 ZAR per night

Guest favorite

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

Apr 14 – 21

R2,307 ZAR per night

Guest favorite

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!

Mar 9 – 16

R2,125 ZAR per night

Guest favorite

Guesthouse in Kent

4.91 out of 5 average rating, 102 reviews

'The Hideaway ' Sole Street, Cobham, Kent.

The Hideaway is situated in the heart of Kent in the rural village of Sole Street, Parish of Cobham & Luddesdown. We are walking distance to Sole Street Station on the Victoria line to London. Ebbsfleet & Meopham are a driving distance away so St Pancras and Victoria can be reached in 17 - 35 minutes. The location is great for people who love long walks & nature as we are surrounded by ancient unspoilt woodlands and rolling hills. We have a choice of three Forestry Commission Parks to visit.

Dec 9 – 16

R2,104 ZAR per night

Guest favorite

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.

Dec 16 – 23

R2,517 ZAR per night

Guest favorite

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

Sep 25 – Oct 2

R2,324 ZAR per night

Guest favorite

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.

Jan 3 – 10

R2,885 ZAR per night

Guest favorite

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.

Dec 14 – 21

R2,433 ZAR per night

Guest favorite

Guesthouse in Kent

4.93 out of 5 average rating, 380 reviews

The Viewpoint, near Deal, Kent

Cosy, relaxing studio guesthouse raised on stilts to make the most of the fantastic views over the countryside & coastline now offering a private hot tub in its own little courtyard. A place to relax, reflect and be at one with nature with pretty, quaint towns and villages nearby, including Deal and Sandwich. You will really feel like you've escaped the bustle of every day. The property is easily accessible from London (an hour on the fast train from St Pancras).

Nov 19 – 26

R2,697 ZAR per night

Guest favorite

Guesthouse in Kent

4.96 out of 5 average rating, 212 reviews

Kent home with a view

Annex at the bottom of our garden with views of the pool and garden. The property is in nice quiet area with fields and woodland walks nearby Keys left in door - guests can let themselves in, we are generally around if you have questions There is a BBQ area and a heated pool (shared with hosts). The pool heater is turned off beginning of October and turned back on beginning of May. 5 min to Herne Bay. 15 min to Whitstable 15 min to Canterbury

Jan 11 – 18

R2,271 ZAR per night