Tenterden Cottages

Tenterden is full of lovely shops, pubs and restaurants and is home to the Chapel Down Vineyard that produces exceptional quality wines served in all the best places (including Buckingham Palace and First Class on British Airways!). Known as “the Jewel in the Weald” it certainly lives up to this description, it is exceptionally pretty with a wide main street bordered by trees and gardens.

It was first settled by Anglo-Saxon swine herders from Thanet who drove their pigs down ancient trackways to clearings in the wood where the animals could feast on plump acorns. Soon these clearings became permanent and the town was established. It was an important market throughout the Middle Ages and became prosperous through the expansion of several industries in the area. The iron industry was of major importance and also the wool trade.

Acres of ancient woodland were felled to fire the furnaces to keep the smelting and fulling processes going. The timber was also used to build houses and there are still plenty of white weather boarded houses in the town, many that housed weavers, and are now much sought after – often as holiday cottages. A more surprising use of local timber was in shipbuilding, given how far Tenterden is from the sea now. But a few centuries ago Smallhythe was a busy port and the River Rother a wide navigable river capable of supporting a fleet of warships.

It is really hard to believe that Ellen Terry's picturesque rose covered cottage was once the harbour master's headquarters with a jetty down to the river. Such was the importance of the shipbuilding and Tenterden's role in supplying crews and armaments that Tenterden became a “limb” of the Cinque Ports which enjoyed tremendous privileges in the centuries before Henry VIII created a permanent Navy to defend our shores.

Kent and Sussex Holiday Cottages has some superb choices for short or long stays in beautiful Kent. Call 01580 720770 today for great advice and help in booking the perfect accommodation.



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14 Properties found
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Tenterden, Rural Kent

TN623

(No dates selected)

£445 - £640
per week
From £344 for a 3-night stay
  • 4 Star
  • Tucked away in secluded countryside, within walking distance to a village pub and local store, and minutes from the historical town of Tenterden. This property offers comfort in a peaceful location for two people seeking a rural retreat and an opportunity to explore this beautiful part of Kent.
  • 2 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • Private parking
  • Beach 14.5 miles
  • Pub 1 mile

Tenterden, Rural Kent

TN621

(No dates selected)

£450 - £630
per week
From £348 for a 3-night stay
  • 4 Star Gold
  • Located on a working farm just outside the Wealden town of Tenterden. A character cottage for two with fantastic countryside views and footpaths into Tenterden and the awarding winning vineyard at Chapel Down in Small Hythe.
  • 2 Guests
  • 1 Bedroom
  • 1 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Beach 15 miles
  • Pub 1.5 miles

Tenterden, Rural Kent

TN448

(No dates selected)

£365 - £535
per week
From £284 for a 3-night stay
  • 3 Star
  • A charming studio apartment in walking distance of the lovely tree lined High Street of Tenterden with fine shops and restaurants. From the garden there are glorious sweeping views over unspoilt Kent countryside and the steam railway.
  • 2 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • Private parking
  • Beach 14.5 miles
  • Pub 0.3 miles

Tenterden, Rural Kent

TN620

(No dates selected)

£410 - £575
per week
From £318 for a 3-night stay
  • 3 Star Gold
  • A pretty beamed and vaulted cottage for two with scented roses around the door. Located on a working farm but within walking distance to St Michaels and Tenterden with great restaurants and local vineyards to explore.
  • 2 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Beach 18 miles
  • Pub 1.3 miles

Rye, Rural Kent

TN618

(No dates selected)

£565 - £2040
per week
From £434 for a 3-night stay
  • 4 Star Gold
  • If you are looking to escape from daily life for just a few days, then The Lookers Legacy is the perfect choice for you. An original brick built lookers hut fully converted and extended into a luxury retreat. Situated in a peaceful setting, surrounded by grape vines and fantastic views over the Romney Marsh and only a country stroll away from the pub.
  • 2 Guests
  • 1 Bedroom
  • 1 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • Private parking
  • Hot tub
  • Open fire or woodburner
  • Beach 9 miles
  • Pub 1 mile

Tenterden, Rural Kent

TN624

(No dates selected)

£580 - £820
per week
From £445 for a 3-night stay
  • 4 Star
  • Located just a few yards from the tree-lined high street in Tenterden, Cobblers Rest is a beautifully styled apartment sleeping 4 in two double bedrooms. There is a bonus courtyard garden and is set in a great location with everything on your doorstep.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • On-street parking
  • Beach 13 miles
  • Pub 0.5 miles

Tenterden, Rural Kent

TN607

(No dates selected)

£760 - £995
per week
From £580 for a 3-night stay
  • 4 Star Gold
  • Stunning barn close to the Saxon Shore Way in an enviable rural position. Can be booked in conjunction with Chruchlands Barn TN608 to sleep 10 adults and 2 children or with Glebe Cottage TN606 to sleep 8
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 2 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Hot tub
  • Open fire or woodburner
  • Games room
  • Pub 1 mile

Tenterden, Rural Kent

TN615

(No dates selected)

£610 - £875
per week
From £468 for a 3-night stay
  • 4 Star Gold
  • Located right on the tree-lined High Street with a secluded rear courtyard garden, this refurbished 300 year old listed cottage is located in one of Kent's most popular towns - Tenterden - The 'Jewel of the Weald'. The cottage includes a parking permit free of charge for your stay.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 2 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • On-street parking
  • Parking permit provided
  • Open fire or woodburner
  • Beach 13 miles
  • Pub 0.05 miles

Tenterden, Rural Kent

TN606

(No dates selected)

£730 - £960
per week
From £558 for a 3-night stay
  • 4 Star Gold
  • A delightful converted luxury barn with wood stove, hot tub and stunning views across Romney Marsh. Can be booked in conjunction with The Old Cowshed TN607 to sleep 8
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Hot tub
  • Open fire or woodburner
  • Games room
  • Pub 1 mile

Tenterden, Rural Kent

TN555

(No dates selected)

£495 - £825
per week
From £381 for a 3-night stay
  • 3 Star Gold
  • Quiet and peacful spot, surrounded by fields, great farmshop at the end of the lane and Tenterden a short drive for superb shopping, restaurants and the Kent and Sussex Steam Railway!
  • 5 Guests
  • 3 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • Private parking
  • Open fire or woodburner
  • Beach 15 miles
  • Pub 1 mile

Tenterden, Rural Kent

TN559

(No dates selected)

£590 - £860
per week
From £453 for a 3-night stay
  • 3 Star
  • Pretty cottage on the tree-lined High Street of popular country town of Tenterden.
  • 5 Guests
  • 3 Bedrooms
  • No Pets
  • 2 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Beach 13 miles
  • Pub 0.1 miles

Tenterden, Rural Kent

TN608

(No dates selected)

£1480 - £1950
per week
From £1,120 for a 3-night stay
  • 4 Star Gold
  • A luxurious barn conversion perfect for families to share or friends to enjoy sleeps 6 plus 2 . Can be booked in conjunction with The Old Cowshed TN607 and Glebe Cottage TN606 to sleep 16 in total
  • 8 Guests
  • 4 Bedrooms
  • No Pets
  • 3 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Hot tub
  • Open fire or woodburner
  • Games room
  • Pub 1 mile
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