Truly local, wherever you stay.

Good news! We’ve found 30 properties that match your search criteria You’re just a few clicks away from a holiday

Cottages in Cranbrook

Cranbrook is a small and pretty market town, packed with curiosities, quirky streets and weavers cottages now housing independent shops, boutiques and eateries.

Capital of the Weald, this town has a medieval layout of streets and alleyways with many lanes and buildings being from the 15th Century. A town which delivers everything, Cranbrook is filled with antiquities, bookshops, boutiques, tearooms and restaurants with enough bustle to keep you entertained but quiet enough to ensure a peaceful holiday.

Only two miles from Sissinghurst Castle and Gardens as well as other popular castles and country houses, Cranbrook lies at the heart of some of Kent’s most popular villages and towns such as Biddenham, Tenterden otherwise known as the ‘jewel in the Weald’ and Hawkhurst; perfect for long walks and ambles amongst orchards, pastures and woodlands. Cranbrook acts as an ideal base for all the family, close to Bedgebury National Pinetum and forest, which is also home to Go Ape’s adventure playground, where you can zipline amongst the canopy and swing amongst the trees, or enjoy a tour of the local vineyard and sample some of England’s finest wines at Hush Heath Winery.

If a stay in Cranbrook, close to all that the stunning ‘Garden of England’ can provide, sounds like the ideal location to base yourself during your Kentish holiday, then search through our available properties in and around Cranbrook below. If you need further help or advice, then call our friendly team on 0333 2020899. 

Awarded 4 Stars with Original Cottages

WiFi Beautiful converted barn in lovely surroundings The Hop Barn

Staplehurst - Kent Countryside

A gorgeous open plan barn conversion, siutated down a quiet lane this property offers beautiful characterful features, beams and very stylish decor. Close to Staplehurst and Cranbrook, its a great base for exploring Kent...

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£480 - £690 per week *

CB551 View property

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • 2 mile to a pub
  • 2 miles to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • No smoking
  • Welcome pack provided
Awarded 3 Stars with Original Cottages

WiFi CB641 - Sitting Room Old Cobblers Cottage at Kings Head House

Sissinghurst - Kent Countryside

A beautifully presented 16th Century cottage in the village of Sissinghurst, home to the famous castle and gardens and surrounded by beautiful countryside and woodlands.

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
£450 - £690 per week *

CB641 View property

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 3 Stars
  • Towels provided
  • 0.5 mile to a pub
  • 0.5 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Travel cot available
  • No smoking
  • Welcome pack provided

WiFi Weatherboard cottage right by the pond, opposite the owners country house. Gamekeeper's Lodge

Sissinghurst - Kent Countryside

Just 10 minutes from Sissinghurst Castle Gardens, this simple, light, wooden slatted cottage offers stylish and serenely comfortable holiday accommodation from which to explore the historic and green beauty of the Garden...

  • Saturday changeover
  • Sleeps 3
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
£360 - £510 per week *

CB557 View property

  • Saturday changeover
  • Sleeps 3
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 2 Stars
  • Towels provided
  • 1 mile to a pub
  • 1 mile to a shop
  • Washing machine
  • Cot available
  • No smoking
Awarded 4 Stars with Original Cottages

Pet Friendly CB632 - Sitting Area - View 2 The Barn Studio

Benenden - Kent Countryside

Romantic and cosy timber framed open-plan studio just outside Benenden, finished to a high standard with pool for summer use.

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
£325 - £550 per week *

CB632 View property

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • Swimming pool
  • Barbecue
  • 2 mile to a pub
  • 2 miles to a shop
  • Washing machine
  • No smoking
  • Welcome pack provided
Awarded 4 Stars with Original Cottages

Pet Friendly CB540 Dining Area Bull Cottage

Benenden - Kent Countryside

A converted farm building, set amongst the bustle of a 230 acre working cattle farm, this property offers open plan living, large bedrooms and a lovely outdoor seating area. Its a great base to explore historic and green...

  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
£420 - £750 per week *

CB540 View property

  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • 1 mile to a pub
  • 1 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • Cot available
  • Highchair
  • Stairgate
  • No smoking
  • Welcome pack provided
Awarded 4 Stars with Original Cottages

WiFi A splendid topiary bird welcomes you to the entrance to the Potting Shed The Potting Shed

Benenden - Kent Countryside

Finer than any potting shed ever known, this delightful property has a light, cheery and shabby chic interior surrounded by lush foliage, vegetables and plants great and small. A truly pciture perfect holiday home close...

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
£360 - £545 per week *

CB602 View property

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • Barbecue
  • 0.2 mile to a pub
  • 0.2 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • No smoking
  • Welcome pack provided
Awarded 4 Star Gold with Original Cottages

Luxury Property CB639 - Sitting Area - Little Nut Cottage

Cranbrook - Kent Countryside

Escape to Little Nut Cottage for a relaxing rural retreat in the Kent countryside. Located a short drive away from Cranbrook's picturesque high street and with plenty of pubs and walks to explore - what more could you wa...

  • Saturday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
£365 - £560 per week *

CB639 View property

  • Saturday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • Barbecue
  • 1 mile to a pub
  • 2.5 miles to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • No smoking
  • Welcome pack provided

New Property CB648 - Sitting Room - View 2 2 Horse Entry

Cranbrook - Kent Countryside

Quaint cottage just off the high street in Cranbrook sleeping 4 and welcoming a dog. Perfectly located for exploring the wonderful Kent countryside and pretty villages.

  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
£440 - £670 per week *

CB648 View property

  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Bed linen provided
  • Towels provided
  • 0.5 mile to a pub
  • 0.2 mile to a shop
  • Washing machine
  • Freezer
  • No smoking
  • Welcome pack provided
Awarded 3 Stars with Original Cottages

WiFi Entrance with private courtyard Cresslands

Cranbrook - Kent Countryside

A sweet and bijoux holiday property with modern furnishings and appliances. Located between Cranbook and Staplehurst, with the mainland train station only 2 miles away, it's an ideal base for friends to explore Kent and...

  • Saturday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
£205 - £370 per week *

CB532 View property

  • Saturday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 3 Stars
  • Towels provided
  • On one level
  • 1 mile to a pub
  • 1 mile to a shop
  • Washing machine
  • Tumble dryer
  • No smoking
Awarded 4 Stars with Original Cottages

WiFi CB541 Dining Area Mill Cottage

Benenden - Kent Countryside

This fabulous converted farm building has been wonderfully renovated to to create a large holiday home within a farmyard, with fantastic views over a large pond and out towards the countryside beyond. It's a chance to ex...

  • Saturday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£560 - £910 per week *

CB541 View property

  • Saturday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • 1 mile to a pub
  • 1 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • Cot available
  • Highchair
  • Stairgate
  • No smoking
  • Welcome pack provided

WiFi CB624 - Sitting Room Benson's Rest

Cranbrook - Kent Countryside

Enjoy the tranquility at Bensons Rest after exploring nearby Cranbrook, Tunbridge Wells and the many castles and National Trust properties in this beautiful area. A charming holiday home set in acres of beautiful meadows...

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
£400 - £635 per week *

CB624 View property

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • Towels provided
  • Barbecue
  • On one level
  • 0.5 mile to a pub
  • 1.5 miles to a shop
  • Washing machine
  • Freezer
  • Cot available
  • Highchair
  • No smoking
  • Welcome pack provided
Awarded 4 Star Gold with Original Cottages

Luxury Property Simply wonderful location and high standard conversion of the old stables. Iden Green Farm Stables

Iden Green - Kent Countryside

A divine slice of countryside paired with luxury in this gorgeous holiday home in the heart of the Weald of Kent. An incredible base to enjoy much of this stunning area and sights.

  • Friday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
£610 - £1025 per week *

CB579 View property

  • Friday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • Barbecue
  • 0.5 mile to a pub
  • 0.5 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
  • Stairgate
  • No smoking
  • Welcome pack provided

Loading properties 0

A maximum of 600 properties can display on the map. Please refine your search to reduce the number of properties, or go to list view to see them all.
Back to top

Looking for inspiration?