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<span>South East Holiday Cottages</span>

South East Holiday Cottages

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South East Holiday Cottages

Encompassing Buckinghamshire, Hampshire, Kent, Berkshire, East Sussex, the Isle of Wight, Surrey, Oxfordshire and West Sussex, the South East of England really does have something for everyone, and every budget. For this reason, it's a popular choice for families, couples and individuals in search of a UK holiday.

Choose from adventures in the countryside, laidback days on the beach, theatre trips, shopping breaks, luxury spa experiences and more. Explore the natural beauty that this area of the UK has to offer and make memories that last a lifetime in places like Oxford, Milton Keynes, Brighton and Southampton.

If you're looking to find the perfect break, you'll be impressed with our range of holiday homes - some of which are dog-friendly. From barn conversions in the countryside to luxury houses in the city, many of them come with luxuries like swimming pools and hot tubs. Plus, when you choose us to book your accommodation, you can benefit from the best prices and last-minute deals. Interested?

Best locations for a cottage in the South East

As one of the nine official regions in England, this area of the UK has the perfect combination of coastal, country and city, and makes for a fantastic staycation.

Best things to do in the South East

Shopping, walking, relaxing or playing sports - there's always something to do in the South East, whatever the weather.

British Airways i360 Viewing Tower
SeaCity Museum
Spinnaker Tower
New Forest Wildlife Park
Oxford Botanic Garden

Read more > less >

South East Cottages

2

Kent

The Apple Barn

Ref: S811274

Reviews 3

1

2

Newly refurbished character barn in the heart of the picturesque Kentish countryside between Biddenden & Frittenden. Immerse yourself in the rustic elegance and contemporary comforts of this character barn offering a romantic haven for two or a...

From

£97

per night

Kent

The Old Cowshed

Ref: S810817

Reviews 10

2

4

A striking barn conversion on a working vineyard, kitted out to a very high standard and offering stylish accommodation for four. Surrounded by open countryside and far reaching views, this property is eco friendly with a ground source heat pump,...

From

£122

per night

Kent

1 Little Ripple Cottages

Ref: S604829

Reviews 11

1

2

Wye, a little village between Ashford and Canterbury, is located in the Kent Downs Area of Outstanding Natural Beauty. The picturesque village was once home to a popular racecourse and is overlooked by the Wye Downs area of chalk downland and...

From

£50

per night

East Sussex

The Stone Barn

Ref: S697443

Reviews 5

1

2

The village of Ticehurst is very charming and quaint and is an ideal base with some fantastic pubs, a Post Office, village shop, tea rooms and a church. Visit the gallery and stroll along the lovely streets of this delightful village. There are a...

From

£80

per night

2

Hampshire

Barn in Hampshire

Ref: S487265

1

2

This property enjoys a beautiful location within the conservation area of Catherington, on the edge of the South Downs National Park, which is home to extensive heathlands, forests, farmland and historical sites, as well as many dog friendly pubs....

From

£123

per night

1

East Sussex

Cottage in Sussex

Ref: S487638

1

2

Located in the heart of East Sussex in the village of Netherfield, this cosy couple s cottage is within 0.5 miles of the village pub, café, and shop with post office. Just 4 miles away is Battle, renowned for the 1066 Battle of Hastings. It is a...

From

£98

per night

1

Hampshire

Cottage in Hampshire

Ref: S276376

1

3

This prestigious area is home to some of the New Forests best loved attractions, including the motor museum, abbey and palace house in Beaulieu, or perhaps explore the rich maritime history of the region and take a visit to Bucklers Hard, which is...

From

£147

per night

Kent

Egypt Granary

Ref: S447778

Reviews 10

1

2

Tucked away in the Kent countryside is the quaint village of Brenchley. Centred around a beloved village church, with a thriving café, post office and butchers, visitors will feel at home here. The village is home to an abundance of winding...

From

£59

per night

1

West Sussex

The Old Dairy

Ref: S97792

Reviews 65

2

4

This village sits between the South Downs National Park and the south coast. Angmering offers two pubs, a shop, two takeaways and a range of other amenities, a golf course is also on the outskirts. Worthing is six miles away, served by alaces to...

From

£161

per night

3

Kent

Mountfield Farm Cottage

Ref: S801289

Reviews 3

3

6

The village of Hamstreet lies 6 miles south of Ashford on the A road between Ashford and Hastings. Until the coming of the railway in 1853, Hamstreet was just a hamlet known as ‘Ham’ based around the village centre which contains many buildings in...

From

£93

per night

2

Bournemouth, Christchurch and Poole Council

Cottage in Dorset

Ref: S597660

1

2

A modern annexe, embracing tiny house principles, situated next to the owner s home is set within the beautiful village of Highcliffe and has an array of exciting places to visit such as Highcliffe Castle (1 mile) which was the summer home to Mr...

From

£81

per night

Kent

Willow Cottage

Ref: S532395

Reviews 9

1

2

Dartford is the largest town in the Borough of Dartford, Kent, and is located 18 miles southeast of Central London. The town's Bluewater Shopping Center is perfect for shopaholics, and there are also plenty of dining options to choose from,...

From

£76

per night

1

Kent

Firs Coach House

Ref: S810812

Reviews 21

2

3

Converted stables, conveniently situated in Rolvenden with use of owners pool in summer months.Size: Sleeps up to 4 with stacker bed for flexible sleepingNearest beach: 11 milesNearest amenities: 800 yardsPets: Pets allowedShort breaks: Short...

From

£114

per night

1

Brighton and Hove

Sandpipers

Ref: S362048

Reviews 2

3

6

Nestled away in a quiet cul-de-sac, Sandpipers offers spacious and comfortable accommodation, perfect for friends and families. Laid out over three floors, guests can cosy up in front of the properties log burner on those colder nights. Or equally...

From

£137

per night

Medway

The Lazy Bee

Ref: S811819

Reviews 1

1

2

This stunning shepherd’s hut provides a cosy retreat, perfect for couples to unplug and unwind. It offers a unique blend of traditional charm and modern comfort and has been thoughtfully designed, making it an ideal escape for a peaceful getaway....

From

£91

per night

3

Hampshire

West Lodge

Ref: S123225

Reviews 63

1

2

This detached, 19th century building can be found in Rockbourne, Hampshire. It is the perfect location for exploring the unspoilt countryside of Cranborne Chase and the cathedral cities of Salisbury and the South Dorset coast, all within driving...

From

£114

per night

Kent

Penhill Cottage

Ref: S10333

Reviews 38

3

5

If you can tear yourself from this peaceful countryside location, there is so much to explore locally including the coast at Hastings or Camber, golfing, castles such as Bodium and Leeds, gardens and shopping. Penhill Cottage is a traditional semi...

From

£83

per night

1

East Sussex

Cottage in Sussex

Ref: S229284

2

4

Renowned for the famed 1066 Battle of Hastings that took place in its very own landscapes, Battle is a truly intriguing town brimming with history and charm. Being home to a great number of restaurants, shops and tea rooms as well makes Battle a...

From

£110

per night

3

Hampshire

Cottage in Hampshire

Ref: S230539

2

4

Set in a peaceful location within the fragile landscape of the New Forest, this characterful building has an abundance of charm and was awarded a Certificate of Merit by the New Forest National Park Building Design Award 2019 for the Conservation...

From

£133

per night

Isle of Wight

Cottage in Isle of Wight

Ref: S591531

1

2

Built in 2022, this gorgeous shepherd s hut offers a luxury glamping experience in the small village of Newchurch. Set just off a secluded bridleway, it s the perfect base for walkers and cyclists alike. Why not visit the local pretty village of...

From

£81

per night

1

Kent

Cottage in Kent

Ref: S276723

1

2

Ideally situated on the edge of the pretty Kent village of Lamberhurst, with easy access to several good pubs makes this a great place for exploring the Kent and Sussex countryside. Those looking to soak up the local culture can enjoy Scotney...

From

£84

per night

West Sussex

Cottage in Sussex

Ref: S682861

2

4

Located adjoining the owner s property in the hamlet of Woodmancote, just a mile from the pretty village of Henfield in West Sussex and surrounded by beautiful countryside. Offering guests a peaceful and relaxing retreat makes this a great escape...

From

£180

per night

Kent

The View

Ref: S841369

1

3

Faversham is a thriving market town in the heart of Kent. With many interesting places to see and things to do, this lovely town offers visitors the chance to explore, shop, cycle, walk, swim, fish, or dine out and also boasts the oldest brewery...

From

£51

per night

2

Oxfordshire

Cottage in Oxfordshire

Ref: S810474

3

5

This rural cottage is set on a large plot with gardens that wrap around the house, along a quiet country lane. Enjoy exploring some pretty local villages, with lots of walking trails accessible from the property. The cottage provides a wonderful...

From

£112

per night

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Showing 1 - 24 of 3954 properties

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