Guide to Holidays in South East England - Holiday Cottages in Sussex Kent Hampshire

Regional Guide to South East England

Lying close to the nations capital, the south east of England is an affluent and highly populated region of the UK but don’t let that fool you in to thinking that it’s all built up and urban.

From the famous white cliffs of Dover to the South Downs National Park, Kent the 'garden of England', Surrey’s North Downs and Hampshire’s New Forest National Park, the south east is full of relaxing and peaceful rolling countryside with some great seaside family resorts thrown in.

South East England Cottage Holiday Guide

With fully intact Castles and Cathedrals to see and country houses and estates to explore, the region is rich in history.  The regions strategic importance as a gateway to and from Europe can also be seen from the 1066 Battlefields to War Tunnels at Dover (and of course now the Channel Tunnel!). The south east also represents England’s religious centre with Canterbury Cathedral at its heart.

The warm south east climate has made it a popular holiday destination for couples, families and groups whether you are looking for a lively break or some peace and relaxation.  Popular resorts include Brighton, Bognor Regis, Eastbourne and Whitstable.

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The south east has a wealth of arts and culture, particularly as London is a short trip from across the region, giving you great access to museums, theatre, galleries and lots more.

Seeing the South East in all its Glory

There really isn't a bad time to visit the south east as so many of the resorts, attractions and activities are open all year round. If you want to see the National Parks at their most vibrant or see the vineyards in full production, then head to the region between May and October.

 

Top of your South East Holiday Itinerary

There is not shortage of things to see and do in the south east of England but here are a few things that should be on every holiday itinerary.

  • Outstanding castles to visit - Leeds Castle in Kent and Arundel Castle, home to the Duke of Norfolk, in Sussex
  • The Royal Pavilion at Brighton is truly awe inspiring and don’t forget to check out the nearby Laines
  • Canterbury Cathedral is one of England's most important religious sites
  • Explore the South Downs and the New Forest, two outstanding National Parks in the south of England
  • Encounter ponies in the New Forest
  • Seaside fun and Party nights in the bustling, cosmopolitan city of Brighton & Hove
  • Explore the picture postcard villages of Kent including Lenham, Brenchley, Benenden, Hawkhurst and Sevenoaks.
  • Try out some of the latest vintages at some of England's finest vineyards
  • Beachy Head is where the rolling chalk South Downs finally meets the English Channel producing the wonderful white cliffs

 

The south east has lots of attractions and activities to keep everyone in your family or group entertained. Whether you are looking for wildlife and zoos, theme parks and excitement or simply gardens and castles to visit you will find it in the south west. 

Check out our South East England activities and attraction guide to East Sussex, Hampshire, Isle of Wight, Kent, Surrey and West Sussex.

 

Cycling in the South East

lots of activities and attractions in South East England, check out our attraction guide to see more

Whether you are looking for a day out on your bike or wish to explore the south east on a bicycle holiday there are some great routes to get you going.  You will find that the road networks in the south east are very busy so it is worth seeking out safe cycling routes that take you away from the main traffic.  A great place to start is the National Cycle Network routes, a number of which cross the region including:

  • Downs and Weald Cycle Route. London to Brighton and Hastings
  • Garden of England Cycle Route. London to Dover and Hastings

 

There is also plenty of great cycling off road cycling around the New Forest and the South Downs National Parks and other popular cycle routes include the Cuckoo Trail. You can find lots more great trails to cycle via the Sustrans website.

 

Walking in the South East

The 2 well known long distance walks in the region are the South Downs Way National Trail and the North Downs Way which you can join at various points and do as much as you have the energy for.  The Downs are undulating and can be tiring walks so if you fancy something less challenging there are plenty of other walks across the region including those through the beautiful New Forest.

Walk the South Downs Way or have family fun on the south east's family friendly Blue Flag beaches

 

Blue Flag beaches in the Westcountry and South West

If you are looking for a clean and safe beach for family or friends then it is worth looking out for the Blue Flag beaches (reviewed annually against tough standards, only the best beaches get the Blue Flag Award). The south east has a number of Blue Flag beaches in West Sussex, Hampshire, Kent and the Isle of Wight. Check out our Blue Flag beach list.

 

Golfing in the South East of England

There are a number of English Championship Golf Courses in the South East of England including Sandwich in Kent, Wentworth in Surrey and the East Sussex National at Uckfield. If you want something slightly less challenging than a Championship Golf Course there are plenty of other good golf courses in the south east of England to choose from.

 

Start your South East of England Cottage search

Drayton Farm Barns - Shepherds Den in East Meon, Hampshire, South East England

Drayton Farm Barns - Shepherds Den, East Meon

Self catering in HampshireSouth East England

Drayton Farm Barns - Shepherds Den in South East England has a 4 star rating and can sleep up to 2. This 1 bedroom luxury Cottage is ideal as a holiday base or for a fun short break . It also has Internet access. Prices at Drayton Farm Barns - Shepherds Den start from £285 for a weeks stay but this will depend upon length of stay and time of year. See selected Drayton Farm Barns - Shepherds Den customer reviews/feedback by clicking More Info button. ... more about Drayton Farm Barns - Shepherds Den


Sleeps 2 Internet WIFI available Games room Luxury self catering Drayton Farm Barns - Shepherds Den Customer Feedback and Reviews

The Hollies in Ventnor, Isle of Wight, South East England

The Hollies, Ventnor

Self catering in Isle of WightSouth East England

The Hollies in South East England has a 4 star rating and can sleep up to 7. This 4 bedroom luxury House is a perfect base for your holidays and features include: Garden . It also has Internet access. The Hollies is close to the beach. Prices at The Hollies start from £335 3 night stay from but this will depend upon length of stay and time of year. ... more about The Hollies

Phone enquiries: 0844 704 4966


Sleeps 6 Close to the Beach Garden Internet WIFI available Luxury self catering

Marley Mount Farm in Sway, Hampshire, South East England

Marley Mount Farm, Sway

Self catering in HampshireSouth East England

Marley Mount Farm in South East England has a 5 star rating and can sleep up to 10. This 5 bedroom Cottage is a perfect base for your holidays and features include: Detached Garden Swimming Pool Open Fire/woodburner . It also has Internet access. Marley Mount Farm does allow pet dogs although this may be limited, so please check direct prior to booking. Prices at Marley Mount Farm start from £1209 for a weeks stay but this will depend upon length of stay and time of year. ... more about Marley Mount Farm


Sleeps 10 or more Indoor pool Pet friendly Garden Internet WIFI available Open fire or wood burner

Sydney Lodge in Newport, Isle of Wight, South East England

Sydney Lodge, Newport

Self catering in Isle of WightSouth East England

Sydney Lodge in South East England has a 5 star rating and can sleep up to 4. This 2 bedroom luxury Cottage is ideal as a holiday base or for a fun short break . Sydney Lodge is close to the beach. Prices at Sydney Lodge start from £320 for a weeks stay but this will depend upon length of stay and time of year. See selected Sydney Lodge customer reviews/feedback by clicking More Info button. ... more about Sydney Lodge


Sleeps 4 Close to the Beach Games room Luxury self catering Sydney Lodge Customer Feedback and Reviews

The Smithy in Bodsham, Kent, South East England

The Smithy, Bodsham

Self catering in KentSouth East England

The Smithy in South East England has a 4 star rating and can sleep up to 4. This 2 bedroom luxury Cottage is ideal as a holiday base or for a fun short break and features include: Detached Garden . It also has Internet access. Prices at The Smithy start from £333 for a weeks stay but this will depend upon length of stay and time of year. See selected The Smithy customer reviews/feedback by clicking More Info button. ... more about The Smithy


Sleeps 4 Garden Internet WIFI available Easy walking close by Games room Luxury self catering The Smithy Customer Feedback and Reviews

Potts Farm Oast in Tenterden, Kent, South East England

Potts Farm Oast, Tenterden

Self catering in KentSouth East England

Potts Farm Oast in South East England has a 4 star rating and can sleep up to 10. This 5 bedroom luxury Cottage is ideal as a holiday base or for a fun short break and features include: Detached Garden . It also has Internet access. Potts Farm Oast does allow pet dogs although this may be limited, so please check direct prior to booking. Prices at Potts Farm Oast start from £870 for a weeks stay but this will depend upon length of stay and time of year. See selected Potts Farm Oast customer reviews/feedback by clicking More Info button. ... more about Potts Farm Oast


Sleeps 10 or more Pet friendly Garden Internet WIFI available Games room Luxury self catering Potts Farm Oast Customer Feedback and Reviews

Stable Cottages - Church View in West Meon, Hampshire, South East England

Stable Cottages - Church View, West Meon

Self catering in HampshireSouth East England

Stable Cottages - Church View in South East England has a 5 star rating and can sleep up to 2. This 1 bedroom luxury Cottage is ideal as a holiday base or for a fun short break and features include: Garden . Stable Cottages - Church View does allow pet dogs although this may be limited, so please check direct prior to booking. Prices at Stable Cottages - Church View start from £280 for a weeks stay but this will depend upon length of stay and time of year. See selected Stable Cottages - Church View customer reviews/feedback by clicking More Info button. ... more about Stable Cottages - Church View


Sleeps 2 Pet friendly Garden Games room Luxury self catering Stable Cottages - Church View Customer Feedback and Reviews

The Bouldnor in Freshwater, Isle of Wight, South East England

The Bouldnor, Freshwater

Self catering in Isle of WightSouth East England

The Bouldnor in South East England has a 4 star rating and can sleep up to 10. This 5 bedroom luxury House is ideal as a holiday base or for a fun short break and features include: Garden . It also has Internet access. The Bouldnor is close to the beach. The Bouldnor does allow pet dogs although this may be limited, so please check direct prior to booking. ... more about The Bouldnor

Phone enquiries: 0844 704 4966


Sleeps 10 or more Close to the Beach Pet friendly Garden Internet WIFI available Luxury self catering

Thornsdale - Thornsdale Oast in Iden, East Sussex, South East England

Thornsdale - Thornsdale Oast, Iden

Self catering in East SussexSouth East England

Thornsdale - Thornsdale Oast self catering accommodation in Iden, East Sussex sleeps 10. This 5 bedroom luxury Cottage is ideal as a holiday base or for a fun short break and features include: Detached Open Fire/woodburner . It also has Internet access. Thornsdale - Thornsdale Oast does allow pet dogs although this may be limited, so please check direct prior to booking. Prices at Thornsdale - Thornsdale Oast start from £915 for a weeks stay but this will depend upon length of stay and time of year. See selected Thornsdale - Thornsdale Oast customer reviews/feedback by clicking More Info button. ... more about Thornsdale - Thornsdale Oast


Sleeps 10 or more Pet friendly Internet WIFI available Open fire or wood burner Games room Luxury self catering Thornsdale - Thornsdale Oast Customer Feedback and Reviews

West Winnowing in Niton Undercliff, Isle of Wight, South East England

West Winnowing, Niton Undercliff

Self catering in Isle of WightSouth East England

West Winnowing self catering accommodation in Niton Undercliff, Isle of Wight sleeps 5. This 3 bedroom Cottage is a perfect base for your holidays and features include: Open Fire/woodburner . It also has Internet access. West Winnowing is close to the beach. Activities close by include golf . West Winnowing does allow pet dogs although this may be limited, so please check direct prior to booking. Prices at West Winnowing start from £346 for a short break but this will depend upon length of stay and time of year. ... more about West Winnowing


Sleeps 4 Close to the Beach Pet friendly Golf close by Internet WIFI available Open fire or wood burner

 

Refine your South East Cottage search

We have 1134 cottages, apartments, lodges and bungalows listed in South East England which is a huge choice. So if that is feeling a little overwhelming, why not narrow down your search.

Search by county in South East England

Probably the quickest way to reduce your search is to look at specific counties in the South East. So why not look for cottages and apartments in:

Of course you can also search by town, simply click on one of the town names in the listings above and you will go to a page with all our listings in that town.

 

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Regional Guides

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Find Cottage Holidays mission is to promote the very best of the UK and Ireland's wonderful self catering accommodation, whether it be cottages, apartments, lodges, chalets, houses, villas or bungalows. But, it's not just about the cottages, we also try and bring you some helpful guides and information on the places to go, things to see and activities to do while you enjoy your break in England, Scotland, Wales or Ireland. In fact, we are adding to our list daily but if you think we have missed somewhere special tell us via our Facebook page. With wonderful countryside and superb coastlines to explore the UK and Ireland has so much to offer.

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