The Finest Holiday Homes

45 properties found that match your search

So Grand - Large Holiday Cottages

Looking for a larger Southwold cottage for a break with friends and family? All of our Southwold cottages below sleep eight people or more and are perfect for enjoying a holiday in Southwold with those closest.

If you’ve gathered a large group together and want to visit this fabulous seaside town, we think we’ve got the best selection of large cottages! Property types include grand Georgian houses, seaside townhouses with most being in prime position in Southwold itself. All our large Southwold cottages offer plenty of space for your holiday.

There is so much to see and do with your friends and family in Southwold. For those who fancy a thrilling day out why not book the Coastal Voyager?  Or for those who fancy a more relaxing approach to their holiday the beach is the perfect place to soak up the sun and breathe in the seaside air.

If you want to bring a four-legged friend with you some of our large Southwold cottages are dog-friendly too! Some of our great big Suffolk cottages are dog-friendly too - so you won’t have to leave anyone behind! 

So whether you want to book a Christmas holiday with the family or a weekend break with friends, Southwold is the place for you and our large Southwold cottages are the perfect choice!

Awarded 4 Stars with Original Cottages

Exterior - View 2 Wherry Cottage

Southwold - Suffolk

Wherry Cottage is a comfortably furnished holiday cottage perfect for a family gathering in Southwold.

  • Sleeps 8
  • 3 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£805 - £1675 per week *

WHE View property

  • Sleeps 8
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 4 Single beds
  • 2 Double beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Special Offer 10B South Green

Southwold - Suffolk

10b South Green is a first and second floor apartment in the privileged location of Southwold, on South Green, the unbroken views of both the sea and over to Walberswick are second to none.

  • Sleeps 8
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£1525 - £3195 per week *

SOG View property

  • Sleeps 8
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 2 Double beds
  • 1 King size/super king size bed
  • 2 Single bunk beds
  • WiFi
  • 4 stars

Fern Cottage

Walberswick - Suffolk

Fern Cottage has recently been fully refurbished and redecorated to create a stylish and spacious holiday home which sleeps up to 8 on the Suffolk Heritage Coast in the pretty village of Walberswick.

  • Sleeps 8
  • 3 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£730 - £2095 per week *

HWFERN View property

  • Sleeps 8
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • WiFi
  • Open fire/woodburner
Awarded 5 Stars with Original Cottages

Special Offer Exterior - View 2 The Lollypop House

Southwold - Suffolk

The Lollypop House is the ideal luxury retreat by the seaside. It offers first class accommodation with benefits from a large garden and parking.

  • Sleeps 8
  • 4 bedrooms
  • 4 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1475 - £3020 per week *

LOL View property

  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 4 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 5 stars

Our Price Guarantee

If you find a So Southwold holiday cottage cheaper anywhere else online, we'll match the price.
Terms & Conditions apply. Find out more

Awarded 5 Stars with Original Cottages

Special Offer Hillside

Southwold - Southwold

Positioned prominently on the 'Hillside' this beautiful cottage has been lovingly renovated making a truly special holiday let within the popular coastal town of Southwold.

  • Sleeps 8
  • 4 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£1485 - £2970 per week *

HILSI View property

  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 2 King size/super king size beds
  • 2 Single bunk beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 5 stars
Awarded 5 Stars with Original Cottages

Special Offer Castle Keep

Southwold - Suffolk

Escape to Castle Keep and live like a monarch – this unique and impressive holiday home boasts commanding views and a magnificent amount of space both inside and out.

  • Sleeps 8
  • 4 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1710 - £3230 per week *

CAST View property

  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Double beds
  • 2 Single bunk beds
  • 1 Single zip & link bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 5 stars
Awarded 4 Star Gold with Original Cottages

Special Offer Bay House

Southwold - Southwold

Enjoy getaways on a grand scale at this high-end holiday home – the focus is on flexibility and comfort of every kind.

  • Sleeps 8
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£1140 - £2235 per week *

7CR View property

  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 2 Double beds
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Lavender House

Southwold - Southwold

Just the shortest of strolls from the seafront, soothing coastal hues and every modern must-have make this substantial holiday home a fabulous choice for any season.

  • Sleeps 8
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£480 - £1825 per week *

AALAVH View property

  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • 4.5 stars

Our Price Guarantee

If you find a So Southwold holiday cottage cheaper anywhere else online, we'll match the price.
Terms & Conditions apply. Find out more

Awarded 4 Star Gold with Original Cottages

Special Offer The open plan kitchen and dining area is light and airy with a view of the garden and provides access to the wet room. Northfield House

Southwold - Suffolk

Northfield House is a large property overlooking the Church green and offers beautifully appointed accommodation for a Southwold holiday.

  • Sleeps 8
  • 4 bedrooms
  • 4 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1270 - £2415 per week *

NHF View property

  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 4 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • WiFi
  • Open fire/woodburner
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Briar Patch

Southwold - Southwold

There’s a wealth of happy holiday memories to be made within the walls of this unassuming Southwold bungalow – skillfully renovated and sporting a loft conversion, it’s full of contemporary flourishes.

  • Sleeps 8
  • 4 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£920 - £2295 per week *

AABRIA View property

  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • WiFi
  • Open fire/woodburner
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Open Plan Room - View 1 Beachy Keen

Southwold - Suffolk

An ultra-trendy holiday cottage with its pastel colour palette and beach-themed tones throughout - self-catering holidays at Beachy Keen couldn't be any more stylish…

  • Sleeps 8
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1005 - £2055 per week *

FFC View property

  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 Double beds
  • WiFi
  • Open fire/woodburner
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Special Offer Salisbury House

Southwold - Suffolk

Salisbury House is a modernised property with comtemporary furnishings throughout. It is situated within the heart of Southwold with the beach just a short walk away.

  • Sleeps 8
  • 4 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£975 - £1935 per week *

SAL View property

  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • No garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 2 King size/super king size beds
  • WiFi
  • 4.5 stars

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