The Finest Holiday Homes

17 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!

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Special Offer Exterior - View 1 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.

  • Friday changeover day
  • Sleeps 8
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
£1595 - £3100 per week *

SOG View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 2 Double beds
  • 4 Single bunk beds
  • WiFi
  • 4 stars
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Exterior - View 2 Wherry Cottage

Southwold - Suffolk

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

  • Friday changeover day
  • Sleeps 8
  • 3 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
£805 - £1575 per week *

WHE View property

  • Friday changeover day
  • 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
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Small Group Discount 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.

  • Friday changeover day
  • Sleeps 8
  • 4 bedrooms
  • 4 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
£1445 - £2845 per week *

LOL View property

  • Friday changeover day
  • 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
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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.

  • Friday changeover day
  • Sleeps 8
  • 4 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
£1710 - £3110 per week *

CAST View property

  • Friday changeover day
  • 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

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

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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…

  • Friday changeover day
  • Sleeps 8
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£985 - £1900 per week *

FFC View property

  • Friday changeover day
  • 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 stars
  • VisitEngland Gold Award
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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.

  • Friday changeover day
  • Sleeps 8
  • 4 bedrooms
  • 4 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£1245 - £2275 per week *

NHF View property

  • Friday changeover day
  • 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 stars
  • VisitEngland Gold Award
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Small Group Discount The eight of you can gather at the glass dining table for a fabulous meal. 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.

  • Friday changeover day
  • Sleeps 8
  • 4 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • No garden/courtyard
  • No private parking
£975 - £1825 per week *

SAL View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 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 stars
  • VisitEngland Gold Award
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Enjoy a few alfresco meals in this pretty garden with bright flowers, patio area, table and chairs and sun parasol. Beech House

Southwold - Suffolk

Beech House is a delightful property situated along Pier Avenue, a sought-after location for a Southwold holiday.

  • Friday changeover day
  • Sleeps 8
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£975 - £1810 per week *

BHO View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 6 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 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

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Open Plan Room - View 1 The Sanderling

Southwold - Suffolk

With high class interiors and an abundance of elegance, this beautifully presented family holiday home is sure to create a seaside holiday to treasure.

  • Friday changeover day
  • Sleeps 8
  • 4 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£1035 - £1960 per week *

SRL View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
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Exterior - View 1 Samphire House

Southwold - Suffolk

Samphire House is a superb property tucked away from the High Street in Southwold. It benefits from parking and a modern interior offering first class accommodation for a family or a group of friends.

  • Friday changeover day
  • Sleeps 8
  • 4 bedrooms
  • 4 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£1070 - £2075 per week *

SFL View property

  • Friday changeover day
  • 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
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
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Small Group Discount Master Bedroom - View 1 Seascape Cottage

Reydon - Suffolk

Seascape Cottage is a wonderful self-catering property perfect for families situated in the village of Reydon which adjoins the seaside town of Southwold.

  • Friday changeover day
  • Sleeps 8
  • 4 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
£630 - £1175 per week *

LRD View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 1 King size/super king size bed
  • 2 Single bunk beds
  • WiFi
  • Open fire/woodburner
  • 4 stars
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Ground Floor Sitting Room - View 1 The Old Gymnasium

Southwold - Suffolk

A large property offering a wealth of accommodation for a self-catering holiday, The Old Gymnasium is in prime position within the seaside town of Southwold.

  • Saturday changeover day
  • Sleeps 10
  • 4 bedrooms
  • 4 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
£1420 - £2650 per week *

EVH View property

  • Saturday changeover day
  • Sleeps 10
  • Bed linen included
  • 4 bedrooms
  • 4 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • 2 Single bunk beds
  • WiFi
  • 4 stars

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