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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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
  • Sorry, no Private parking
£805 - £1360 per week *

WHE View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Sorry, no Private parking
  • 4 Single beds
  • 2 Double beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
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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.

  • Friday changeover day
  • Sleeps 8
  • 3 bedrooms
  • 3 bathrooms
  • Sorry, no pets allowed
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
£1595 - £2700 per week *

SOG View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • Sorry, no pets allowed
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
  • 2 Double beds
  • 4 Single bunk beds
  • WiFi
  • 4 stars
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Small Group Discount 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 - £2460 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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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.

  • Friday changeover day
  • Sleeps 8
  • 4 bedrooms
  • 4 bathrooms
  • Sorry, no pets allowed
  • Garden/courtyard
  • Private parking
£1245 - £1975 per week *

NHF View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 4 bathrooms
  • Sorry, 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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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
  • Sorry, no pets allowed
  • Garden/courtyard
  • Private parking
£985 - £1650 per week *

FFC View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • Sorry, 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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Small Group Discount Seascape Cottage

Reydon - Southwold

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
  • Sorry, no Private parking
£630 - £1045 per week *

LRD View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Sorry, 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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Samphire House

Southwold - Southwold

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
  • Sorry, no pets allowed
  • Garden/courtyard
  • Private parking
£1070 - £1795 per week *

SFL View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 4 bathrooms
  • Sorry, 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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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
  • Sorry, no pets allowed
  • Garden/courtyard
  • Private parking
£975 - £1615 per week *

BHO View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • Sorry, 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

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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
  • Sorry, no pets allowed
  • Garden/courtyard
  • Private parking
£1035 - £1700 per week *

SRL View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 3 bathrooms
  • Sorry, 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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Special Offer 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
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
£975 - £1580 per week *

SAL View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
  • 2 Single beds
  • 1 Double bed
  • 2 King size/super king size beds
  • WiFi
  • 4 stars
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Ample spaced ten person Victorian property located just yards from the sea front. Elkhorn

Southwold - Suffolk

Set in prime position, Elkhorn is just a stone's throw away from the beach.

  • Saturday changeover day
  • Sleeps 8
  • 5 bedrooms
  • 3 bathrooms
  • Sorry, no pets allowed
  • Garden/courtyard
  • Sorry, no Private parking
£915 - £1975 per week *

SL153 View property

  • Saturday changeover day
  • Sleeps 8
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • Sorry, no pets allowed
  • Garden/courtyard
  • Sorry, no Private parking
  • 2 Single beds
  • 2 Double beds
  • 1 King size/super king size bed
  • 2 Single bunk beds
  • WiFi
  • 4 stars
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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
  • Sorry, no pets allowed
  • Sorry, no Garden/courtyard
  • Private parking
£1420 - £2360 per week *

EVH View property

  • Saturday changeover day
  • Sleeps 10
  • Bed linen included
  • 4 bedrooms
  • 4 bathrooms
  • Sorry, no pets allowed
  • Sorry, no Garden/courtyard
  • Private parking
  • 6 Single beds
  • 1 King size/super king size bed
  • 2 Single bunk beds
  • WiFi
  • 4 stars

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