The Finest Holiday Homes

58 properties found that match your search

September Southwold Cottages

We like to refer to September as our secret summer season as it’s often lovely and warm and the perfect temperature for ambling along the beach. The sea has had a chance to warm up throughout August, so if you fancy a dip, remember to bring your bathers. This time of year is also perfect for discovering Southwold’s myriad of walking tracks. From gentle strolls to longer rambles along the coast, the stunning views will simply take your breath away. And don’t miss the chance to stroll along Southwold Pier – a pastime that has brought pleasure to countless visitors over the years. So for a relaxing break filled with as much or as little as you please, a holiday during our secret summer season could be just what you’re looking for. And the best thing about this time of year is that we have a wonderful selection of self-catering holiday cottages to choose from!

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72A High Street

Southwold - Suffolk

Cosy and contemporary apartment in the heart of Southwold, 72A High Street is a fabulous base for a seaside break.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
£425 - £705 per week *

HIST View property

  • Friday changeover day
  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
  • 1 Double bed
  • WiFi
  • 4 stars
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Sit back in this brown lazy chair in the sitting and read a book with the sound of the sea beyond. The Nest

Southwold - Suffolk

The Nest is a popular choice amongst couples looking for a relaxing break in an idyllic setting within Southwold.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Sorry, no Private parking
£495 - £810 per week *

NEST View property

  • Friday changeover day
  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Sorry, no Private parking
  • 1 Double bed
  • WiFi
  • Equipped with a highchair
  • 4 stars
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Far View One

Southwold - Southwold

With stunning views across the Common, this traditionally-styled apartment is aptly named. It's the ideal choice for a couple's retreat – tucked away yet with easy access to town, beach and harbour.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Garden/courtyard
  • Private parking
£560 - £855 per week *

FV1 View property

  • Friday changeover day
  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Double bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • All on one level
  • 4 stars
  • VisitEngland Gold Award
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Marsh Cottage Hide resides at the end of a quiet lane in Reydon near Southwold. Marsh Cottage Hide

Reydon - Southwold

Marsh Cottage Hide offers tranquil surroundings with views across to Southwold and Blythburgh Marshes. Situated in the village of Reydon, the cottage is ideally suited for a couple looking to get away from it all.

  • Saturday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Garden/courtyard
  • Private parking
£425 - £695 per week *

MARS View property

  • Saturday changeover day
  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Double bed
  • WiFi
  • 4 stars
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The Pier

Southwold - Southwold

Quiet, cosy and conveniently located close to town and beach, this newly-renovated apartment is a perfect couple's retreat.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 2 pets allowed
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
£430 - £750 per week *

TPR View property

  • Friday changeover day
  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • 2 pets allowed
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
  • 1 Double bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
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The View

Southwold - Southwold

Enjoy a bird's eye view of Southwold and its surrounds from this town centre apartment – with much-coveted private parking it promises comfort and convenience for couples at the highest level.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Sorry, no Garden/courtyard
  • Private parking
£500 - £835 per week *

VIEW2 View property

  • Friday changeover day
  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Sorry, no Garden/courtyard
  • Private parking
  • 1 King size/super king size bed
  • WiFi
  • 4 stars
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Special Offer Far View Two

Southwold - Southwold

See a different side of Southwold from this lovely abode - with far-reaching views across the Common, it's ideal for two, tastefully presented and perfectly-positioned for unforgettable sunsets.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Garden/courtyard
  • Sorry, no Private parking
£535 - £815 per week *

FV2 View property

  • Friday changeover day
  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Garden/courtyard
  • Sorry, no Private parking
  • 1 Double bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
  • VisitEngland Gold Award
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The Blyth

Southwold - Southwold

Boutique in style and ideally situated between shops and seafront, this apartment is the perfect pied-a-terre for two...

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 2 pets allowed
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
£430 - £750 per week *

TBY View property

  • Friday changeover day
  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • 2 pets allowed
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
  • 1 Double bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • All on one level
  • 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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Southwold Surf

Southwold - Suffolk

The perfect self-catering abode for couples on a romantic getaway to this seaside destination.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
£465 - £755 per week *

SUR View property

  • Friday changeover day
  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
  • 1 Double bed
  • WiFi
  • 4 stars
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With everything in easy reach you can enjoy even enjoy breakfast in bed with the kitchen being just off the left in this open plan area. The Elms Mews

Southwold - Suffolk

The Elms Mews is a delightful studio apartment which would be the ideal self-catering break for a couple looking to be based in central Southwold.

  • Saturday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Garden/courtyard
  • Private parking
£465 - £715 per week *

MEW View property

  • Saturday changeover day
  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Double bed
  • WiFi
  • 4 stars
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Special Offer Osprey

Southwold - Suffolk

Osprey is a modern apartment in the Tibby's Way development, offering cosy accommodation for a couple's retreat to the seaside town of Southwold.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
£370 - £770 per week *

DFT View property

  • Friday changeover day
  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • Sorry, no pets allowed
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
  • 2 Single zip & link beds
  • WiFi
  • 4 stars
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3 Eversley Court

Southwold - Suffolk

Courting your attention is this modern mews house, part of a clever conversion of the former Eversley School.

  • Saturday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Sorry, no Private parking
£510 - £930 per week *

SL135 View property

  • Saturday changeover day
  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Sorry, no Private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • WiFi
  • 4 stars
  • VisitEngland Gold Award

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