The Finest Holiday Homes

86 properties found that match your search

Book Your Luxury Summer Holiday Now

According to the saying, it's fashionable to be late.  Well, here at So Southwold we disagree - in fact, if you're late this year, you'll miss out!  Southwold is truly unique, and a magical place to bring the family for a luxury holiday that the children will remember forever.  Whether its days at the beach, crabbing at Walberswick, eating fish and chips at the pier, taking a 'blast' on the Coastal Voyager, or visiting nearby places like RSPB Minsmere or the 'lost city' of Dunwich, there's so much to do in and around Southwold.

Here at So Southwold, we love our town and love sharing it with you.  We offer a collection of luxury self-catering holiday cottages, all graded four or five star by our VisitEngland assessor.  From our office at the marketplace along the High Street, we're here for you, both before and during your stay to make sure that you have a truly special holiday.

Awarded 4 Stars with Original Cottages

Dining Area - View 2 Rose Cottage

Southwold - Suffolk

Having recently been refurbished, Rose Cottage is a perfect base for your Suffolk holiday by the wonderful seaside at Southwold.

  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£580 - £1150 per week *

RCS View property

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

This modern property is situated in what was an old school. Each property is different and this one offers fresh bright modern accommodation.Gather at this dining table in the sitting room for meals together.Enjoy using this modern kitchen facility for cooking up your feast whilst on holiday in Suffolk. Scholars Cottage

Reydon - Suffolk

Scholars Cottage is a cosy and contemporary property situated in the sought after location of Reydon, adjoining the popular seaside town of Southwold.

  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£410 - £780 per week *

SCL View property

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

Sitting Room - View 2 The Cannons

Southwold - Suffolk

The epitome of period elegance, this pet-friendly and pristine apartment just a stroll from the seafront accommodates four most agreeably, but can also be booked with neighbouring properties for a group getaway...

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£645 - £1420 per week *

TCN View property

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

Victoria Cottage

Southwold - Suffolk

Recently renovated and now rocking a cool vintage vibe, this former fisherman’s cottage at the coastal end of pretty Victoria Street has a private courtyard garden and is pet-friendly too!

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£625 - £1085 per week *

72VS View property

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

Sitting Room - View 1 Woodpeckers

Southwold - Suffolk

Easy living all on one level… that's self-catering the Woodpeckers way! This light, airy bungalow is a real 'find' – just a saunter from the seafront.

  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£785 - £1530 per week *

WPS View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • 2 Single zip & link beds
  • WiFi
  • All on one level
  • 4.5 stars
Awarded 4 Stars with Original Cottages

Dining Room - View 1 Tradewinds

Southwold - Suffolk

Tradewinds in situated along a quiet road in the heart of Southwold. This self-catering Suffolk cottage has cosy and bright accommodation as well as parking and a courtyard garden.

  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£515 - £1185 per week *

SL104 View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 1 Double bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Fridays Cottage

Reydon - Suffolk

Fridays Cottage is situated along a quiet lane in Reydon with beautiful walks, scenery and all desired amenities close by, with Southwold just a few minutes drive away.

  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£495 - £935 per week *

FRI View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Open fire/woodburner
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Stannard Cottage

Southwold - Southwold

Stannard Cottage is conveniently located within central Southwold. A short walk takes you to the seafront. The cottage is a very good choice for your next Suffolk holiday in this lovely seaside town.

  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£485 - £1305 per week *

STAN View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 1 Single bed
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • Open fire/woodburner
  • 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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Awarded 4 Stars with Original Cottages

This comfortable sitting room has ample space for taking a breather. Blackbird Cottage

Southwold - Suffolk

Situated along Pier Avenue in Southwold, Blackbird Cottage is the ideal holiday cottage for your Suffolk holiday by the seaside.

  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£510 - £1145 per week *

BLACK View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 1 Double bed
  • WiFi
  • Travel cot available
  • 4 stars
Awarded 4 Stars with Original Cottages

Enjoy gathering in this bright sitting area to enjoy a spot of television on this black flat screen after a day on the beach. Lorne House

Southwold - Suffolk

Lorne House is a delightful holiday cottage in the centre of Southwold. The cottage offers modern furnishings and fixtures and there is even private parking for up to three cars.

  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£540 - £1170 per week *

LOR View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 1 Double bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

_MG_0102CBV Chicago Beach Villa

Southwold - Suffolk

Chicago Beach Villa is a delightful property situated along Pier Avenue in Southwold. It has a good standard of accommodation as well as private parking.

  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£505 - £940 per week *

CBV View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 1 Double bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Old Dairy

Southwold - Suffolk

A fabulous Southwold cottage bursting with character yet incorporates contemporary touches, The Old Dairy is located in one of the most desirable positions in the town...

  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£890 - £1545 per week *

DRY View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 3 Single beds
  • 1 Double bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars

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