The Finest Holiday Homes

82 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

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...

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

TCN View property

  • Friday changeover day
  • 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 Original Cottages Family Gold Award Symbol

A solid dining table with comfy chairs is perfect for dining with friends and family. Hamish Place

Southwold - Suffolk

Hamish Place is a delightful property situated within central Southwold yet quietly positioned. This self-catering cottage is a popular choice for those wishing to explore Southwold and beyond.

  • Sunday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
£580 - £1340 per week *

HAM View property

  • Sunday changeover day
  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 Double bed
  • WiFi
  • 4 stars
  • VisitEngland Gold Award
Awarded 4 Stars with Original Cottages

This bright and airy main bedroom has charm with the exposed beams and added advantage on a television. Horseshoe Cottage

Southwold - Suffolk

Horseshoe Cottage is conveniently located to the shops, pubs and restaurants within Southwold. It offers cosy accommodation which is perfect for a seaside holiday retreat.

  • Sunday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
£470 - £1000 per week *

HSC View property

  • Sunday changeover day
  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 Double bed
  • WiFi
  • Travel cot available
  • 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.

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

SCL View property

  • Sunday changeover day
  • 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

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 Stars with Original Cottages

Open Plan Sitting, Dining & Kitchen Area - View 3 The Lighthouse

Southwold - Suffolk

This pristine four-person apartment is part of a clever conversion just a short stroll from the seafront. Two pets are welcome too, so the whole family can share the holiday fun!

  • Friday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
£545 - £1200 per week *

LTH View property

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

Make the most of your suitcase contents with all this storage in the double bedroom. Wee House

Southwold - Suffolk

A pet-friendly, prime location plus a private courtyard garden and off-street parking… this lovely holiday cottage receives rave reviews from all who stay here. Come soon and see why!

  • Friday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
£545 - £1130 per week *

WEH View property

  • Friday changeover day
  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Special Offer 10 The Craighurst

Southwold - Suffolk

This lavishly-presented apartment enjoys an enviable position on Southwold's upper promenade and is the ultimate in opulent living.

  • Saturday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
£565 - £1415 per week *

CR10 View property

  • Saturday changeover day
  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 1 King size/super king size bed
  • 2 Single bunk beds
  • WiFi
  • Equipped with a highchair
  • All on one level
  • 4 stars
Awarded 4 Stars with Original Cottages

Master Bedroom - View 1 23 Tibby's Way

Southwold - Suffolk

Finished to a high standard, 23 Tibby's Way would make the ideal holiday base for anyone wishing to be based in central Southwold.

  • Sunday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
£450 - £1105 per week *

SL149 View property

  • Sunday changeover day
  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • WiFi
  • 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

Awarded 4 Stars with Original Cottages Original Cottages Family Gold Award Symbol

Exterior - View 2 The Perch

Southwold - Suffolk

The Perch is an award winning property designed by the owners. Situated along Ferry Road, The Perch has magnificent sea views from the first floor balcony.

  • Sunday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
£765 - £1810 per week *

SL175 View property

  • Sunday changeover day
  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 2 King size/super king size beds
  • WiFi
  • 4 stars
  • VisitEngland Gold Award
Awarded 4 Stars with Original Cottages Original Cottages Family Gold Award Symbol

Special Offer Sitting Room/Dining Area - View 1 Black Cottage

Southwold - Suffolk

Black Cottage is a recently renovated self-catering cottage with easy access to Southwold High Street.

  • Sunday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
£580 - £960 per week *

BLA View property

  • Sunday changeover day
  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • WiFi
  • Open fire/woodburner
  • 4 stars
  • VisitEngland Gold Award
Awarded 4 Stars with Original Cottages

Kitchen/Dining Area - View 1 The Duke

Southwold - Suffolk

Luxury holiday apartment all on one level, nestled 30 seconds from the Southwold seafront - The Duke is a great choice for a seaside retreat.

  • Sunday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
£510 - £1310 per week *

DUKE View property

  • Sunday changeover day
  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • All on one level
  • 4 stars
Awarded 4 Stars with Original Cottages Original Cottages Family Gold Award Symbol

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
  • No private parking
£510 - £1105 per week *

SL135 View property

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

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