The Finest Holiday Homes

87 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...

  • 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

Relax in this double bedroom and snuggle down into the fresh fawn linens. Wisteria Cottage

Reydon - Suffolk

Wisteria Cottage is a delightful Suffolk cottage on the edge of Reydon. It has contemporary furnishings and there are many walks nearby.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£445 - £840 per week *

WIS View property

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

Sink into the comfortable easy chairs and watch the black flat screen television after a day at Southwold shops. Turnstones

Southwold - Suffolk

Turnstones is a beautifully presented ground floor apartment in the Tibby's Triangle development in Southwold.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£460 - £1175 per week *

TUR View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 Double bed
  • WiFi
  • 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.

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

SL149 View property

  • 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
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 Stars with Original Cottages

Special Offer 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.

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

DUKE View property

  • 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

Master Bedroom High View

Southwold - Suffolk

This Edwardian second floor apartment for up to four guests offers a mix of period charm and modern touches and commanding views of Southwold from nearly every angle.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • WiFi
£595 - £1160 per week *

HVW View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • 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

A bright dining/kitchen area for you all to eat together with adjoining conservatory. Kintyre.

Southwold - Suffolk

Kintyre is a homely property with contemporary furnishings in the popular town of Southwold. With all amenities such as shops, pubs and restaurants close by, it is a great choice for your self-catering break.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£480 - £1025 per week *

KIN View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 1 Double bed
  • 2 Single zip & link beds
  • WiFi
  • 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

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.

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

HSC View property

  • 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

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.

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

CR10 View property

  • 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

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!

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

WEH View property

  • 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

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

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