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

A plush seating area in front of the open fire will encourage warmth and a sense of luxury. 3 Queen Street

Southwold - Suffolk

3 Queen Street retains many character features including Georgian panelling in the sitting room. The property would be the perfect holiday for family gatherings beside the seaside.

  • Sunday changeover day
  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
£615 - £1610 per week *

QST View property

  • Sunday changeover day
  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 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

Special Offer Open Plan Room - View 1 Dunlin

Southwold - Suffolk

Cosmopolitan and with a definite can-do vibe, this versatile townhouse is perfect for a get-together with friends or family - there's a bathroom for each bedroom and a separate 'snug' for those seeking solitude.

  • Sunday changeover day
  • Sleeps 6
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£800 - £1700 per week *

FTW View property

  • Sunday changeover day
  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 2 King size/super king size beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages Original Cottages Family Gold Award Symbol

Tibby's View is situated on Field Stile Road in Southwold, it's a great family house for 6 and over looks a play park. Tibby's View

Southwold - Suffolk

Tibby's View has everything you could want for your Southwold holiday. It is an extremely popular choice for family holidays by the seaside.

  • Saturday changeover day
  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
£480 - £1375 per week *

SL158 View property

  • Saturday changeover day
  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • 2 Single zip & link beds
  • WiFi
  • Equipped with a highchair
  • 4 stars
  • VisitEngland Gold Award
Awarded 4 Stars with Original Cottages Original Cottages Family Gold Award Symbol

Open Plan Room - View 1 Little Ducks

Southwold - Suffolk

Take off to this light, bright and oh-so-welcoming holiday cottage and feed your need for some laid-back living…. opulent yet supremely comfortable.

  • Saturday changeover day
  • Sleeps 6
  • 3 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • No private parking
£800 - £1525 per week *

TTHS View property

  • Saturday changeover day
  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
  • VisitEngland Gold Award

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

Special Offer Suffolk Cottage is a beautiful spacious property situated in Suffolk's premiere seaside town - Southwold. Suffolk Cottage

Southwold - Suffolk

Suffolk Cottage is a delightful cottage, beautifully and thoughtfully furnished, situated in the heart of Southwold.

  • Sunday changeover day
  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£730 - £1685 per week *

STH View property

  • Sunday changeover day
  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 2 King size/super king size beds
  • WiFi
  • Open fire/woodburner
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
  • VisitEngland Gold Award
Awarded 4 Stars with Original Cottages

Kitchen - View 1 Shell House

Southwold - Suffolk

Shell House is set a couple of streets back from the shoreline, but this fabulous holiday home is full of seaside influence.

  • Friday changeover day
  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
£545 - £1415 per week *

STRD View property

  • Friday changeover day
  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 4 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Open fire/woodburner
  • 4 stars
Awarded 4 Stars with Original Cottages

Small Group Discount Living Room - View 1 Bada Bing

Southwold - Suffolk

The name sets off smiles... and there's so much to be happy about when you stay at this stylish holiday home.

  • Sunday changeover day
  • Sleeps 6
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
£595 - £1470 per week *

BAB View property

  • Sunday changeover day
  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Double bed
  • 2 Single bunk beds
  • 2 Single zip & link beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Spindrift in Southwold is centrally located and is a beautiful property over four floors, ground, first, second and third. Spindrift

Southwold - Suffolk

This modern property is the ideal self-catering abode with all Southwold's charming shops within easy reach.

  • Friday changeover day
  • Sleeps 6
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
£500 - £1125 per week *

SPI View property

  • Friday changeover day
  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 2 Single zip & link beds
  • WiFi
  • Travel cot available
  • 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

Sitting Room - View 1 9 The Craighurst

Southwold - Suffolk

9 The Craighurst has been modernised and furnished beautifully. It is a first and second floor apartment with glorious sea views being opposite the seafront.

  • Sunday changeover day
  • Sleeps 6
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
£620 - £1660 per week *

SL130 View property

  • Sunday changeover day
  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages Original Cottages Family Gold Award Symbol

The Old Drapery

Southwold - Suffolk

Rich interior details and dramatic seafront views dominate in this high-quality apartment. The building may be historic, but all the holiday mod cons and must-haves are here. Arrive, unpack and unwind…

  • Saturday changeover day
  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£605 - £1440 per week *

TOD View property

  • Saturday changeover day
  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 King size/super king size bed
  • 4 Single zip & link beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
  • VisitEngland Gold Award
Awarded 4 Stars with Original Cottages

Exterior - View 1 Cliff House

Southwold - Suffolk

A large house situated on the seafront with breathtaking views of the sea, Cliff House is an ideal base for a Southwold holiday.

  • Friday changeover day
  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
£950 - £1895 per week *

EAS View property

  • Friday changeover day
  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 4 Single beds
  • 1 Double bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages Original Cottages Family Gold Award Symbol

Victoria Heights

Southwold - Suffolk

Located in the centre of this popular seaside town is Victoria Heights, a modern, cosy apartment just a minutes' walk from the beach!

  • Sunday changeover day
  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
£915 - £1485 per week *

VTH View property

  • Sunday changeover day
  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • 4 Single beds
  • 1 King size/super king size bed
  • WiFi
  • 4 stars
  • VisitEngland Gold Award

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