The Finest Holiday Homes

75 properties found that match your search

Southwold Cottages

Our Southwold properties are the perfect base for your Suffolk coastal holiday. Southwold is an ideal location for a short break or longer stay as it has so many amenities and attractions right on its doorstep.

A great selection of bakeries, grocers and delis can be found along the High Street, which all offer a delicious choice of produce to keep your holiday store cupboard well stocked. For those wanting to dine out, Southwold has plenty of restaurants and charming pubs which offer some delicious menu-choices that often include locally-sourced ingredients.

For fun and games, head to Southwold Pier where you can enjoy the traditional amusement arcade, the Under the Pier Show, or simply marvel at the unusual curiosities along the pier itself. Families and beach lovers will also enjoy the sandy coastline at Southwold with its colourful beach huts and golden sands. For another adventure, make your way up to the top of Southwold lighthouse and take in the beautiful panoramic views which stretch all the way to Aldeburgh and beyond.

Other places to visit include Gun Hill, The Sailors' Reading Room, The Amber Shop, Southwold Museum and St Edmund's Church. This wonderful church which has a beautiful interior decor and is home to not one, but eight bells, also hosts the popular Southwold Concert Series each year.

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
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

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

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 - £1485 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
Awarded 4 Stars with Original Cottages Original Cottages Family Gold Award Symbol

Kitchen/Dining Area - View 1 Rowan Villa

Southwold - Suffolk

Rowan Villa is a homely self-catering property situated within the heart of Southwold offering a mix of period and modern features.

  • Friday changeover day
  • Sleeps 6
  • 3 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
£775 - £1865 per week *

RVIL View property

  • Friday changeover day
  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • 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

Gather round this nautical inspired dining table with benches for seating. Montague House

Southwold - Suffolk

Montague House is large property located on Southwold High Street. It is also known as the house where George Orwell lived for a time. The property has been furnished to a very high standard.

  • Sunday changeover day
  • Sleeps 7
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
£855 - £1695 per week *

MTH View property

  • Sunday changeover day
  • Sleeps 7
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 3 Single beds
  • 2 Double beds
  • WiFi
  • Cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Vicary's House

Southwold - Suffolk

Vicary's is a cosy holiday cottage ideal for those looking to be based close by to all Southwold's charms such as the shops, pubs, restaurants and beach.

  • Sunday changeover day
  • Sleeps 7
  • 4 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
£675 - £1725 per week *

VIC View property

  • Sunday changeover day
  • Sleeps 7
  • Bed linen included
  • 4 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • 3 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

Exterior - View 1 10B South Green

Southwold - Suffolk

10b South Green is a first and second floor apartment in the privileged location of Southwold, on South Green, the unbroken views of both the sea and over to Walberswick are second to none.

  • Sunday changeover day
  • Sleeps 8
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
£1595 - £3195 per week *

SOG View property

  • Sunday changeover day
  • Sleeps 8
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 1 Double bed
  • 1 King size/super king size bed
  • 4 Single bunk beds
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Exterior - View 2 Wherry Cottage

Southwold - Suffolk

Wherry Cottage is a comfortably furnished holiday cottage perfect for a family gathering in Southwold.

  • Sunday changeover day
  • Sleeps 8
  • 3 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
£805 - £1545 per week *

WHE View property

  • Sunday changeover day
  • Sleeps 8
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 4 Single beds
  • 2 Double beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars

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