The Finest Holiday Homes

79 properties found that match your search

Book Now for 2018

It's never too early to book your summer cottage holiday in Southwold.  Whether it's a family get-together or a reunion of friends there's no better place to enjoy the company of your nearest and dearest than this qunitessentially English seaside town.

Rounders on the beach, crabbing at the harbour, giggles on the Pier, Adnams at the pub, momentos from the High Street, and a luxurious holiday home to relax in after a busy day having fun.  What a delightful holiday.  Reserve your 2018 dates now to avoid disappointment!

Awarded 4 Stars with Original Cottages

Special Offer Living Room - View 4 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
£625 - £1315 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 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.

  • Saturday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
£765 - £1675 per week *

SL175 View property

  • Saturday 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

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.

  • Saturday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
£480 - £945 per week *

KIN View property

  • Saturday changeover day
  • 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
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.

  • Saturday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
£450 - £1025 per week *

SL149 View property

  • Saturday 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

Special Offer 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.

  • Friday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
£725 - £1240 per week *

HAM View property

  • Friday 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

Living Area - View 1 Sandy Castle

Southwold - Suffolk

The winner of the Home Award, Sandy Castle is a modern property tucked away in a quiet location within central Southwold.

  • Friday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
£525 - £960 per week *

SAN View property

  • Friday changeover day
  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 1 Double bed
  • 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!

  • Saturday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • No private parking
£625 - £1005 per week *

72VS View property

  • Saturday changeover day
  • 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 Original Cottages Family Gold Award Symbol

Step outside your front door on to the sea front from this cute cottage. Balmore Cottage

Southwold - Suffolk

Balmore Cottage is just a stone's throw from Southwold seafront offering the perfect holiday cottage for a seaside holiday.

  • Friday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
£650 - £1125 per week *

BAL View property

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

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.

  • Friday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
£510 - £1215 per week *

DUKE View property

  • Friday 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

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.

  • Saturday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
£595 - £1070 per week *

HVW View property

  • Saturday changeover day
  • 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

Special Offer Living Room - View 1 Rose Cottage

Southwold - Suffolk

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

  • Friday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
£580 - £1065 per week *

RCS View property

  • Friday changeover day
  • 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

Open Plan Room - View 1 1 White Point

Southwold - Suffolk

This newly converted and stylish apartment provides guests with a luxurious getaway in the heart of this much loved town.

  • Friday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£585 - £1045 per week *

WTP View property

  • Friday changeover day
  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 King size/super king size beds
  • WiFi
  • 4 stars

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