The Finest Holiday Homes

140 properties found that match your search

Southwold Short Breaks

As Southwold locals, we’re undoubtedly biased when it comes to recommending the benefits of a short break in our beautiful, seaside town. However, there really is an endless list of a reasons why Southwold is the perfect destination for a mini break or a weekend away.

If food glorious food is on your mind, you’ll mind a mouth-watering choice of dishes at the unbeatable range of eateries around town. Whether you fancy a portion of the local catch (it’s so fresh it’s almost still swimming), a hearty plate of Dingley Dell Sausages & Mash or a gourmet A La Carte meal in one of the High Street hotels, there’s plenty of choice to whet your appetite

If you can’t bear to leave your four-legged friend at home, simply book one of our dog-friendly cottages which will have your pet wagging his tail all the way home from the beach!

During the off-peak season, you can start your short break on almost any day of the week, which offers greater flexibility for your coastal getaway. So don’t delay, book your short break getaway today! If you need further assistance don't hesitate to call our friendly So Southwold team on tel: 01502 543133.

Awarded 5 Star Platinum with Original Cottages

New Property Mole End

Southwold - Southwold

If it’s high-end luxury accommodation you are looking for, for your next self catering holiday look no further than Mole End. Lovingly restored in 2019, this delightful one bedroom Victorian cottage is in idyllic locat...

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£725 - £1280 per week *

MED View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • No garden/courtyard
  • No private parking
  • 1 Double bed
  • WiFi
  • Open fire/woodburner
  • Travel cot available
  • Equipped with a highchair
  • 5.6 stars
Awarded 4 Star Gold with Original Cottages

Special Offer Far View One

Southwold - Suffolk

With stunning views across the Common, this traditionally-styled apartment is aptly named. It's the ideal choice for a couple's retreat – tucked away yet with easy access to town, beach and harbour.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£470 - £1015 per week *

FV1 View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Double bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • All on one level
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Special Offer Far View Two

Southwold - Suffolk

See a different side of Southwold from this lovely abode - with far-reaching views across the Common, it's ideal for two, tastefully presented and perfectly-positioned for unforgettable sunsets.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£430 - £975 per week *

FV2 View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 1 Double bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Special Offer Guillemot

Southwold - Suffolk

Bathed in light, teeming with contemporary character and boasting a cute courtyard garden as well as a private parking space, this tasteful ground floor apartment is an ideal town pad for two.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£510 - £970 per week *

TTW View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • All on one level
  • 4.5 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 Star Gold with Original Cottages

Special Offer Puffin Nest is a delightful first floor apartment sleeping two in Southwold. Puffin Nest

Southwold - Suffolk

Puffin Nest is a first floor apartment overlooking the green. A perfect retreat for two in the lovely seaside town of Southwold.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£560 - £1105 per week *

PFN View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Double bed
  • WiFi
  • 4.5 stars
Awarded 4 Stars with Original Cottages

Half Pint

Southwold - Suffolk

Raise your glasses to this gorgeous holiday home – brimful of light, super-comfy and quietly-located, it’s the perfect choice for a couple’s coastal retreat

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£495 - £895 per week *

HFP View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 1 Double bed
  • WiFi
  • All on one level
  • 4 stars
Awarded 4 Stars with Original Cottages

Special Offer The View

Southwold - Suffolk

Enjoy a bird's eye view of Southwold and its surrounds from this town centre apartment – with much-coveted private parking it promises comfort and convenience for couples at the highest level.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • WiFi
£510 - £1025 per week *

VIEW2 View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • 1 King size/super king size bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Special Offer The Nest

Southwold - Suffolk

The Nest is a popular choice amongst couples looking for a relaxing break in an idyllic setting within Southwold.

  • Sleeps 2
  • 1 bedroom
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£505 - £995 per week *

NEST View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 1 Double bed
  • 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

Special Offer Open Plan Room - View 1 The Blyth

Southwold - Suffolk

Boutique in style and ideally situated between shops and seafront, this apartment is the perfect pied-a-terre for two...

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£485 - £930 per week *

TBY View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
  • 1 Double bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • All on one level
  • 4 stars
Awarded 4 Stars with Original Cottages

Special Offer Open Plan Room - View 1 72A High Street

Southwold - Suffolk

Cosy and contemporary apartment in the heart of Southwold, 72A High Street is a fabulous base for a seaside break.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£425 - £810 per week *

HIST View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 1 Double bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Special Offer Open Plan Room - View 1 The Pier

Southwold - Suffolk

Beautiful holiday home in the heart of Southwold, in a great location. Everything you need for that fantastic Southwold holiday, perfect for couples or a small family.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£485 - £930 per week *

TPR View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
  • 1 Double bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Special Offer Bedroom - View 1 Southwold Surf

Southwold - Suffolk

The perfect self-catering abode for couples on a romantic getaway to this seaside destination.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£445 - £875 per week *

SUR View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 1 Double bed
  • WiFi
  • 4 stars

Loading properties 0

A maximum of 600 properties can display on the map. Please refine your search to reduce the number of properties, or go to list view to see them all.
Back to top