The Finest Holiday Homes

76 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 4 Stars with Original Cottages

Sit back in this brown lazy chair in the sitting and read a book with the sound of the sea beyond. The Nest

Southwold - Suffolk

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

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
£505 - £895 per week *

NEST View property

  • Friday changeover day
  • 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
Awarded 4 Stars with Original Cottages Original Cottages Family Gold Award Symbol

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.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
£410 - £855 per week *

FV2 View property

  • Friday changeover day
  • 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 stars
  • VisitEngland Gold Award
Awarded 4 Stars with Original Cottages

Special Offer Open Plan Room - View 1 The Pier

Southwold - Suffolk

Quiet, cosy and conveniently located close to town and beach, this newly-renovated apartment is a perfect couple's retreat.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
£485 - £840 per week *

TPR View property

  • Friday changeover day
  • 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 Original Cottages Family Gold Award Symbol

Special Offer Luxurious sitting room with bay window and a great space for relaxation. Cliffside

Southwold - Suffolk

Cliffside is a lovely apartment situated in Southwold. It has modern, cosy accommodation for two people and there is also a parking space which is much sought after in this seaside town.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
£535 - £925 per week *

CLS View property

  • Friday changeover day
  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Double 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

Bedroom - View 1 Southwold Surf

Southwold - Suffolk

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

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
£465 - £810 per week *

SUR View property

  • Friday changeover day
  • 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 Original Cottages Family Gold Award Symbol

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.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
£560 - £995 per week *

PFN View property

  • Friday changeover day
  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Double bed
  • WiFi
  • 4 stars
  • VisitEngland Gold Award
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...

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
£485 - £840 per week *

TBY View property

  • Friday changeover day
  • 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

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.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
£425 - £740 per week *

HIST View property

  • Friday changeover day
  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 1 Double 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

With everything in easy reach you can enjoy even enjoy breakfast in bed with the kitchen being just off the left in this open plan area. The Elms Mews

Southwold - Suffolk

The Elms Mews is a delightful studio apartment which would be the ideal self-catering break for a couple looking to be based in central Southwold.

  • Saturday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
£455 - £770 per week *

MEW View property

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

Open Plan Room - View 1 4 The Stables

Southwold - Suffolk

4 The Stables is a wonderful property offering large open living accommodation and cosy surroundings for a couple.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
£430 - £790 per week *

STL View property

  • Friday changeover day
  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 1 King size/super king size bed
  • WiFi
  • All on one level
  • 4 stars
Awarded 4 Stars with Original Cottages

Living Area - View 1 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.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • Private parking
£510 - £920 per week *

VIEW2 View property

  • Friday changeover day
  • 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 Mews

Southwold - Suffolk

No classroom was ever this cool! A stylish apartment on the first floor of a former prep school, The Mews gets full marks as a holiday hideaway for two.

  • Friday changeover day
  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • No garden/courtyard
  • No private parking
£445 - £650 per week *

MEWS View property

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

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