The Finest Holiday Homes

80 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

Sitting Room - View 2 The Cannons

Southwold - Suffolk

The epitome of period elegance, this pet-friendly and pristine apartment just a stroll from the seafront accommodates four most agreeably, but can also be booked with neighbouring properties for a group getaway...

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£645 - £1420 per week *

TCN View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • No garden/courtyard
  • No 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

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.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£525 - £1035 per week *

SAN View property

  • 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

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.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£510 - £1310 per week *

DUKE View property

  • 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 Star Gold with Original Cottages

Sitting Room - View 1 Woodpeckers

Southwold - Suffolk

Easy living all on one level… that's self-catering the Woodpeckers way! This light, airy bungalow is a real 'find' – just a saunter from the seafront.

  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£785 - £1530 per week *

WPS View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • 2 Single zip & link beds
  • WiFi
  • All on one level
  • 4.5 stars
Awarded 4 Stars with Original Cottages

Stannard Cottage

Southwold - Southwold

Stannard Cottage is conveniently located within central Southwold. A short walk takes you to the seafront. The cottage is a very good choice for your next Suffolk holiday in this lovely seaside town.

  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£485 - £1305 per week *

STAN View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 1 Single bed
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • Open fire/woodburner
  • 4 stars
Awarded 4 Stars with Original Cottages

Old Dairy

Southwold - Suffolk

A fabulous Southwold cottage bursting with character yet incorporates contemporary touches, The Old Dairy is located in one of the most desirable positions in the town...

  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£890 - £1545 per week *

DRY View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 3 Single beds
  • 1 Double bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Fridays Cottage

Reydon - Suffolk

Fridays Cottage is situated along a quiet lane in Reydon with beautiful walks, scenery and all desired amenities close by, with Southwold just a few minutes drive away.

  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£495 - £935 per week *

FRI View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 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

Enjoy gathering in this bright sitting area to enjoy a spot of television on this black flat screen after a day on the beach. Lorne House

Southwold - Suffolk

Lorne House is a delightful holiday cottage in the centre of Southwold. The cottage offers modern furnishings and fixtures and there is even private parking for up to three cars.

  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£540 - £1170 per week *

LOR View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 1 Double bed
  • WiFi
  • Travel cot available
  • 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

_MG_0102CBV Chicago Beach Villa

Southwold - Suffolk

Chicago Beach Villa is a delightful property situated along Pier Avenue in Southwold. It has a good standard of accommodation as well as private parking.

  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£505 - £940 per week *

CBV View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 1 Double bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Dining Room - View 1 Tradewinds

Southwold - Suffolk

Tradewinds in situated along a quiet road in the heart of Southwold. This self-catering Suffolk cottage has cosy and bright accommodation as well as parking and a courtyard garden.

  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£515 - £1185 per week *

SL104 View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 1 Double bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Sitting Room - View 1 Field End

Reydon - Suffolk

Fashionably cool, ultra-comfortable and close to countryside, this Reydon holiday cottage combines a sunny aspect with a real sense of privacy.

  • Sleeps 5
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£375 - £1055 per week *

FIE2 View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Single bed
  • 2 Double beds
  • WiFi
  • Equipped with a highchair
  • 4 stars
Awarded 3 Stars with Original Cottages

Exterior - View 1Bedroom 1 - View 1Kitchen/Dining Room - View 3 Rosemary Cottages

Southwold - Suffolk

Rosemary Cottages has been thoughtfully furnished to a high standard and with family holidays in mind. It is located closely to all sought-after amenities Southwold offers.

  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£585 - £1250 per week *

RMC View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 3 Single beds
  • 1 King size/super king size bed
  • WiFi
  • 3 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