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

Special Offer Open Plan Sitting, Dining & Kitchen Area - View 3 The Lighthouse

Southwold - Suffolk

This pristine four-person apartment is part of a clever conversion just a short stroll from the seafront. Two pets are welcome too, so the whole family can share the holiday fun!

  • Friday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
£545 - £1060 per week *

LTH View property

  • Friday changeover day
  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
  • 1 Double bed
  • 2 Single bunk beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages Original Cottages Family Gold Award Symbol

Special Offer Bedroom 1 - View 3 The Haven

Southwold - Suffolk

This luxury holiday home is full of modern comforts and oozes style. Just moments away from the beach and all desired Southwold amenities.

  • Saturday changeover day
  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£795 - £1415 per week *

HVN2 View property

  • Saturday changeover day
  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
  • VisitEngland Gold Award
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.

  • Friday changeover day
  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
£540 - £1080 per week *

LOR View property

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

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.

  • Saturday changeover day
  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£785 - £1420 per week *

WPS View property

  • Saturday changeover day
  • 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 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

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.

  • Saturday changeover day
  • Sleeps 5
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£375 - £930 per week *

FIE2 View property

  • Saturday changeover day
  • 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 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.

  • Saturday changeover day
  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
£515 - £1095 per week *

SL104 View property

  • Saturday changeover day
  • 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

_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.

  • Friday changeover day
  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
£505 - £875 per week *

CBV View property

  • Friday changeover day
  • 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

Fridays Cottage in Reydon sleeps 5 people over 3 bedrooms and has private parking for 2 cars. 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.

  • Friday changeover day
  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
£495 - £825 per week *

FRI View property

  • Friday changeover day
  • 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

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 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.

  • Friday changeover day
  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
£585 - £1160 per week *

RMC View property

  • Friday changeover day
  • 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

Special Offer Dining Table and Window Ash Tree Cottage

Southwold - Suffolk

Neatly tucked into one of the town centre's prettiest streets, this newly-built holiday cottage is full of the wow-factor – think bright white, lots of light, welcoming and well-equipped!

  • Friday changeover day
  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£610 - £1095 per week *

ASHT View property

  • Friday changeover day
  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 1 King size/super king size bed
  • WiFi
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!

  • Friday changeover day
  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
£915 - £1420 per week *

VTH View property

  • Friday 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

Small Group Discount Open Plan Room - View 1 Dunlin

Southwold - Suffolk

Cosmopolitan and with a definite can-do vibe, this versatile townhouse is perfect for a get-together with friends or family - there's a bathroom for each bedroom and a separate 'snug' for those seeking solitude.

  • Friday changeover day
  • Sleeps 6
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£800 - £1650 per week *

FTW View property

  • Friday changeover day
  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 2 King size/super king size beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars

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