The Finest Holiday Homes

81 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.

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!

  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£610 - £1185 per week *

ASHT View property

  • 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 Star Gold with Original Cottages

Special Offer Suffolk Cottage is a beautiful spacious property situated in Suffolk's premiere seaside town - Southwold. Suffolk Cottage

Southwold - Suffolk

Suffolk Cottage is a delightful cottage, beautifully and thoughtfully furnished, situated in the heart of Southwold.

  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£730 - £1685 per week *

STH View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 2 King size/super king size beds
  • WiFi
  • Open fire/woodburner
  • Travel cot available
  • Equipped with a highchair
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Open Plan Room - View 1 Little Ducks

Southwold - Suffolk

Take off to this light, bright and oh-so-welcoming holiday cottage and feed your need for some laid-back living…. opulent yet supremely comfortable.

  • Sleeps 6
  • 3 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£800 - £1525 per week *

TTHS View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

New Property York Cottage

Southwold - Suffolk

York Cottage has been recently refurbished to a very high standard offering a touch of luxury to your Southwold stay. Situated in prime location on South Green this is the perfect retreat for families or a group of frien...

  • Sleeps 6
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£725 - £1525 per week *

19SG View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 4 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Open fire/woodburner
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

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!

  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • WiFi
£915 - £1650 per week *

VTH View property

  • 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
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

The Old Drapery

Southwold - Suffolk

Rich interior details and dramatic seafront views dominate in this high-quality apartment. The building may be historic, but all the holiday mod cons and must-haves are here. Arrive, unpack and unwind…

  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£605 - £1485 per week *

TOD View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 King size/super king size bed
  • 4 Single zip & link beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Kitchen/Dining Area - View 1 Rowan Villa

Southwold - Suffolk

Rowan Villa is a homely self-catering property situated within the heart of Southwold offering a mix of period and modern features.

  • Sleeps 6
  • 3 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£775 - £1865 per week *

RVIL View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4.5 stars
Awarded 4 Stars with Original Cottages

A plush seating area in front of the open fire will encourage warmth and a sense of luxury. 3 Queen Street

Southwold - Suffolk

3 Queen Street retains many character features including Georgian panelling in the sitting room. The property would be the perfect holiday for family gatherings beside the seaside.

  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£615 - £1610 per week *

QST View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • Open fire/woodburner
  • Travel cot available
  • Equipped with a highchair
  • 4 stars

Our Price Guarantee

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Awarded 4 Stars with Original Cottages

Small Group Discount Living Room - View 1 Bada Bing

Southwold - Suffolk

The name sets off smiles... and there's so much to be happy about when you stay at this stylish holiday home.

  • Sleeps 6
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£595 - £1470 per week *

BAB View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Double bed
  • 2 Single bunk beds
  • 2 Single zip & link beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Spindrift in Southwold is centrally located and is a beautiful property over four floors, ground, first, second and third. Spindrift

Southwold - Suffolk

This modern property is the ideal self-catering abode with all Southwold's charming shops within easy reach.

  • Sleeps 6
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£500 - £1125 per week *

SPI View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 2 Single zip & link beds
  • WiFi
  • Travel cot available
  • 4 stars
Awarded 4 Stars with Original Cottages

Sitting Room - View 1 9 The Craighurst

Southwold - Suffolk

9 The Craighurst has been modernised and furnished beautifully. It is a first and second floor apartment with glorious sea views being opposite the seafront.

  • Sleeps 6
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£620 - £1660 per week *

SL130 View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Kitchen - View 1 Shell House

Southwold - Suffolk

Shell House is set a couple of streets back from the shoreline, but this fabulous holiday home is full of seaside influence.

  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£545 - £1415 per week *

STRD View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 4 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Open fire/woodburner
  • 4 stars

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