The Finest Holiday Homes

142 properties found that match your search

Southwold Arts Festival 2019

Now in its sixth year, Southwold Arts Festival returns for 2019 from the 22nd June with eight days celebrating the arts and a jam-packed programme of music, drama, poetry, visual art, photography, dance, talks and literature. Run by a passionate group of volunteers, the festival takes place throughout a number of venues in Southwold and on-street festival day, everyone from shops to cafes to pubs joins in. 

Tickets for the outstanding variety of performances can be bought from the Southwold Arts Festival website. Some events, including the street festival whose theme this year is the sea, are free. For more information visit The Southwold Arts Festival website.

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
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • WiFi
  • 4 stars
£510 - £1025 per week *

VIEW2 View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 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 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
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
Awarded 4 Stars with Original Cottages

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

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

This Property is Awaiting Grading

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
£590 - £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

The Old Bakery, SouthwoldThe Old Bakery, SouthwoldThe Old Bakery, Southwold The Old Bakery

Southwold - Suffolk

The Old Bakery is ideal for couples wanting a spacious cottage in the centre of Southwold and close to the beach.

  • Sleeps 2
  • 1 bedroom
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£455 - £875 per week *

HBAKER View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 1 Single zip & link bed
  • WiFi
This Property is Awaiting Grading

Special Offer 3 The Sandlings

Southwold - Southwold

Enjoy glimpses of the sea and sought-after off-street parking at this newly-built holiday home where pretty pastels and coastal references create a cosy retreat for two.

  • Sleeps 2
  • 1 bedroom
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£590 - £1010 per week *

3SAN View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 King size/super king size bed
  • WiFi
Awarded 4 Star Gold with Original Cottages

Oyster Cottage

Southwold - Southwold

A hidden gem right in the heart of town, this centuries-old cottage is freshly updated yet full of character – pet-friendly and with a private garden, it’s a real find!

  • Sleeps 3
  • 2 bedrooms
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£525 - £1180 per week *

BART2 View property

  • Sleeps 3
  • Bed linen included
  • 2 bedrooms
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 1 Single bed
  • 1 Double bed
  • WiFi
  • Open fire/woodburner
  • 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

number six, Southwold number six

Southwold - Suffolk

Imagine sitting on the verandah of this charming cottage, watching the sunrise over the sea. 

  • Sleeps 4
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£625 - £1135 per week *

HEAST View property

  • Sleeps 4
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 1 King size/super king size bed
  • 1 Sofa bed
  • WiFi
  • All on one level
Awarded 5 Stars with Original Cottages

Garden Area - View 2 The Perch

Southwold - Suffolk

The Perch is an award winning property designed by the owners. Situated along Ferry Road, The Perch has magnificent sea views from the first floor balcony.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£765 - £1865 per week *

SL175 View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 2 King size/super king size beds
  • WiFi
  • 5 stars
Awarded 4 Star Gold with Original Cottages

Special Offer 3 Eversley Court

Southwold - Suffolk

Courting your attention is this modern mews house, part of a clever conversion of the former Eversley School.

  • Sleeps 4
  • 2 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£510 - £1105 per week *

SL135 View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • WiFi
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Special Offer Pilgrims

Southwold - Southwold

Understated yet stunning, this contemporary first-floor apartment combines the best of communal living with two beautifully peaceful bedrooms.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£545 - £1165 per week *

12BSR View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Equipped with a highchair
  • 4.5 stars

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