The Finest Holiday Homes

142 properties found that match your search

So Romantic - Romantic Retreats

Escape to this fantastic coastal resort for a romantic holiday for two. Southwold is a beautiful town and ideal for a couples' break. All of our romantic cottages featured below sleep two guests only and are perfect for you and your loved one.

Our selection of self-catering cottages for two are perfect for couples wanting to spend a romantic holiday or short break together. From moonlit walks along the beach to a fun-filled brewery tour hosted by Adnams, you’ll have the perfect couples’ retreat to come home to. Our Southwold self-catering cottages also offer the flexibility to enjoy cosy candlelit dinners at home or a romantic meal out in Southwold’s vast selection of pubs and restaurants. The choice is yours.

We look forward to welcoming you to this truly special seaside resort and if you need further assistance in booking a romantic retreat for two, don’t hesitate to call the team!

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
Awarded 4 Stars with Original Cottages

Special Offer 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.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£425 - £810 per week *

HIST 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 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

Marsh Cottage Hide resides at the end of a quiet lane in Reydon near Southwold. Marsh Cottage Hide

Reydon - Suffolk

Marsh Cottage Hide offers tranquil surroundings with views across to Southwold and Blythburgh Marshes. Situated in the village of Reydon, the cottage is ideally suited for a couple looking to get away from it all.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£435 - £895 per week *

MARS View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • 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

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
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

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
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 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.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£710 - £1615 per week *

HVN2 View property

  • 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
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

This generous sitting room with soft grey walls and lime greens to add a dash of colour is a great space for you all to gather for television or meals at the dining table. Postmasters

Southwold - Suffolk

Postmasters is a beautifully appointed apartment in a central location in the town of Southwold offering a luxury retreat.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • WiFi
£700 - £1405 per week *

POS View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • 1 King size/super king size bed
  • 2 Single zip & link beds
  • WiFi
  • Open fire/woodburner
  • 4.5 stars

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