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!

A lovely view of the James Cottage James Cottage

Southwold - Suffolk

A beautifully renovated and historic cottage, close to Southwold's iconic lighthouse.

  • Sleeps 10
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£830 - £2150 per week *

HJAMES View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 4 Single beds
  • 2 Double beds
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair

The White House

Southwold - Suffolk

This beautiful home with five bedroom is superbly located with views to the iconic Southwold Pier and sea.

  • Sleeps 10
  • 5 bedrooms
  • 4 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1420 - £2895 per week *

HWHIT2 View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 4 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 3 King size/super king size beds
  • WiFi
Awarded 4 Star Gold with Original Cottages

Southwold House

Southwold - Southwold

Style, substance and a sought-after location make this super-sized house the perfect holiday haven for a large group get-together.

  • Sleeps 10
  • 6 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£1130 - £3295 per week *

AASOUT View property

  • Sleeps 10
  • Bed linen included
  • 6 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 4 Single beds
  • 1 Double bed
  • 2 King size/super king size beds
  • 1 Sofa bed
  • WiFi
  • 4.5 stars
Awarded 5 Stars with Original Cottages

Special Offer The Creek House

Reydon - Suffolk

There’s luxury at every level in this unique holiday home – it’s tailor-made for group getaways, and from both inside and out the views over the surrounding countryside are spectacular!

  • Sleeps 12
  • 5 bedrooms
  • 4 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1995 - £4355 per week *

CREH View property

  • Sleeps 12
  • Bed linen included
  • 5 bedrooms
  • 4 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 3 King size/super king size beds
  • 2 Single bunk beds
  • 2 Single zip & link beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 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

Awarded 4 Star Gold with Original Cottages

3 Centre Cliff

Southwold - Southwold

‘Des res’ doesn’t even begin to describe this gorgeously grand holiday home… ideal for a large group getaway, its location will make you the envy of all!

  • Sleeps 12
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1530 - £5075 per week *

AA3CEN View property

  • Sleeps 12
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 3 King size/super king size beds
  • 3 Single bunk beds
  • WiFi
  • 4.5 stars
Awarded 5 Star Gold with Original Cottages

Exterior - View 1 South Green House

Southwold - Suffolk

South Green House is a grand self-catering property located in one of Southwold's best locations - South Green.

  • Sleeps 12
  • 6 bedrooms
  • 4 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£2630 - £4840 per week *

SGHS View property

  • Sleeps 12
  • Bed linen included
  • 6 bedrooms
  • 4 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 2 Double beds
  • 2 King size/super king size beds
  • 2 Single bunk beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 5.5 stars
Awarded 4 Star Gold with Original Cottages

1.jpg Samovar.

Southwold - Southwold

The epitome of composure and elegance, this double-fronted Edwardian house lends itself to large party or multi-generational group getaways.

  • Sleeps 12
  • 6 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£1440 - £3170 per week *

AASAMO View property

  • Sleeps 12
  • Bed linen included
  • 6 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • 2 Single bunk beds
  • WiFi
  • 4.5 stars
This Property is Awaiting Grading

Special Offer St Edmunds House

Southwold - Southwold

Evidence indeed that big is beautiful, this Edwardian family home simply exudes elegance – it’s the perfect excuse to get all the gang together and plan your next group getaway!

  • Sleeps 12
  • 6 bedrooms
  • 4 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£1570 - £3170 per week *

STED View property

  • Sleeps 12
  • Bed linen included
  • 6 bedrooms
  • 4 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 2 King size/super king size beds
  • 2 Single bunk beds
  • 4 Single zip & link beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair

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

Special Offer The Links

Southwold - Southwold

One of Southwolds largest properties, The Links has the real 'wow' factor. With 7 bedrooms to sleep up to 13 guests this will be the perfect base for your next gathering on the Suffolk coast.

  • Sleeps 13
  • 7 bedrooms
  • 5 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£2530 - £4750 per week *

TLIN View property

  • Sleeps 13
  • Bed linen included
  • 7 bedrooms
  • 5 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 5 Single beds
  • 2 Double beds
  • 1 King size/super king size bed
  • 2 Single bunk beds
  • WiFi
Awarded 5 Star Gold with Original Cottages

Special Offer Kitchen - View 2 Chelsea Villa

Southwold - Suffolk

Live like an A-lister in this luxurious seafront residence – with immaculately detailed interiors and a prime location, it exudes just as much class as the Royal Borough after which it's named...

  • Sleeps 14
  • 6 bedrooms
  • 5 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£2599 - £5295 per week *

CVIL View property

  • Sleeps 14
  • Bed linen included
  • 6 bedrooms
  • 5 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 1 King size/super king size bed
  • 4 Single bunk beds
  • 8 Single zip & link beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 5.5 stars

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