The Finest Holiday Homes

146 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 Star Gold with Original Cottages

Small Group Discount Room with a View

Southwold - Southwold

Set your sights on a stay slap-bang-beside Southwold’s most iconic attraction… aptly named, this luxury large property will be the perfect port of call for your next coastal adventure.

  • Sleeps 10
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1330 - £3440 per week *

RMV View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • 1 Sofa bed
  • WiFi
  • Open fire/woodburner
  • 4.5 stars
Awarded 4 Stars with Original Cottages

Enjoy this bright sitting area with plenty of sofas to choose from and kick back to watch the television. Palm House

Southwold - Suffolk

Palm House is a beautifully property located in the heart of Southwold. The three levels of accommodation are ideally suited to a large family or friends.

  • Sleeps 10
  • 5 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£1015 - £2530 per week *

PALM View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 6 Single beds
  • 2 Double beds
  • WiFi
  • Open fire/woodburner
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Special Offer Exterior - View 1 Tynewold

Southwold - Suffolk

A stunning property situated just a short walk away from Southwold Pier and beach, Tynewold is a lovely base for a seaside self-catering break.

  • Sleeps 10
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1180 - £2455 per week *

TNW View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 3 Double beds
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars

Ferrins.

Walberswick - Suffolk

Gather all the gang for a fun-filled get-together – this stylish seaside home in the holiday hotspot of Walberswick caters for big groups with ease.

  • Sleeps 10
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£930 - £2310 per week *

HFERIN View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 Double bed
  • 2 King size/super king size beds
  • 1 Single bunk bed
  • WiFi
  • Open fire/woodburner

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

The White House

Southwold - Suffolk

Gather the gang and get away from it all with a stay at this substantial family home in the heart of Southwold’s Pier area

  • 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

James Cottage

Southwold - Suffolk

For rooms with a view, scene-stealing features and space that ten can share comfortably, look no further than this lovingly-updated, centrally-located cottage.

  • 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
Awarded 4 Star Gold with Original Cottages

Special Offer 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
  • WiFi
  • 4.5 stars
Awarded 5 Stars with Original Cottages

New Property Hill House

Southwold - Southwold

Exceptional living spaces, elegant styling and a prime location make this prestigious property perfect for a big group gathering – prepare to be impressed, and then some!

  • Sleeps 11
  • 5 bedrooms
  • 5 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£2285 - £4540 per week *

HILS View property

  • Sleeps 11
  • Bed linen included
  • 5 bedrooms
  • 5 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 4 King size/super king size beds
  • WiFi
  • 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 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 - £3290 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
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

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