The Finest Holiday Homes

81 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 Sanderling

Southwold - Suffolk

With high class interiors and an abundance of elegance, this beautifully presented family holiday home is sure to create a seaside holiday to treasure.

  • Friday changeover day
  • Sleeps 8
  • 4 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£1035 - £1875 per week *

SRL View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Exterior - View 1 Samphire House

Southwold - Suffolk

Samphire House is a superb property tucked away from the High Street in Southwold. It benefits from parking and a modern interior offering first class accommodation for a family or a group of friends.

  • Friday changeover day
  • Sleeps 8
  • 4 bedrooms
  • 4 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
£1070 - £2075 per week *

SFL View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 4 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • WiFi
  • Open fire/woodburner
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Small Group Discount Master Bedroom - View 1 Seascape Cottage

Reydon - Suffolk

Seascape Cottage is a wonderful self-catering property perfect for families situated in the village of Reydon which adjoins the seaside town of Southwold.

  • Friday changeover day
  • Sleeps 8
  • 4 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
£645 - £1065 per week *

LRD View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 1 King size/super king size bed
  • 2 Single bunk beds
  • WiFi
  • Open fire/woodburner
  • 4 stars
Awarded 4 Stars with Original Cottages

Ground Floor Sitting Room - View 1 The Old Gymnasium

Southwold - Suffolk

A large property offering a wealth of accommodation for a self-catering holiday, The Old Gymnasium is in prime position within the seaside town of Southwold.

  • Saturday changeover day
  • Sleeps 10
  • 4 bedrooms
  • 4 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
£1450 - £2650 per week *

EVH View property

  • Saturday changeover day
  • Sleeps 10
  • Bed linen included
  • 4 bedrooms
  • 4 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • 2 Single bunk beds
  • 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

Awarded 4 Stars with Original Cottages

Ample spaced ten person Victorian property located just yards from the sea front. Elkhorn

Southwold - Suffolk

Set in prime position, Elkhorn is just a stone's throw away from the beach.

  • Saturday changeover day
  • Sleeps 8
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
£915 - £2050 per week *

SL153 View property

  • Saturday changeover day
  • Sleeps 8
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 2 Double beds
  • 1 King size/super king size bed
  • 2 Single bunk beds
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

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.

  • Friday changeover day
  • Sleeps 10
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
£1180 - £2425 per week *

TNW View property

  • Friday changeover day
  • 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
Awarded 4 Stars with Original Cottages

Enjoy gathering round this long rectangular dining table for 10 people making dining at this property easy. 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.

  • Friday changeover day
  • Sleeps 10
  • 5 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
£1125 - £2340 per week *

PALM View property

  • Friday changeover day
  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 4 Single beds
  • 2 Double beds
  • 1 Sofa bed
  • WiFi
  • Open fire/woodburner
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 5 Stars with Original CottagesOriginal Cottages Family Gold Award Symbol

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.

  • Friday changeover day
  • Sleeps 12
  • 6 bedrooms
  • 4 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
£2630 - £4355 per week *

SGHS View property

  • Friday changeover day
  • 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 stars
  • VisitEngland Gold Award

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 CottagesOriginal Cottages Family Gold Award Symbol

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...

  • Friday changeover day
  • Sleeps 14
  • 6 bedrooms
  • 5 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
£2435 - £4165 per week *

CVIL View property

  • Friday changeover day
  • 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 stars
  • VisitEngland Gold Award

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