The Finest Holiday Homes

91 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

Relax in this double bedroom and snuggle down into the fresh fawn linens. Wisteria Cottage

Reydon - Suffolk

Wisteria Cottage is a delightful Suffolk cottage on the edge of Reydon. It has contemporary furnishings and there are many walks nearby.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
Please Call

WIS View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 Double bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Living Area - View 1 Sandy Castle

Southwold - Suffolk

The winner of the Home Award, Sandy Castle is a modern property tucked away in a quiet location within central Southwold.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£525 - £1035 per week *

SAN View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

10 The Craighurst

Southwold - Suffolk

This lavishly-presented apartment enjoys an enviable position on Southwold's upper promenade and is the ultimate in opulent living.

  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£565 - £1415 per week *

CR10 View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 1 King size/super king size bed
  • 2 Single bunk beds
  • WiFi
  • Equipped with a highchair
  • All on one level
  • 4 stars
Awarded 4 Star Gold with Original Cottages

Sitting Room - View 1 Woodpeckers

Southwold - Suffolk

Easy living all on one level… that's self-catering the Woodpeckers way! This light, airy bungalow is a real 'find' – just a saunter from the seafront.

  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£785 - £1530 per week *

WPS View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • 2 Single zip & link beds
  • WiFi
  • All on one level
  • 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

Awarded 4 Star Gold with Original Cottages

New Property Mount View

Southwold - Southwold

A wonderfully welcoming holiday cottage in the popular Suffolk coastal town of Southwold.

  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£720 - £1480 per week *

MOUV View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • No private parking
  • 3 Single beds
  • 1 Double bed
  • WiFi
  • 4.5 stars
Awarded 4 Stars with Original Cottages

Chicago Beach Villa

Southwold - Suffolk

Chicago Beach Villa is a delightful property situated along Pier Avenue in Southwold. It has a good standard of accommodation as well as private parking.

  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£505 - £940 per week *

CBV View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 1 Double bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Dining Room - View 1 Tradewinds

Southwold - Suffolk

Tradewinds in situated along a quiet road in the heart of Southwold. This self-catering Suffolk cottage has cosy and bright accommodation as well as parking and a courtyard garden.

  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£515 - £1185 per week *

SL104 View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 1 Double bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Fridays Cottage

Reydon - Suffolk

Fridays Cottage is situated along a quiet lane in Reydon with beautiful walks, scenery and all desired amenities close by, with Southwold just a few minutes drive away.

  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
Please Call

FRI View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Open fire/woodburner
  • Travel cot available
  • Equipped with a highchair
  • 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

This comfortable sitting room has ample space for taking a breather. Blackbird Cottage

Southwold - Suffolk

Situated along Pier Avenue in Southwold, Blackbird Cottage is the ideal holiday cottage for your Suffolk holiday by the seaside.

  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£510 - £1145 per week *

BLACK View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 1 Double bed
  • WiFi
  • Travel cot available
  • 4 stars
Awarded 4 Stars with Original Cottages

Stannard Cottage

Southwold - Southwold

Stannard Cottage is conveniently located within central Southwold. A short walk takes you to the seafront. The cottage is a very good choice for your next Suffolk holiday in this lovely seaside town.

  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
Please Call

STAN View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 1 Single bed
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • Open fire/woodburner
  • 4 stars
Awarded 4 Stars with Original Cottages

Old Dairy

Southwold - Suffolk

A fabulous Southwold cottage bursting with character yet incorporates contemporary touches, The Old Dairy is located in one of the most desirable positions in the town...

  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£890 - £1545 per week *

DRY View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 3 Single beds
  • 1 Double bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Sitting Room - View 1 Field End

Reydon - Suffolk

Fashionably cool, ultra-comfortable and close to countryside, this Reydon holiday cottage combines a sunny aspect with a real sense of privacy.

  • Sleeps 5
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£515 - £960 per week *

FIE2 View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Single bed
  • 2 Double beds
  • WiFi
  • Equipped with a highchair
  • 4 stars

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