The Finest Holiday Homes

87 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

3 Eversley Court

Southwold - Suffolk

Courting your attention is this modern mews house, part of a clever conversion of the former Eversley School.

  • Sleeps 4
  • 2 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£510 - £1105 per week *

SL135 View property

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

A bright dining/kitchen area for you all to eat together with adjoining conservatory. Kintyre.

Southwold - Suffolk

Kintyre is a homely property with contemporary furnishings in the popular town of Southwold. With all amenities such as shops, pubs and restaurants close by, it is a great choice for your self-catering break.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£480 - £1025 per week *

KIN View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 1 Double bed
  • 2 Single zip & link beds
  • WiFi
  • Equipped with a highchair
  • 4 stars
Awarded 4 Star Gold with Original Cottages

Exterior - 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 - £1810 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
  • 4.5 stars
Awarded 4 Stars with Original Cottages

Make the most of your suitcase contents with all this storage in the double bedroom. Wee House

Southwold - Suffolk

A pet-friendly, prime location plus a private courtyard garden and off-street parking… this lovely holiday cottage receives rave reviews from all who stay here. Come soon and see why!

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£545 - £1130 per week *

WEH View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Enjoy gathering in this bright sitting area to enjoy a spot of television on this black flat screen after a day on the beach. Lorne House

Southwold - Suffolk

Lorne House is a delightful holiday cottage in the centre of Southwold. The cottage offers modern furnishings and fixtures and there is even private parking for up to three cars.

  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£540 - £1170 per week *

LOR 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
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

_MG_0102CBV 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

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
£375 - £1055 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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Dining Table and Window Ash Tree Cottage

Southwold - Suffolk

Neatly tucked into one of the town centre's prettiest streets, this newly-built holiday cottage is full of the wow-factor – think bright white, lots of light, welcoming and well-equipped!

  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£610 - £1185 per week *

ASHT View property

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

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