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

The open plan kitchen and dining area is light and airy with a view of the garden and provides access to the wet room. Northfield House

Southwold - Suffolk

Northfield House is a large property overlooking the Church green and offers beautifully appointed accommodation for a Southwold holiday.

  • Sleeps 8
  • 4 bedrooms
  • 4 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1270 - £2345 per week *

NHF View property

  • 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
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

New Property Sailor's Retreat

Reydon - Suffolk

Sailor's Retreat is a real gem! In the popular village of Reydon, only a stone's throw from the coastal town of Southwold, this is the perfect holiday home for any family or group of friends wanting a touch of luxury dur...

  • Sleeps 8
  • 4 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£910 - £1680 per week *

SAILR View property

  • 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
  • All on one level
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Small Group Discount Salisbury House

Southwold - Suffolk

Salisbury House is a modernised property with comtemporary furnishings throughout. It is situated within the heart of Southwold with the beach just a short walk away.

  • Sleeps 8
  • 4 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£975 - £1880 per week *

SAL View property

  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • No garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 2 King size/super king size beds
  • WiFi
  • 4.5 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.

  • Sleeps 8
  • 4 bedrooms
  • 4 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1070 - £2135 per week *

SFL View property

  • 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

6 North Parade

Southwold - Southwold

6 North Parade is a three storey property with views of Southwold seafront. With the beach right on your doorstep, it is a perfect setting for a family holiday. The house is bright and airy with easy access to the town.

  • Sleeps 8
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£715 - £1915 per week *

SL179 View property

  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 2 Single beds
  • 2 King size/super king size beds
  • 2 Single bunk beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
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.

  • Sleeps 8
  • 4 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1035 - £2020 per week *

SRL View property

  • 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 Star Gold with Original Cottages

Open Plan Room - View 1 Beachy Keen

Southwold - Suffolk

An ultra-trendy holiday cottage with its pastel colour palette and beach-themed tones throughout - self-catering holidays at Beachy Keen couldn't be any more stylish…

  • Sleeps 8
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1005 - £1955 per week *

FFC View property

  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 Double beds
  • WiFi
  • Open fire/woodburner
  • 4.5 stars
Awarded 4 Stars with Original Cottages

Enjoy a few alfresco meals in this pretty garden with bright flowers, patio area, table and chairs and sun parasol. Beech House

Southwold - Suffolk

Beech House is a delightful property situated along Pier Avenue, a sought-after location for a Southwold holiday.

  • Sleeps 8
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£995 - £1865 per week *

BHO View property

  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 6 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars

Treats for Two for Free

Book a holiday cottage for two this summer and receive a complimentary afternoon tea or express lunch from The Swan Hotel, Southwold. 

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.

  • Sleeps 8
  • 4 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£645 - £1270 per week *

LRD View property

  • 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

This sitting room is on the first floor to make the most of the view across over towards the lighthouse and easterly towards the sea. Elkhorn

Southwold - Suffolk

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

  • Sleeps 8
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£915 - £2110 per week *

SL153 View property

  • 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

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.

  • Sleeps 10
  • 4 bedrooms
  • 4 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • WiFi
£1450 - £2730 per week *

EVH View property

  • 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
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.

  • Sleeps 10
  • 5 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£1125 - £2530 per week *

PALM View property

  • 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

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