The Finest Holiday Homes

75 properties found that match your search

Southwold Cottages

Our Southwold properties are the perfect base for your Suffolk coastal holiday. Southwold is an ideal location for a short break or longer stay as it has so many amenities and attractions right on its doorstep.

A great selection of bakeries, grocers and delis can be found along the High Street, which all offer a delicious choice of produce to keep your holiday store cupboard well stocked. For those wanting to dine out, Southwold has plenty of restaurants and charming pubs which offer some delicious menu-choices that often include locally-sourced ingredients.

For fun and games, head to Southwold Pier where you can enjoy the traditional amusement arcade, the Under the Pier Show, or simply marvel at the unusual curiosities along the pier itself. Families and beach lovers will also enjoy the sandy coastline at Southwold with its colourful beach huts and golden sands. For another adventure, make your way up to the top of Southwold lighthouse and take in the beautiful panoramic views which stretch all the way to Aldeburgh and beyond.

Other places to visit include Gun Hill, The Sailors' Reading Room, The Amber Shop, Southwold Museum and St Edmund's Church. This wonderful church which has a beautiful interior decor and is home to not one, but eight bells, also hosts the popular Southwold Concert Series each year.

Awarded 5 Stars with Original Cottages

Castle Keep

Southwold - Suffolk

Escape to Castle Keep and live like a monarch – this unique and impressive holiday home boasts commanding views and a magnificent amount of space both inside and out.

  • Friday changeover day
  • Sleeps 8
  • 4 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
£1710 - £3200 per week *

CAST View property

  • Friday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Double beds
  • 2 Single bunk beds
  • 1 Single zip & link bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 5 stars
Awarded 5 Stars with Original Cottages

Small Group Discount Exterior - View 2 The Lollypop House

Southwold - Suffolk

The Lollypop House is the ideal luxury retreat by the seaside. It offers first class accommodation with benefits from a large garden and parking.

  • Sunday changeover day
  • Sleeps 8
  • 4 bedrooms
  • 4 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
£1475 - £2930 per week *

LOL View property

  • Sunday changeover day
  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 4 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 5 stars
Awarded 4 Stars with Original Cottages Original Cottages Family Gold Award Symbol

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…

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

FFC View property

  • Sunday changeover day
  • 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 stars
  • VisitEngland Gold Award
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 - £2135 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

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

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.

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

SRL View property

  • Sunday 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 Original Cottages Family Gold Award Symbol

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.

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

NHF View property

  • Sunday 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
  • 4 stars
  • VisitEngland Gold Award
Awarded 4 Stars with Original Cottages

Exterior 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.

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

SL179 View property

  • Saturday changeover day
  • 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

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.

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

BHO View property

  • Sunday changeover day
  • 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

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 Original Cottages Family Gold Award Symbol

Small Group Discount The eight of you can gather at the glass dining table for a fabulous meal. 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.

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

SAL View property

  • Sunday changeover day
  • 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 stars
  • VisitEngland Gold Award
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.

  • Saturday changeover day
  • Sleeps 8
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
£915 - £2110 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

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.

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

EVH View property

  • Sunday 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
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.

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

PALM View property

  • Sunday 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

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