The Finest Holiday Homes

132 properties found that match your search

Book now for 2020

We may still have Summer 2019 to enjoy, but now is the time to plan your 2020 holiday.  Southwold is loved by many and the best holiday cottages get booked well in advance.

Not only do you get the best choice by booking ahead, you'll benefit from our early booking offer.  Book for 2020 before 30th September 2019 and pay just £100 deposit instead of the usual 30% of the total booking value.

Awarded 4 Star Gold with Original Cottages

Small Group Discount Room with a View

Southwold - Southwold

Set your sights on a stay slap-bang-beside Southwold’s most iconic attraction… aptly named, this luxury large property will be the perfect port of call for your next coastal adventure.

  • Sleeps 10
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1330 - £3440 per week *

RMV View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • 1 Sofa bed
  • WiFi
  • Open fire/woodburner
  • 4.5 stars
Awarded 4 Stars with Original Cottages

Special Offer 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.

  • Sleeps 10
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1180 - £2455 per week *

TNW View property

  • 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

Ferrins.

Walberswick - Suffolk

Gather all the gang for a fun-filled get-together – this stylish seaside home in the holiday hotspot of Walberswick caters for big groups with ease.

  • Sleeps 10
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£930 - £2310 per week *

HFERIN View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 Double bed
  • 2 King size/super king size beds
  • 1 Single bunk bed
  • WiFi
  • Open fire/woodburner

James Cottage

Southwold - Suffolk

For rooms with a view, scene-stealing features and space that ten can share comfortably, look no further than this lovingly-updated, centrally-located cottage.

  • Sleeps 10
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£830 - £2150 per week *

HJAMES View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 4 Single beds
  • 2 Double beds
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair

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

The White House

Southwold - Suffolk

Gather the gang and get away from it all with a stay at this substantial family home in the heart of Southwold’s Pier area

  • Sleeps 10
  • 5 bedrooms
  • 4 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1420 - £2895 per week *

HWHIT2 View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 4 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 3 King size/super king size beds
  • WiFi
Awarded 4 Star Gold with Original Cottages

Southwold House

Southwold - Southwold

Style, substance and a sought-after location make this super-sized house the perfect holiday haven for a large group get-together.

  • Sleeps 10
  • 6 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£1130 - £3295 per week *

AASOUT View property

  • Sleeps 10
  • Bed linen included
  • 6 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 4 Single beds
  • 1 Double bed
  • 2 King size/super king size beds
  • WiFi
  • 4.5 stars
Awarded 5 Stars with Original Cottages

Special Offer The Creek House

Reydon - Suffolk

There’s luxury at every level in this unique holiday home – it’s tailor-made for group getaways, and from both inside and out the views over the surrounding countryside are spectacular!

  • Sleeps 12
  • 5 bedrooms
  • 4 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1995 - £4355 per week *

CREH View property

  • Sleeps 12
  • Bed linen included
  • 5 bedrooms
  • 4 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 3 King size/super king size beds
  • 2 Single bunk beds
  • 2 Single zip & link beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 5 stars
Awarded 4 Star Gold with Original Cottages

3 Centre Cliff

Southwold - Southwold

‘Des res’ doesn’t even begin to describe this gorgeously grand holiday home… ideal for a large group getaway, its location will make you the envy of all!

  • Sleeps 12
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1530 - £5075 per week *

AA3CEN View property

  • Sleeps 12
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 3 King size/super king size beds
  • 3 Single bunk beds
  • WiFi
  • 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 5 Star Gold with Original Cottages

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.

  • Sleeps 12
  • 6 bedrooms
  • 4 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£2630 - £4840 per week *

SGHS View property

  • 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
  • 5.5 stars
Awarded 4 Star Gold with Original Cottages

1.jpg Samovar.

Southwold - Southwold

The epitome of composure and elegance, this double-fronted Edwardian house lends itself to large party or multi-generational group getaways.

  • Sleeps 12
  • 6 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£1440 - £3170 per week *

AASAMO View property

  • Sleeps 12
  • Bed linen included
  • 6 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • 2 Single bunk beds
  • WiFi
  • 4.5 stars
This Property is Awaiting Grading

Special Offer St Edmunds House

Southwold - Southwold

Evidence indeed that big is beautiful, this Edwardian family home simply exudes elegance – it’s the perfect excuse to get all the gang together and plan your next group getaway!

  • Sleeps 12
  • 6 bedrooms
  • 4 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£1570 - £3170 per week *

STED View property

  • Sleeps 12
  • Bed linen included
  • 6 bedrooms
  • 4 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 2 King size/super king size beds
  • 2 Single bunk beds
  • 4 Single zip & link beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
Awarded 5 Star Gold with Original Cottages

Special Offer 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...

  • Sleeps 14
  • 6 bedrooms
  • 5 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£2599 - £5295 per week *

CVIL View property

  • 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
  • 5.5 stars

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