The Finest Holiday Homes

79 properties found that match your search

Book Now for 2018

It's never too early to book your summer cottage holiday in Southwold.  Whether it's a family get-together or a reunion of friends there's no better place to enjoy the company of your nearest and dearest than this qunitessentially English seaside town.

Rounders on the beach, crabbing at the harbour, giggles on the Pier, Adnams at the pub, momentos from the High Street, and a luxurious holiday home to relax in after a busy day having fun.  What a delightful holiday.  Reserve your 2018 dates now to avoid disappointment!

Awarded 4 Stars with Original Cottages

Open Plan Room - View 1 Osprey

Southwold - Suffolk

Osprey is a modern apartment in the Tibby's Way development, offering cosy accommodation for a couple's retreat to the seaside town of Southwold.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£375 - £890 per week *

DFT View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 2 Single zip & link beds
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Special Offer Sit back in this brown lazy chair in the sitting and read a book with the sound of the sea beyond. The Nest

Southwold - Suffolk

The Nest is a popular choice amongst couples looking for a relaxing break in an idyllic setting within Southwold.

  • Sleeps 2
  • 1 bedroom
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£505 - £965 per week *

NEST View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 1 Double bed
  • WiFi
  • Equipped with a highchair
  • 4 stars
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 Star Gold with Original Cottages

A solid dining table with comfy chairs is perfect for dining with friends and family. Hamish Place

Southwold - Suffolk

Hamish Place is a delightful property situated within central Southwold yet quietly positioned. This self-catering cottage is a popular choice for those wishing to explore Southwold and beyond.

  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£580 - £1340 per week *

HAM View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 Double bed
  • WiFi
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Bedroom 1 - View 3 The Haven

Southwold - Suffolk

This luxury holiday home is full of modern comforts and oozes style. Just moments away from the beach and all desired Southwold amenities.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£795 - £1540 per week *

HVN2 View property

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

Step outside your front door on to the sea front from this cute cottage. Balmore Cottage

Southwold - Suffolk

Balmore Cottage is just a stone's throw from Southwold seafront offering the perfect holiday cottage for a seaside holiday.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£650 - £1175 per week *

BAL View property

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

Sitting Room/Dining Area - View 1 Black Cottage

Southwold - Suffolk

Black Cottage is a recently renovated self-catering cottage with easy access to Southwold High Street.

  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£580 - £960 per week *

BLA View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • WiFi
  • Open fire/woodburner
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Master Bedroom - View 5 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

Our Price Guarantee

If you find a So Southwold holiday cottage cheaper anywhere else online, we'll match the price.
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Awarded 4 Star Gold with Original Cottages

Special Offer This generous sitting room with soft grey walls and lime greens to add a dash of colour is a great space for you all to gather for television or meals at the dining table. Postmasters

Southwold - Suffolk

Postmasters is a beautifully appointed apartment in a central location in the town of Southwold offering a luxury retreat.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • WiFi
£700 - £1365 per week *

POS View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • 1 King size/super king size bed
  • 2 Single zip & link beds
  • WiFi
  • Open fire/woodburner
  • 4.5 stars
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
£445 - £840 per week *

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

This modern property is situated in what was an old school. Each property is different and this one offers fresh bright modern accommodation.Gather at this dining table in the sitting room for meals together.Enjoy using this modern kitchen facility for cooking up your feast whilst on holiday in Suffolk. Scholars Cottage

Reydon - Suffolk

Scholars Cottage is a cosy and contemporary property situated in the sought after location of Reydon, adjoining the popular seaside town of Southwold.

  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£410 - £780 per week *

SCL View property

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

Open Plan Sitting, Dining & Kitchen Area - View 3 The Lighthouse

Southwold - Suffolk

This pristine four-person apartment is part of a clever conversion just a short stroll from the seafront. Two pets are welcome too, so the whole family can share the holiday fun!

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£545 - £1200 per week *

LTH View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
  • 1 Double bed
  • 2 Single bunk beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars

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