The Finest Holiday Homes

69 properties found that match your search

October Half Term Cottages in Southwold

Book your October half term holiday cottage today! All of the holiday cottages below are available for weekly bookings over the October half term holiday. Have a spooktacular Southwold holiday and don't forget to pack your best Halloween costume!

Awarded 5 Star Platinum with Original Cottages

Mole End

Southwold - Southwold

If it’s high-end luxury accommodation you are looking for, for your next self catering holiday look no further than Mole End. Lovingly restored in 2019, this delightful one bedroom Victorian cottage is in idyllic locat...

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • No garden/courtyard
  • No private parking
  • WiFi

Fri 18 Oct 19 7 nights 1006

MED View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • No garden/courtyard
  • No private parking
  • 1 Double bed
  • WiFi
  • Open fire/woodburner
  • Travel cot available
  • Equipped with a highchair
  • 5.6 stars
Awarded 4 Star Gold with Original Cottages

Special Offer Far View Two

Southwold - Suffolk

See a different side of Southwold from this lovely abode - with far-reaching views across the Common, it's ideal for two, tastefully presented and perfectly-positioned for unforgettable sunsets.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£466 - £1011 per week *

FV2 View property

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

Puffin Nest is a delightful first floor apartment sleeping two in Southwold. Puffin Nest

Southwold - Suffolk

Puffin Nest is a first floor apartment overlooking the green. A perfect retreat for two in the lovely seaside town of Southwold.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi

Fri 18 Oct 19 7 nights 806

PFN View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Double bed
  • WiFi
  • 4.5 stars
Awarded 4 Stars with Original Cottages

4 The Stables in Southwold is modern ground floor apartment making a good central base for two people. 4 The Stables

Southwold - Suffolk

4 The Stables is a wonderful property offering large open living accommodation and cosy surroundings for a couple.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • No garden/courtyard
  • No private parking
  • WiFi

Fri 18 Oct 19 7 nights 686

STL View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • No garden/courtyard
  • No private parking
  • 1 King size/super king size bed
  • WiFi
  • All on one level
  • 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 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

Fri 18 Oct 19 7 nights 716

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

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
  • No garden/courtyard
  • No private parking
  • WiFi
£541 - £1031 per week *

NEST View property

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

Marsh Cottage Hide resides at the end of a quiet lane in Reydon near Southwold. Marsh Cottage Hide

Reydon - Suffolk

Marsh Cottage Hide offers tranquil surroundings with views across to Southwold and Blythburgh Marshes. Situated in the village of Reydon, the cottage is ideally suited for a couple looking to get away from it all.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£471 - £931 per week *

MARS View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Double bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Open Plan Room - View 1 The Pier

Southwold - Suffolk

Beautiful holiday home in the heart of Southwold, in a great location. Everything you need for that fantastic Southwold holiday, perfect for couples or a small family.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£521 - £966 per week *

TPR View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
  • 1 Double 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

The View

Southwold - Suffolk

Enjoy a bird's eye view of Southwold and its surrounds from this town centre apartment – with much-coveted private parking it promises comfort and convenience for couples at the highest level.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • WiFi

Fri 18 Oct 19 7 nights 631

VIEW2 View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • 1 King size/super king size bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Open Plan Room - View 1 72A High Street

Southwold - Suffolk

Cosy and contemporary apartment in the heart of Southwold, 72A High Street is a fabulous base for a seaside break.

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£461 - £846 per week *

HIST View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 1 Double bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

The Hideaway

Southwold - Southwold

Full of light and equipped with every modern must-have, this first-floor bolthole is simply bursting with freshness. Gorgeous for a getaway at any time of year, it’s a real ‘find’!

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • WiFi

Fri 18 Oct 19 7 nights 716

77HS View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • 4 stars
Awarded 4 Stars with Original Cottages

Half Pint

Southwold - Suffolk

Raise your glasses to this gorgeous holiday home – brimful of light, super-comfy and quietly-located, it’s the perfect choice for a couple’s coastal retreat

  • Sleeps 2
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi

Fri 18 Oct 19 7 nights 716

HFP View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 1 Double bed
  • WiFi
  • All on one level
  • 4 stars

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