The Finest Holiday Homes

88 properties found that match your search

Autumn Breaks

Waking up in Southwold on an Autumn morning is simply bliss. As the sun rises with the promise of a glorious day and the early nip in the air diminishes, your senses come alive with the smells, sounds and sights of this enchanting town and its stunning natural surroundings.

Here at So Southwold, we have some of the very finest holiday homes in Southwold to wake up in. Indulge yourself in a luxury stay in Suffolk's favourite coastal town.

Autumn holiday cottages in Southwold. September, October and November are the perfect months to visit Southwold. Book your off-peak self-catering break today and discover Southwold at your own pace. You can easily make an online reservation or phone: 01502 543133 and one of our friendly and knowledgeable team will gladly assist.

Awarded 4 Stars with Original Cottages

Special Offer 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 20 Sep 19 3 nights 546

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 Bedroom - View 1 Southwold Surf

Southwold - Suffolk

The perfect self-catering abode for couples on a romantic getaway to this seaside destination.

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

Fri 20 Sep 19 3 nights 525

SUR 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

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 20 Sep 19 3 nights 546

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
Awarded 4 Stars with Original Cottages

Special Offer 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

Fri 20 Sep 19 3 nights 486

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

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 Blyth

Southwold - Suffolk

Boutique in style and ideally situated between shops and seafront, this apartment is the perfect pied-a-terre for two...

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

Fri 20 Sep 19 3 nights 547

TBY 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
  • All on one level
  • 4 stars
Awarded 4 Stars with Original Cottages

Special Offer 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

Fri 20 Sep 19 3 nights 554

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 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 20 Sep 19 3 nights 521

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
This Property is Awaiting Grading

Special Offer 3 The Sandlings

Southwold - Southwold

Enjoy glimpses of the sea and sought-after off-street parking at this newly-built holiday home where pretty pastels and coastal references create a cosy retreat for two.

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

Fri 20 Sep 19 3 nights 637

3SAN View property

  • Sleeps 2
  • Bed linen included
  • 1 bedroom
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 King size/super king size bed
  • WiFi

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

This Property is Awaiting Grading

New Property 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 20 Sep 19 3 nights 765

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
Awarded 4 Star Gold with Original Cottages

Special Offer 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

Special Offer 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
£725 - £1380 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

Special Offer Pilgrims

Southwold - Southwold

Understated yet stunning, this contemporary first-floor apartment combines the best of communal living with two beautifully peaceful bedrooms.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi

Fri 20 Sep 19 3 nights 705

12BSR View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Equipped with a highchair
  • 4.5 stars

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