The Finest Holiday Homes

87 properties found that match your search

So Romantic - Romantic Retreats

Escape to this fantastic coastal resort for a romantic holiday for two. Southwold is a beautiful town and ideal for a couples' break. All of our romantic cottages featured below sleep two guests only and are perfect for you and your loved one.

Our selection of self-catering cottages for two are perfect for couples wanting to spend a romantic holiday or short break together. From moonlit walks along the beach to a fun-filled brewery tour hosted by Adnams, you’ll have the perfect couples’ retreat to come home to. Our Southwold self-catering cottages also offer the flexibility to enjoy cosy candlelit dinners at home or a romantic meal out in Southwold’s vast selection of pubs and restaurants. The choice is yours.

We look forward to welcoming you to this truly special seaside resort and if you need further assistance in booking a romantic retreat for two, don’t hesitate to call the team!

Awarded 4 Star Gold with Original Cottages

Special Offer Suffolk Cottage is a beautiful spacious property situated in Suffolk's premiere seaside town - Southwold. Suffolk Cottage

Southwold - Suffolk

Suffolk Cottage is a delightful cottage, beautifully and thoughtfully furnished, situated in the heart of Southwold.

  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£730 - £1685 per week *

STH View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 2 King size/super king size beds
  • WiFi
  • Open fire/woodburner
  • Travel cot available
  • Equipped with a highchair
  • 4.5 stars
Awarded 4 Stars with Original Cottages

Small Group Discount Living Room - View 1 Bada Bing

Southwold - Suffolk

The name sets off smiles... and there's so much to be happy about when you stay at this stylish holiday home.

  • Sleeps 6
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£595 - £1470 per week *

BAB View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Double bed
  • 2 Single bunk beds
  • 2 Single zip & link beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Exterior - View 1 Cliff House

Southwold - Suffolk

A large house situated on the seafront with breathtaking views of the sea, Cliff House is an ideal base for a Southwold holiday.

  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£950 - £1950 per week *

EAS View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 4 Single beds
  • 1 Double bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Spindrift in Southwold is centrally located and is a beautiful property over four floors, ground, first, second and third. Spindrift

Southwold - Suffolk

This modern property is the ideal self-catering abode with all Southwold's charming shops within easy reach.

  • Sleeps 6
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£500 - £1125 per week *

SPI View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 2 Single zip & link beds
  • WiFi
  • Travel cot available
  • 4 stars
Awarded 4 Star Gold with Original Cottages

Victoria Heights

Southwold - Suffolk

Located in the centre of this popular seaside town is Victoria Heights, a modern, cosy apartment just a minutes' walk from the beach!

  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • WiFi
£915 - £1650 per week *

VTH View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • 4 Single beds
  • 1 King size/super king size bed
  • WiFi
  • 4.5 stars
Awarded 4 Stars with Original Cottages

Vicary's House

Southwold - Suffolk

Vicary's is a cosy holiday cottage ideal for those looking to be based close by to all Southwold's charms such as the shops, pubs, restaurants and beach.

  • Sleeps 7
  • 4 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£675 - £1725 per week *

VIC View property

  • Sleeps 7
  • Bed linen included
  • 4 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • 3 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

Small Group Discount Exterior- View 1 Long Summers House

Reydon - Suffolk

A newly built three storey property situated in Reydon, Long Summers House is a delightful holiday choice.

  • Sleeps 7
  • 4 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£535 - £1100 per week *

LON View property

  • Sleeps 7
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 2 King size/super king size beds
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Gather round this nautical inspired dining table with benches for seating. Montague House

Southwold - Suffolk

Montague House is large property located on Southwold High Street. It is also known as the house where George Orwell lived for a time. The property has been furnished to a very high standard.

  • Sleeps 7
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£855 - £1695 per week *

MTH View property

  • Sleeps 7
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 3 Single beds
  • 2 Double beds
  • WiFi
  • 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

Special Offer 10B South Green

Southwold - Suffolk

10b South Green is a first and second floor apartment in the privileged location of Southwold, on South Green, the unbroken views of both the sea and over to Walberswick are second to none.

  • Sleeps 8
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£1595 - £3195 per week *

SOG View property

  • Sleeps 8
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 1 Double bed
  • 1 King size/super king size bed
  • 4 Single bunk beds
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Exterior - View 2 Wherry Cottage

Southwold - Suffolk

Wherry Cottage is a comfortably furnished holiday cottage perfect for a family gathering in Southwold.

  • Sleeps 8
  • 3 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£805 - £1545 per week *

WHE View property

  • Sleeps 8
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 4 Single beds
  • 2 Double beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Star Gold with Original Cottages

New Property Sailor's Retreat

Reydon - Suffolk

Sailor's Retreat is a real gem! In the popular village of Reydon, only a stone's throw from the coastal town of Southwold, this is the perfect holiday home for any family or group of friends wanting a touch of luxury dur...

  • Sleeps 8
  • 4 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£910 - £1680 per week *

SAILR View property

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

Small Group Discount Master Bedroom - View 1 Seascape Cottage

Reydon - Suffolk

Seascape Cottage is a wonderful self-catering property perfect for families situated in the village of Reydon which adjoins the seaside town of Southwold.

  • Sleeps 8
  • 4 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£645 - £1270 per week *

LRD View property

  • Sleeps 8
  • Bed linen included
  • 4 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 1 King size/super king size bed
  • 2 Single bunk beds
  • WiFi
  • Open fire/woodburner
  • 4 stars

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