The Finest Choice of Holiday Cottages

179 properties found that match your search

Holiday Cottages in Southwold & Surrounding Villages

Southwold ticks all the boxes as a perfect seaside holiday destination. With its stunning seafront, iconic pier, striking lighthouse, traditional seaside architecture and brightly painted beach huts, Southwold really is the picture-postcard tourist destination.

Southwold's the perfect destination for a holiday with friends or family. Its iconic pier houses one of the most eccentric amusement arcades in the country and its shoreline prom hugs the beautiful coast all the way to Gun Hill. Book one of our Southwold cottages to discover why this Suffolk gem continues to be so popular, generation after generation.

What is Southwold like? 

When you think of Southwold, images of its blue flag beach, boating lake, golf course, lighthouse and pier spring to mind. Adnams Brewery, an abundance of pubs, and a fabulous high street brimming with galleries and boutiques, all add to making Southwold a truly special holiday location. These elements all ensure that Southwold offers something for everyone whether it's a seaside holiday for all the family, a romantic weekend away for two, or a fun-filled dog-friendly holiday for you and your four-legged friend.

Where can I stay in Southwold? 

We have a fine selection of holiday cottages in Southwold to suit all tastes and requirements including family friendly cottages near to the beach, cosy cottages with quirky interiors and stunning seaside apartments. Boasting a varied portfolio, we are able to cater for both romantic holidays for two or for bigger parties at our larger cottages which sleep up to 15 people. So no matter what your party size, we can cater to your specific requirements and ensure you have the very best holiday in Suffolk. Our portfolio has been put through its paces to ensure all properties meet VisitEngland's stringent criteria, therefore any customers booking with us can be confident they are staying in a quality cottage.

Do you have any holiday cottages in the villages surrounding Southwold? 

We have a great choice of cottages in the towns and villages surrounding Southwold including Walberswick, Reydon, Wangford, Wrentham, Beccles, Blythburgh, Frostenden, Henham, Oulton and Henstead. Don't hesitate to call us if you would like to book a Suffolk cottage in any of these lovely destinations in the Southwold area.

What can I do in Southwold? 

The high street offers an eclectic mix of shops, galleries and boutiques in addition to a fascinating amber museum. You'll also find a wonderful choice of pubs, restaurants and tea rooms on the high street alongside a selection of delis and specialist grocery shops. These are perfect places to stock up on provisions for your self-catering cottage or for a gourmet picnic!

For hours of family fun, why not spend a morning or afternoon on Southwold's fabulous blue flag beach. From sandcastle competitions to cooling paddles in the sea, a spot of good-old fashioned beach fun is sure to keep the kids amused! During the Summer months, Southwold operates a seasonal lifeguard service on the south side of the pier so don't forget to swim in between the flags!

There are lots of lovely walking paths to explore in and around Southwold, including a lovely trail that leads towards the harbour and crosses over the river towards Walberswick. When you return towards the harbour area, don't forget to visit Mrs T's for some delicious fish and chips - a very tasty treat whilst on holiday in Southwold. Then for a post-walk refreshment, take your pick from a selection of charming Southwold pubs (many of which are dog-friendly!), such as The Lord Nelson run by publican David Sanchez.

Come and say “Hello!” 

If you have any queries during your holiday, please do pop along to our office in The Old Water Tower. We're happy to offer you advice on things to see and do in the area and assist with any queries you may have during your stay with us. The Old Water Tower - is certainly worth a visit and offers stunning 360-degree views over Southwold and the Suffolk coast from our top floor. We are lucky to work in such an unusual and stunning building.

Local Legends: Fish & Frights! 

If you fancy a little “fishy on your dishy”, Sutherland House in Southwold offers a delicious choice of seasonal seafood dishes such as halibut, lobster, sea bass and Deben Mussels. However, if you're visiting at the end of May don't be surprised if you see visions of a ghostly red haired lady peering from one of its upstairs windows. Legend says that this flame-haired apparition - a former maid at Sutherland House - is waiting for the return of her lover; Admiral Edward Montagu, the first Earl of Sandwich.

Montagu, commander of the HMS Royal James, was killed in the Battle of Sole Bay on the 28th May 1672, but had met the maid whilst staying at Sutherland House. Since his death, it is claimed that that the haunted vision of the red-haired maid appears on the 28th May each year – the anniversary of Montagu's death.

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12 The Craighurst is set in one of the most alluring spots in Southwold, just seconds from the beach. 12 The Craighurst

Southwold - Southwold & Surrounding Villages

12 The Craighurst is a ground floor apartment which has been modernised throughout. It has wonderful sea views and is a great choice for anyone looking to have the seaside directly on their doorstep.

  • Saturday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
£435 - £787 per week *

SL162 View property

  • Saturday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
  • WiFi unavailable
  • 4 Stars
  • Bath towels hire
  • Equipped with a washing machine
  • All on one level
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The View is a fabulous second floor property for 2 with this beautiful sheltered balcony to enjoy the sights and sounds of Soutwhold. The View

Southwold - Southwold & Surrounding Villages

Enjoy gorgeous views over Southwold and towards the sea in this fabulous third floor apartment.

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Sorry, no Garden/courtyard
  • Private parking
£485 - £815 per week *

VIEW View property

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Sorry, no Garden/courtyard
  • Private parking
  • WiFi unavailable
  • 4 Stars
  • Bath towels included
  • Equipped with a dishwasher
  • Equipped with a washing machine
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This is one of four properties situated in this complex, absolutely perfect for couples. The Workshop

Wangford - Southwold & Surrounding Villages

The Workshop is part of Hillside Farm Barns in Wangford. Southwold is located just a ten minute drive away and The Workshop offers good accommodation all on the ground floor.

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet allowed
  • Garden/courtyard
  • Private parking
£273 - £452 per week *

HFW View property

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi available
  • 4 Stars
  • Bath towels included
  • Equipped with a dishwasher
  • Equipped with a tumble dryer
  • Equipped with a washing machine
  • All on one level
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Special Offer Puffin Nest is a delightful first floor apartment sleeping two in Southwold. Puffin Nest

Southwold - Southwold & Surrounding Villages

Puffin Nest is a cosy first floor apartment and comes with a parking space! It would make the perfect setting for a couple's getaway being just minutes from Southwold High Street.

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Garden/courtyard
  • Private parking
£585 - £880 per week *

PFN View property

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Garden/courtyard
  • Private parking
  • WiFi available
  • 4 Stars
  • Bath towels included
  • Equipped with a dishwasher
  • Equipped with a washing machine
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Twosome

Chediston - Southwold & Surrounding Villages

Twosome is a sophisticated barn conversion in the village of Chediston therefore within easy reach of the Suffolk Coast.

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet allowed
  • Garden/courtyard
  • Private parking
£385 - £597 per week *

TWOS View property

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi available
  • VisitEngland Gold Award
  • 4 Stars
  • Open fire/woodburner
  • Bath towels included
  • Equipped with a washing machine
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Special Offer Cliffside is a modern and stylish terraced property situated right in the desirable location of Southwold. Cliffside

Southwold - Southwold & Surrounding Villages

Cliffside is a modern ground floor apartment, furnished beautifully throughout. The location is quieter than the centre of Southwold yet the shops and pubs are easy accessed from here. The perfect getaway for two.

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Garden/courtyard
  • Private parking
£560 - £845 per week *

CLS View property

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Garden/courtyard
  • Private parking
  • WiFi available
  • 4 Stars
  • Bath towels included
  • Equipped with a dishwasher
  • Equipped with a washing machine
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Marsh Cottage Hide resides at the end of a quiet lane in Reydon near Southwold. Marsh Cottage Hide

Reydon - Southwold & Surrounding Villages

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.

  • Saturday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Garden/courtyard
  • Private parking
£404 - £662 per week *

MARS View property

  • Saturday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Garden/courtyard
  • Private parking
  • WiFi available
  • 4 Stars
  • Bath towels included
  • Equipped with a tumble dryer
  • Equipped with a washing machine
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The open plan living area allows for eating drinking resting and watching. Osprey

Southwold - Southwold & Surrounding Villages

Osprey is a newly built first floor apartment situated in the award winning Tibby's Triangle in the heart of Southwold and offers bright and airy accommodation for a couple.

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
£350 - £735 per week *

DFT View property

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
  • WiFi available
  • 4 Stars
  • Bath towels included
  • Equipped with a dishwasher
  • Equipped with a tumble dryer
  • Equipped with a washing machine
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The Nook

Chediston - Southwold & Surrounding Villages

A fantastic, well thought out barn conversion situated in the Suffolk countryside close to the coastline at Southwold.

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet allowed
  • Garden/courtyard
  • Private parking
£365 - £597 per week *

NOK View property

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi available
  • VisitEngland Gold Award
  • 4 Stars
  • Bath towels included
  • Equipped with a washing machine
  • All on one level
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With everything in easy reach you can enjoy even enjoy breakfast in bed with the kitchen being just off the left in this open plan area. The Elms Mews

Southwold - Southwold & Surrounding Villages

A first floor studio apartment situated in a lovely garden with private parking. The Elms Mews is a perfect base for a couple wanting to be within central Southwold.

  • Saturday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Garden/courtyard
  • Private parking
£450 - £695 per week *

MEW View property

  • Saturday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Garden/courtyard
  • Private parking
  • WiFi available
  • 4 Stars
  • Bath towels included
  • Equipped with a tumble dryer
  • Equipped with a washing machine
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The Cottage

Frostenden - Southwold & Surrounding Villages

A delightful self-catering cottage situated in the rural location of Frostenden, close by to Southwold.

  • Saturday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets allowed
  • Garden/courtyard
  • Private parking
£315 - £520 per week *

PHC View property

  • Saturday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi available
  • 4 Stars
  • Equipped with a highchair
  • Travel cot available
  • Bath towels included
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4 The Stables in Southwold is modern ground floor apartment making a good central base for two people. 4 The Stables

Southwold - Southwold & Surrounding Villages

Formerly where the Adnams Dray Horses used to be kept, The Stables is a cosy open plan apartment. It would make the perfect Southwold holiday retreat for a couple. The property is tucked away from the High Street.

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
£395 - £698 per week *

STL View property

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • Sorry, no Garden/courtyard
  • Sorry, no Private parking
  • WiFi available
  • 4 Stars
  • Bath towels included
  • Equipped with a dishwasher
  • All on one level

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