Southwold Arts Festival street parade

Southwold Arts Festival

The Southwold Arts Festival is back for 2025 with a bumper programme showcasing poetry, music, drama, visual arts, literature and much more.

The festival was created and run by a group of volunteers who dedicate their time putting together this popular 7 day event celebrating the Arts in the beautiful seaside town of Southwold. You can expect to see some fantastic performances from well-known names and discover new artists in the beginning of their career, and plenty of familiar local businesses join in the fun too!

The festival period is an ideal time of year to visit Southwold and join the festival’s celebration of the Arts. Our cottages below are all available for a three night break beginning Saturday 21st June 2025. Please use the search filter below to adjust your desired holiday dates if required. You can book any of our holiday cottages online or give our friendly team a call on 01502 723292.

Our Festival Highlight: We are delighted that the street parade is returning for this years festival! We can't wait to celebrate Southwold with you!

Refine your search

To refine your search criteria from the options below and click 'search now'.

38 matching properties

Southwold1 Cumberland Close
Property Ref: 565444
This cosy Southwold apartment is just moments from Southwold's bustling High Street and glorious sandy beach, offering guests the very best the t...
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £690 - £1,182 per week
Southwold10 East Street
Property Ref: 642091
A super-stylish, contemporary holiday home in the heart of Southwold with the High Street and beach on the doorstep.
  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 2
  • Dogs 1
Price: £2,295 - £3,450 per week
NEW
Southwold12a Fieldstile Road
Property Ref: 652147
A truly homely ground floor apartment with a fabulous central location close to the High Street and beach.
  • Sleeps 2
  • Bedrooms 1
  • Bathrooms 1
  • Dogs 1
Price: £646 - £1,204 per week
Southwold17 St Edmunds Road
Property Ref: 633795
Stylishly furnished, well-equipped and convenient for the town and beach, this comfy cottage is a real find!
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • Dogs 1
Price: £690 - £1,262 per week
Southwold26 Pier Avenue
Property Ref: 565401
26 Pier Avenue is a fantastic cottage for a family holiday with everything you could need for self-catering plus it has private parking!
  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 2
  • No Dogs
Price: £1,059 - £2,024 per week
Southwold3 Trinity Street
Property Ref: 585165
Situated betwixt sea and High Street and a few short steps to the ‘Nelly’, this quirky and well-appointed holiday home is in the heart of ...
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • Dogs 1
Price: £574 - £1,560 per week
Reydon, Southwold4 Church Cottages
Property Ref: 630591
Brimming with charm and character, this rural cottage between Southwold and Wangford enjoys scenic views and a cosy, homely interior.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • Dogs 1
Price: £640 - £1,080 per week
Southwold5 Wymering Road
Property Ref: 565384
A centrally located pet-friendly cottage, 5 Wymering Road is a cosy holiday home for families.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 1
  • Dogs 1
Price: £792 - £1,405 per week
Southwold9 Salisbury Road
Property Ref: 594620
Space, style and luxury reside at this beautifully furnished holiday home in prime position in Southwold.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 3
  • No Dogs
Price: £1,463 - £3,221 per week
NEW
Reydon, SouthwoldAberford
Property Ref: 651658
A beautifully designed bungalow boasting stylish interiors and plenty of outdoor space, this out of town holiday home is a real haven of tranquillity.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • Dogs 1
Price: £662 - £1,252 per week
SouthwoldAlbany Cottage
Property Ref: 625792
A newly refurbished and well-equipped dog-friendly holiday cottage just off Pier Avenue, one of Southwold’s most popular residential areas.
  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 1
  • Dogs 1
Price: £654 - £1,102 per week
WalberswickAldebaran
Property Ref: 565421
A spacious Walberswick holiday home which is also pet-friendly! Ideal for family breaks exploring the Suffolk coastline.
  • Sleeps 12
  • Bedrooms 5
  • Bathrooms 2
  • Dogs 4
Price: £1,273 - £2,681 per week
SouthwoldAngel Cottage
Property Ref: 594070
Stylish, comfortable and oh-so-cosy, you’d think Angel Cottage was sent from Heaven!
  • Sleeps 2
  • Bedrooms 1
  • Bathrooms 1
  • No Dogs
Price: £630 - £1,169 per week
ReydonAustralis (formerly Ataraxia)
Property Ref: 642002
You’ll feel immediately at home at this cosy and welcoming cottage, ideal for a couple or small family.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £560 - £887 per week
SouthwoldBell Cottage
Property Ref: 565405
Bell Cottage is a lovely holiday choice for family holidays by the seaside. Located close to Southwold's Church, the cottage is cosy and welcomin...
  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 1
  • No Dogs
Price: £690 - £1,135 per week
SouthwoldBittern Cottage
Property Ref: 565434
Bittern Cottage has it all - desirable Southwold location, pet-friendly and comes with plenty of added extras for your coastal getaway.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • Dogs 1
Price: £671 - £1,157 per week
WalberswickBuntings
Property Ref: 637375
This delightful three-bedroom holiday home in the heart of Walberswick offers, style, space, convenience and character and is ideal for two couples or...
  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 2
  • No Dogs
Price: £774 - £1,693 per week
SouthwoldCoastguards
Property Ref: 565411
A warm and welcoming refurbished Southwold cottage benefiting from many original features.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • No Dogs
Price: £623 - £1,132 per week
SouthwoldCobblestones
Property Ref: 594063
Brimming with character and comfort, Cobblestones is tucked away in a secluded courtyard in the heart of Southwold.
  • Sleeps 5
  • Bedrooms 4
  • Bathrooms 1
  • No Dogs
Price: £949 - £2,091 per week
SouthwoldFerryway
Property Ref: 638687
Fabulous design and breathtaking location are combined here to create a holiday home with a difference.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • No Dogs
Price: £917 - £2,129 per week
NEW
SouthwoldLandlords Cottage
Property Ref: 654014
This charming and cosy cottage enjoys a central location just a short stroll to the High Street and beach.
  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 1
  • No Dogs
Price: £628 - £1,389 per week
SouthwoldLighthouse Loft
Property Ref: 638585
A cool and contemporary apartment with Southwold’s beach and an Adnams pub right on the doorstep!
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • Dogs 1
Price: £690 - £1,333 per week
SouthwoldLorraine's Retreat - TEST do not book
Property Ref: 574091
THIS IS A TEST PROPERTY WE USE FOR TESTING OUR WEBSITE - PLEASE DO NOT BOOK..
  • Sleeps 8
  • Bedrooms 1
  • Bathrooms 1
  • No Dogs
Price: £2,295 - £3,450 per week
SouthwoldMarshfields
Property Ref: 625479
A real home from home, Marshfields offers comfortable, spacious accommodation and wonderful marsh views.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • Dogs 1
Price: £737 - £1,498 per week
SouthwoldNuage
Property Ref: 611198
Enjoy superb views of the Suffolk Coast and a central Southwold location in this heavenly loft apartment.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £664 - £1,191 per week
SouthwoldNumber Fifteen
Property Ref: 639851
A haven of luxury, Number Fifteen offers high quality, stylish accommodation in the heart of Southwold.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • No Dogs
Price: £966 - £2,183 per week
SouthwoldPalmer's Cottage
Property Ref: 599766
You’ll feel immediately at home at this beautifully renovated character cottage.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • Dogs 1
Price: £677 - £1,445 per week
SouthwoldPuddle Cottage
Property Ref: 565409
Tucked away in a hidden location, Puddle Cottage is a comfortable holiday home within easy walking distance of the seafront
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • Dogs 1
Price: £646 - £945 per week
SouthwoldSandy Castle
Property Ref: 622540
Quirky and stylish, this fabulous holiday bolt hole sits in a hidden nook, just of Southwold High Street.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • No Dogs
Price: £763 - £1,755 per week
NEW
SouthwoldSilver Shore
Property Ref: 650369
Spacious, stylish and just a short stroll from the High Street, this property is the perfect family holiday-home!
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • Dogs 1
Price: £789 - £2,028 per week
WangfordSparrows
Property Ref: 565437
Sparrows offers guests the best of both worlds - a countryside location yet just a short drive to the popular seaside town of Southwold. Sparrows is a...
  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 2
  • Dogs 1
Price: £645 - £1,066 per week
SouthwoldSpindrift
Property Ref: 630020
This spacious and well-presented town house in the heart of Southwold boasts some of the finest panoramic views in town.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 1
  • No Dogs
Price: £705 - £1,410 per week
SouthwoldSpyglass
Property Ref: 626184
Sat in prime position on East Cliff, this character cottage boasts stunning views of the beach, pier and beyond.
  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 2
  • Dogs 1
Price: £919 - £2,012 per week
SouthwoldSt Elmo
Property Ref: 565403
Spacious, homely and well-appointed, St Elmo offers ideal accommodation for fun-filled family holidays by the sea.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 1
  • Dogs 1
Price: £721 - £1,338 per week
SouthwoldStuckie Ben
Property Ref: 627952
A traditional terraced cottage just a short walk from Gun Hill, Southwold common and the Red Lion.
  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 2
  • Dogs 2
Price: £687 - £1,377 per week
WalberswickThalassa
Property Ref: 609999
Wonderfully Walberswick! This big, bold holiday home is the perfect place to make memories to treasure with family and friends.
  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 2
  • Dogs 1
Price: £1,500 - £3,139 per week
SouthwoldTookey
Property Ref: 565381
Unique and luxurious Southwold holiday cottage just a stone's throw from Southwold's bustling High Street and glorious Common
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • No Dogs
Price: £711 - £1,326 per week
SouthwoldWherry Cottage
Property Ref: 590819
A beautifully presented holiday home offering comfort, space and a great location!
  • Sleeps 8
  • Bedrooms 3
  • Bathrooms 3
  • Dogs 1
Price: £822 - £1,597 per week

Lets Keep in Touch

Join our mailing list to keep up to date on all our special offers, latest properties, news and events. A link to our privacy policy can be found here, and you can unsubscribe from marketing at any time.
Privacy Overview

This website uses cookies so that we can provide you with the best user experience possible. Cookie information is stored in your browser and performs functions such as recognising you when you return to our website and helping our team to understand which sections of the website you find most interesting and useful.

This website also uses Google Analytics to collect anonymous information such as the number of visitors to the site, and the most popular pages.

By continuing to use this website, you agree to their use.