Short breaks in Southwold

Short Breaks

Refine your search

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

60 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 town has to offer.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £499 - £1,015 per week
Southwold10a East Cliff
Property Ref: 565396
Views, glorious views! 10a East Cliff gives guests the most impressive views of Southwold's most iconic areas.
  • Sleeps 5
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £620 - £1,250 per week
Southwold11a Tibbys Way
Property Ref: 576185
11a Tibbys Way is a chic apartment ideal for couples or a small family with private parking and lovely views of Tibby's Green and Southwold's commanding Church.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £630 - £1,395 per week
Southwold1a Park Lane
Property Ref: 565412
Quirky Southwold cottage just moments from the picturesque South Green.
  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 3
  • No Dogs
Price: £610 - £1,100 per week
Southwold24 South Green
Property Ref: 565415
Location, location, location! 24 South Green is a traditional Southwold cottage in prime position.
  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 2
  • Dogs 1
Price: £795 - £1,485 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: £895 - £1,875 per week
Southwold3 Pier Court
Property Ref: 565462
Modern holiday apartment with wonderful views towards Southwold Pier and the sea.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • Dogs 1
Price: £479 - £899 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 the town.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • Dogs 1
Price: £695 - £1,710 per week
Southwold33 Victoria Street
Property Ref: 565393
Beautifully presented Southwold cottage with coastal touches throughout, 33 Victoria Street is a modernised holiday cottage in the heart of the town.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • Dogs 1
Price: £580 - £1,160 per week
NEW
Southwold4 The Stables
Property Ref: 590876
Just for two, this stylish ground floor apartment is the perfect pad for a romantic getaway in the heart of the Southwold.
  • Sleeps 2
  • Bedrooms 1
  • Bathrooms 1
  • Dogs 1
Price: £630 - £1,050 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: £595 - £1,155 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: £975 - £1,985 per week
NEW
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: £595 - £985 per week
SouthwoldBalimore
Property Ref: 565406
Just moments from Southwold's seafront, Balimore is a large family holiday home boasting views of the sea from the first floor.
  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 2
  • No Dogs
Price: £895 - £1,875 per week
SouthwoldBalmore Cottage
Property Ref: 565439
Balmore Cottage is a lovely Southwold self-catering cottage which oozes style and comfort. Balmore Cottage is a great choice for families or couples holidaying together.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • No Dogs
Price: £613 - £1,215 per week
SouthwoldBarley House
Property Ref: 565456
Standly proudly on East Cliff, Barley House is a beautiful holiday cottage with accommodation spread over many floors with added luxurious touches throughout
  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 3
  • No Dogs
Price: £971 - £2,045 per week
SouthwoldBeech House
Property Ref: 591101
A secluded and spacious gem nestled in one of Southwold’s most desirable streets, just moments from the Pier.
  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 2
  • No Dogs
Price: £790 - £2,300 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 welcoming.
  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 1
  • No Dogs
Price: £524 - £1,250 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: £540 - £1,250 per week
SouthwoldBurdock By The Sea
Property Ref: 576251
If you're looking for a luxurious Southwold holiday cottage to show off to your loved ones, look no further than Burdock by the Sea...
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 3
  • Dogs 1
Price: £950 - £2,225 per week
SouthwoldCautley Cottage
Property Ref: 565424
If you’re looking for a lovely cosy and comfortable holiday cottage in the heart of Southwold with private parking then Cautley Cottage is for you!
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £524 - £1,295 per week
SouthwoldChurch Green Cottage
Property Ref: 565448
Church Green Cottage is a lovely holiday cottage just a short walk to the seafront and High Street shops and boasts views of Southwold's Lighthouse and Church.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • No Dogs
Price: £545 - £1,005 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: £551 - £985 per week
NEW
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: £635 - £1,495 per week
SouthwoldCoign
Property Ref: 565394
A charming three storey townhouse in a desirable location with lovely views over Southwold's South Green.
  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 1
  • Dogs 1
Price: £585 - £995 per week
SouthwoldCorner Cottage
Property Ref: 565397
A detached holiday home located close by to the seafront as well as Southwold's iconic Church, Corner Cottage is a relaxing and comfortable holiday home with the added benefit of private parking
  • Sleeps 6
  • Bedrooms 4
  • Bathrooms 2
  • No Dogs
Price: £675 - £1,210 per week
ReydonDovedale
Property Ref: 576231
A family-friendly holiday cottage ideal for breaks in all seasons. Dovedale is the perfect holiday escape with everything you could desire for a self-catering adventure on the Suffolk coast.
  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 1
  • No Dogs
Price: £463 - £858 per week
Southwold, SuffolkEastholme
Property Ref: 586886
This lovely cottage has been completely renovated and extended making it a luxurious home in the heart of Southwold.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • No Dogs
Price: £695 - £1,500 per week
SouthwoldFairwinds
Property Ref: 565385
A hidden mews-style apartment just off South Green, Fairwinds is a comfortable holiday apartment with delightful balcony boasting views of the sea
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • Dogs 1
Price: £489 - £767 per week
BecclesGarden Wing, Redisham Hall
Property Ref: 585315
If you feel like escaping to the country to live like a lord or lady for a while, this is the holiday accommodation for you!
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £379 - £1,295 per week
ReydonGreen Gate Cottage
Property Ref: 589840
Green Gate Cottage is a superbly equipped family holiday home in the peaceful village of Reydon, just a short stroll from the seaside town of Southwold
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 1
  • No Dogs
Price: £550 - £1,025 per week
SouthwoldHappy Days
Property Ref: 576188
Happy Days is a popular holiday choice with families looking to explore Southwold in more detail, plus you can bring your four-legged friend on holiday too!
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • Dogs 1
Price: £525 - £1,250 per week
SouthwoldHolly Cottage
Property Ref: 576233
All on one level, Holly Cottage is a warm and welcoming holiday cottage with a beautiful garden just a stone's throw from Southwold's promenade.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £551 - £995 per week
ReydonJubilee View (5 Shearwater Way)
Property Ref: 565395
For lovers of coast and countryside, Jubilee View is located in the village of Reydon just a three minute drive from the coastal town of Southwold.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • No Dogs
Price: £499 - £1,250 per week
SouthwoldLittle Blue Cottage
Property Ref: 565374
Where happy memories are made - stay at Little Blue Cottage in Southwold and prepare for indulgence and relaxation in this recently renovated cottage.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • Dogs 1
Price: £550 - £1,175 per week
Special Offers
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 2
  • Bedrooms 1
  • Bathrooms 1
  • No Dogs
Price: £575 - £1,300 per week
NEW
Walberswick, SuffolkLushan
Property Ref: 585938
A place where family memories are made, Lushan is a heavenly 3 bedroom period property in a tucked away part of Walberswick.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • Dogs 2
Price: £865 - £1,795 per week
WalberswickMay House
Property Ref: 565383
May House is a picture-perfect holiday cottage where countryside charm meets the sea. May House has a fantastic south-facing garden and balconies providing rural views of surrounding farmland
  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 3
  • No Dogs
Price: £1,231 - £2,112 per week
SouthwoldNumber Six
Property Ref: 565443
Number Six is a desirable holiday cottage standing proudly on Southwold's East Cliff with incredible views of the sea.
  • Sleeps 4
  • Bedrooms 1
  • Bathrooms 1
  • Dogs 1
Price: £625 - £1,061 per week
WalberswickOld Post Office Cottage
Property Ref: 581045
Old Post Office Cottage is a charming, cosy cottage only a few steps away from the harbour and the beach. The ideal seaside retreat for a couple or a small family.
  • Sleeps 3
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £478 - £975 per week
SouthwoldPetrel Cottage
Property Ref: 565445
Oh so cute and cosy! This charming Southwold cottage is a lovely place to explore Southwold in more detail.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • No Dogs
Price: £551 - £835 per week
NEW
SouthwoldPipe Down Cottage
Property Ref: 591609
Practical, homely and super-stylish Pipe Down Cottage is nestled on a quiet street overlooking a pretty green, close to the centre of Southwold.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • Dogs 1
Price: £660 - £1,475 per week
SouthwoldPippins
Property Ref: 565378
If you enjoy the bustle of a High Street then why not book Pippins and stay in Southwold's High Street with its abundance of boutiques, coffee shops and gift stores.
  • Sleeps 5
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £475 - £750 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
  • No Dogs
Price: £595 - £995 per week
SouthwoldReading Room Cottage
Property Ref: 565418
Take a trip back in time at this character-filled Grade II Listed cottage with superb sea views.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 1
  • No Dogs
Price: £575 - £1,005 per week
SouthwoldSaffron Cottage
Property Ref: 565447
Saffron Cottage is located just opposite St Edmunds Church and just a short stroll to the beach. This cosy holiday cottage has everything you could desire for a self-catering break
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • No Dogs
Price: £550 - £1,195 per week
SouthwoldSeaway House
Property Ref: 565427
Seaway House is located in the centre of Southwold therefore just a short walk to the seafront and High Street shops. This holiday cottage is comfortably furnished with family in mind.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • No Dogs
Price: £585 - £1,055 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 great choice for families plus your four-legged f...
  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 2
  • Dogs 2
Price: £545 - £765 per week
NEW
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
  • No Dogs
Price: £550 - £1,025 per week
SouthwoldStrathmore
Property Ref: 565398
A particularly spacious ground floor Southwold apartment with splendid views of the sea
  • Sleeps 8
  • Bedrooms 3
  • Bathrooms 2
  • Dogs 1
Price: £899 - £1,324 per week
SouthwoldSully's Cove
Property Ref: 592394
A lovingly renovated, luxury first floor apartment on one of Southwold’s most desirable streets.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 1
  • No Dogs
Price: £639 - £1,225 per week
SouthwoldThe Original Seaside House
Property Ref: 587852
A comfortable family holiday home on one of Southwold’s quiet streets just a few steps from the seafront.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £525 - £975 per week
SouthwoldThe Sanderling
Property Ref: 588103
A bright and contemporary holiday home for 6 adults and 2 children, The Sanderling is offers open-plan, modern living in the heart of Southwold.
  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 3
  • No Dogs
Price: £995 - £2,085 per week
WalberswickThe Sheiling
Property Ref: 565413
The Sheiling is a pet-friendly single-storey cottage nestled in the popular seaside village of Walberswick. Ideal for those looking to explore the Suffolk Coastline in more detail, the accommodation i...
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • Dogs 1
Price: £625 - £1,285 per week
SouthwoldTibby's View
Property Ref: 565436
Tibby's View is a lovely family cottage with splendid views of St Edmunds Church. This well-established holiday cottage provides its guests with a relaxing home-from-home self-catering base
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • No Dogs
Price: £660 - £1,440 per week
SouthwoldToad Hall
Property Ref: 565399
Toad Hall is a character cottage tucked away in a hidden spot close by to Southwold's South Green area.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • Dogs 1
Price: £595 - £1,295 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: £610 - £1,130 per week
SouthwoldWaimana
Property Ref: 565417
A unique Southwold holiday home tucked away in a quiet spot, Waimana is a popular choice for families or friends looking to escape to the Suffolk coast
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • No Dogs
Price: £646 - £1,250 per week
SouthwoldWestbury House
Property Ref: 565388
Westbury House is a large holiday home boasting one of the best positions in Southwold and has incredible views over South Green towards the sea
  • Sleeps 10
  • Bedrooms 5
  • Bathrooms 3
  • Dogs 1
Price: £1,195 - £2,328 per week
SouthwoldWherry Cottage
Property Ref: 590819
A holiday home ideal for real family adventure, this nautical home offers comfort, space and something rather exciting for the children!
  • Sleeps 8
  • Bedrooms 3
  • Bathrooms 3
  • Dogs 1
Price: £895 - £1,885 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.