Southwold Cottages

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77 matching properties.
SouthwoldThe Retreat
Property Ref: 594176
A well-appointed ground-floor apartment close to Southwold Common suitable for those with mobility issues.
  • Sleeps 2
  • Bedrooms 1
  • Bathrooms 1
  • No Dogs
Price: £490 - £740 per week
SouthwoldThe Old Bakery
Property Ref: 626778
If you’re looking for spacious holiday accommodation for two in the heart of Southwold, then The Old Bakery could be just for you!
  • Sleeps 2
  • Bedrooms 1
  • Bathrooms 2
  • No Dogs
Price: £630 - £1,175 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: £595 - £895 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 2
  • Bedrooms 1
  • Bathrooms 1
  • No Dogs
Price: £710 - £1,575 per week
SouthwoldCorner Cottage (The Pink House)
Property Ref: 629110
Instantly recognisable, this iconic cottage boasts wonderful views of Southwold Common from the balcony and comes with private parking.
  • Sleeps 3
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £595 - £1,095 per week
SouthwoldWheelhouse
Property Ref: 594181
A comfortable and cosy holiday cottage in the heart of Southwold, with a nod to all things nautical!
  • Sleeps 3
  • Bedrooms 2
  • Bathrooms 1
  • Dogs 1
Price: £595 - £1,175 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: £625 - £1,265 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: £715 - £1,295 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 2
  • Dogs 1
Price: £635 - £1,365 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: £625 - £1,265 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 holida...
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • Dogs 1
Price: £655 - £1,380 per week
SouthwoldMillie's Cottage
Property Ref: 592086
Insta-worthy interior design! Millie's Cottage is beautifully bespoke nestled in a lovely area of Southwold.
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • Dogs 1
Price: £595 - £1,380 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 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £715 - £1,385 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: £360 - £750 per week
SouthwoldThe Stablings
Property Ref: 565426
With it's unique location in central Southwold, The Stablings is a traditional stone-fronted cottage with cosy accommodation for four guests..
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • No Dogs
Price: £810 - £1,515 per week
SouthwoldLinnets
Property Ref: 565375
A wonderfully light single storey holiday cottage, Linnets ticks all the boxes for easy holidays by the seaside
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £640 - £1,250 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 y...
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • Dogs 1
Price: £615 - £1,250 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: £565 - £565 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: £670 - £1,275 per week
Special Offers
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: £476 - £862 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'...
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £695 - £1,495 per week
SouthwoldSully's Cove
Property Ref: 592394
A stylishly furnished, luxury first floor apartment on one of Southwold’s most desirable streets.
  • Sleeps 4
  • Bedrooms 3
  • Bathrooms 1
  • No Dogs
Price: £615 - £1,165 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 promen...
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £660 - £1,245 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: £685 - £1,175 per week
NEW
SouthwoldSeaside Cottage
Property Ref: 629947
A bright and beautifully presented character cottage in the heart of Southwold
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • No Dogs
Price: £710 - £1,575 per week
SouthwoldHigh View
Property Ref: 590257
A spacious Edwardian apartment on Southwold High Street with stunning views from its balcony plus off-road allocated parking. TWO-NIGHT STAYS AVAILABL...
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • No Dogs
Price: £735 - £1,445 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: £640 - £1,120 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 comforta...
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • No Dogs
Price: £615 - £1,225 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: £615 - £1,210 per week
NEW
SouthwoldLittle Hotsie
Property Ref: 630573
A bright and beautifully presented holiday cottage tucked away in one of Southwold’s quieter streets
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £495 - £1,250 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 Lighthou...
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • No Dogs
Price: £650 - £1,250 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: £655 - £1,315 per week
NEW
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: £660 - £1,160 per week
NEW
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: £610 - £1,095 per week
Special Offers
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: £575 - £1,170 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 coas...
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2
  • No Dogs
Price: £740 - £1,300 per week
SouthwoldWherry Cottage (Sleeps 4)
Property Ref: 631328
A beautifully presented and spacious holiday home offering comfort, space and a superb location!
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 3
  • Dogs 1
Price: £680 - £1,410 per week
SouthwoldFlat 2 Beach House
Property Ref: 565382
With incredible sea views in a desirable location, Flat 2 Beach House is the perfect holiday apartment for those who want to be as close to the beach ...
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £625 - £1,295 per week
Southwold, SuffolkNumber 5
Property Ref: 591510
This exceptional holiday bungalow has it all – stylish and comfortable accommodation, magnificent views, superb location just steps from the bea...
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • Dogs 2
Price: £860 - £1,815 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 sh...
  • Sleeps 5
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £545 - £995 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: £850 - £1,785 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: £650 - £1,195 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: £640 - £1,065 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: £665 - £1,315 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: £715 - £1,785 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: £650 - £1,175 per week
SouthwoldSea Mist
Property Ref: 626749
A ‘home-from-home’ bungalow in a peaceful location close to all the attractions of Southwold.
  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 1
  • Dogs 1
Price: £685 - £1,480 per week
Reydon, SouthwoldDovedale
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-...
  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 1
  • No Dogs
Price: £535 - £1,050 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: £670 - £1,415 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: £685 - £1,425 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: £670 - £1,425 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: £685 - £1,495 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: £810 - £1,595 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: £630 - £1,590 per week
Reydon, SouthwoldJubilee View
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: £565 - £1,140 per week
SouthwoldEastholme
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: £735 - £1,735 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: £665 - £1,295 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 ...
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • No Dogs
Price: £715 - £1,645 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 holid...
  • Sleeps 6
  • Bedrooms 4
  • Bathrooms 2
  • No Dogs
Price: £715 - £1,400 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: £1,075 - £2,845 per week
Special Offers
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: £740 - £1,695 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: £795 - £1,695 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: £640 - £1,395 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: £860 - £2,295 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 de...
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • No Dogs
Price: £675 - £1,450 per week
SouthwoldHolly House
Property Ref: 615088
This traditional and spacious 1930’s holiday home boasts a central location and distant sea views plus private parking for two cars.
  • Sleeps 7
  • Bedrooms 4
  • Bathrooms 3
  • Dogs 1
Price: £815 - £2,280 per week
SouthwoldVicary's House
Property Ref: 585971
Space, style, location and parking; Vicary's House is a popular family holiday home that ticks all the boxes – it’s pet-friendly too!
  • Sleeps 7
  • Bedrooms 4
  • Bathrooms 3
  • Dogs 2
Price: £925 - £2,415 per week
Southwold24 South Green
Property Ref: 565415
Location, location, location! 24 South Green is a traditional Southwold cottage in prime position.
  • Sleeps 7
  • Bedrooms 4
  • Bathrooms 2
  • Dogs 1
Price: £855 - £1,650 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: £950 - £2,225 per week
SouthwoldNorthfield House
Property Ref: 617090
A super-spacious home in one of Southwold’s most popular streets, ideal for fun-filled family holidays or weekend getaways with friends.
  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 4
  • Dogs 2
Price: £975 - £2,400 per week
SouthwoldWherry Cottage (Sleeps 8)
Property Ref: 590819
A beautifully presented holiday home offering comfort, space and a great location! Reduced occupancy discount available.
  • Sleeps 8
  • Bedrooms 3
  • Bathrooms 3
  • Dogs 1
Price: £845 - £2,010 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: £1,115 - £2,485 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: £940 - £2,250 per week
SouthwoldPilot Cottage
Property Ref: 565429
Picture perfect - Pilot Cottage is just a stone's throw from Southwold's beach and High Street shops. Ideal for large groups, Pilot Cottage ...
  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 3
  • Dogs 1
Price: £960 - £2,630 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: £975 - £1,750 per week
SouthwoldBeachy Keen
Property Ref: 619858
A favourite with families, this fabulous holiday home offers spacious and stylish accommodation in a quiet yet central location.
  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 2
  • No Dogs
Price: £970 - £2,350 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: £1,330 - £2,900 per week

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