May Half Term Holidays

52 matching properties

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: £515 - £1,170 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: £625 - £1,385 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: £635 - £1,160 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: £625 - £1,415 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: £805 - £1,650 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 - £2,250 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: £575 - £1,210 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: £695 - £1,695 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: £595 - £1,095 per week
NEW
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: £600 - £1,195 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: £1,050 - £2,615 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
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: £800 - £2,295 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: £565 - £1,250 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: £575 - £1,265 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: £635 - £1,785 per week
NEW
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: £555 - £1,095 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: £495 - £1,050 per week
BecclesGarden Wing, Redisham Hall
Property Ref: 585315
If you feel like escaping to the country for a while, this is the holiday accommodation for you!
  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £450 - £1,110 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: £755 - £2,280 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: £530 - £1,140 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: £615 - £1,425 per week
WalberswickLushan
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: £895 - £2,120 per week
NEW
SouthwoldMarshfields
Property Ref: 625479
A real home from home, Marshfields offers comfortable, spacious accommodation and wonderful marsh views.
  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2
  • No Dogs
Price: £795 - £1,695 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: £640 - £1,380 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: £660 - £1,175 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 1
Price: £800 - £1,815 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 ...
  • Sleeps 3
  • Bedrooms 2
  • Bathrooms 1
  • No Dogs
Price: £520 - £1,195 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: £615 - £1,275 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: £595 - £1,120 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: £915 - £2,630 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: £510 - £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: £595 - £1,295 per week
NEW
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: £715 - £1,595 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: £640 - £1,480 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: £595 - £1,225 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 2
Price: £585 - £980 per week
NEW
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: £625 - £1,495 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: £615 - £1,425 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: £610 - £1,175 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 - £1,275 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: £550 - £1,175 per week
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: £455 - £740 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: £1,055 - £2,485 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: £670 - £1,645 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 - £1,590 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 - £1,315 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: £880 - £2,415 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: £665 - £1,300 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: £1,270 - £2,900 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: £555 - £1,175 per week
SouthwoldWherry Cottage
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: £895 - £2,235 per week

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