So Grand - Large Holiday Cottages

Looking for a larger Southwold cottage for a break with friends and family? All of our Southwold cottages below sleep eight people or more and are perfect for enjoying a holiday in Southwold with those closest.

If you’ve gathered a large group together and want to visit this fabulous seaside town, we think we’ve got the best selection of large cottages! Property types include grand Georgian houses, seaside townhouses with most being in prime position in Southwold itself. All our large Southwold cottages offer plenty of space for your holiday.

There is so much to see and do with your friends and family in Southwold. For those who fancy a thrilling day out why not book the Coastal Voyager?  Or for those who fancy a more relaxing approach to their holiday the beach is the perfect place to soak up the sun and breathe in the seaside air.

If you want to bring a four-legged friend with you some of our large Southwold cottages are dog-friendly too! Some of our great big Suffolk cottages are dog-friendly too - so you won’t have to leave anyone behind! 

So whether you want to book a Christmas holiday with the family or a weekend break with friends, Southwold is the place for you and our large Southwold cottages are the perfect choice!


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45 Properties found
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Sailor's Retreat

SAILR

Southwold, Southwold

7CR

(No dates selected)

£1176 - £2271
per week
From £891 for a 3-night stay
  • 4 Star Gold
  • Enjoy getaways on a grand scale at this high-end holiday home – the focus is on flexibility and comfort of every kind.
  • 8 Guests
  • 4 Bedrooms
  • No Pets
  • 2 Bathrooms
  • Wifi
  • Garden
  • On-street Parking
  • Beach 0.3 miles
  • Pub 0.2 miles

Fern Cottage

HWFERN

Stocks Studio

HSTOCK

The Lollypop House

LOL

Southwold, Suffolk

HWYE

(No dates selected)

£1216 - £2516
per week
From £921 for a 3-night stay
  • This substantial seaside property has kerb appeal aplenty plus interiors chock-full of traditional charm and beautiful furnishings to assure the comfort of every guest.
  • 8 Guests
  • 4 Bedrooms
  • No Pets
  • 3 Bathrooms
  • Wifi
  • Garden
  • Enclosed Garden
  • Private Parking
  • Beach 0.1 miles
  • Pub 0.1 miles

Southwold, Suffolk

SOG

(No dates selected)

£1561 - £3231
per week
From £1,180 for a 3-night stay
  • 4 Star
  • Special offerCelebrate Christmas by the Sea with 15% this Beautiful family retreat throughout December
  • 8 Guests
  • 3 Bedrooms
  • No Pets
  • 3 Bathrooms
  • Wifi
  • Beach 0.09 miles
  • Pub 0.02 miles

Southwold, Southwold

AALAVH

(No dates selected)

£516 - £1861
per week
From £396 for a 3-night stay
  • 4 Star Gold
  • Just the shortest of strolls from the seafront, soothing coastal hues and every modern must-have make this substantial holiday home a fabulous choice for any season.
  • 8 Guests
  • 4 Bedrooms
  • No Pets
  • 2 Bathrooms
  • Wifi
  • Garden
  • Private Parking
  • Beach 0.2 miles
  • Pub 0.2 miles

Walberswick, Suffolk

2VF

(No dates selected)

£1526 - £2796
per week
From £1,154 for a 3-night stay
  • 5 Star Gold
  • This magnificent farmhouse has a wealth of history and boasts some famous former occupants… visit for yourself and see why we think it’s time to make the move into Walberswick!
  • 8 Guests
  • 5 Bedrooms
  • 1 Pet
  • 3 Bathrooms
  • Wifi
  • Garden
  • Private Parking
  • Open fire or woodburner
  • Beach 0.2 miles
  • Pub 0.1 miles

Southwold, Southwold

HILSI

(No dates selected)

£1521 - £3006
per week
From £1,150 for a 3-night stay
  • 5 Star
  • A pastel palette accentuated by jewel-bright accessories and artworks are the signature style at this skilfully-renovated holiday home. Lavished-with-love and in one of Southwold’s lesser-known locations, it really is special
  • 8 Guests
  • 4 Bedrooms
  • No Pets
  • 3 Bathrooms
  • Wifi
  • Garden
  • On-street Parking
  • Beach 0.3 miles
  • Pub 0.2 miles

Southwold, Suffolk

BHO

(No dates selected)

£1031 - £1901
per week
From £782 for a 3-night stay
  • 4 Star
  • Beech House is a delightful property situated along Pier Avenue, a sought-after location for a Southwold holiday.
  • 8 Guests
  • 4 Bedrooms
  • No Pets
  • 2 Bathrooms
  • Wifi
  • Garden
  • Private Parking
  • Pub 0.3 miles

Southwold, Southwold

AABRIA

(No dates selected)

£956 - £2331
per week
From £726 for a 3-night stay
  • 4 Star Gold
  • There’s a wealth of happy holiday memories to be made within the walls of this unassuming Southwold bungalow – skillfully renovated and sporting a loft conversion, it’s full of contemporary flourishes.
  • 8 Guests
  • 4 Bedrooms
  • 2 Pets
  • 3 Bathrooms
  • Wifi
  • Garden
  • Private Parking
  • Open fire or woodburner
  • Beach 0.2 miles
  • Pub 0.2 miles
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