Cottages for Families

Every great experience means so much more when it’s shared by those you care about – that’s why family holidays are so important and why we do so much to make sure yours is extra-special.  

Choose us, and choose Southwold and its neighbouring villages, and you have all the right ingredients for a great getaway. Whether you’re holidaying as a multi-generational gathering or a smaller family group, we have a stunning range of luxury holiday homes to suit. 

Take a look at our family-friendly holiday homes below and start planning a holiday to cherish in this very special part of Suffolk.


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92 Properties found
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Southwold, Southwold & Surrounding Villages

BART2

(No dates selected)

£620 - £1220
per week
From £475 for a 3-night stay
  • 4 Star Gold
  • A hidden gem right in the heart of town, this centuries-old cottage is freshly updated yet full of character – pet-friendly and with a private garden, it’s a real find!
  • 3 Guests
  • 2 Bedrooms
  • 1 Pet
  • 1 Bathroom
  • Wifi
  • Garden
  • Open fire or woodburner
  • Pub 0.2 miles

Southwold, Southwold & Surrounding Villages

12BSR

(No dates selected)

£585 - £1205
per week
From £449 for a 3-night stay
  • 4 Star Gold
  • Understated yet stunning, this contemporary first-floor apartment combines the best of communal living with two beautifully peaceful bedrooms.
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • 2 Bathrooms
  • Wifi
  • Garden
  • Enclosed Garden
  • On-street Parking
  • Beach 0.1 miles
  • Pub 0.2 miles

Southwold, Suffolk

SAN

(No dates selected)

£570 - £1085
per week
From £438 for a 3-night stay
  • 4 Star
  • The winner of the Home Award, Sandy Castle is a modern property tucked away in a quiet location within central Southwold.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 2 Bathrooms
  • Wifi
  • Games room
  • Pub 0.04 miles

Southwold, Suffolk

SL149

(No dates selected)

£505 - £1180
per week
From £389 for a 3-night stay
  • 4 Star
  • Finished to a high standard, 23 Tibby's Way would make the ideal holiday base for anyone wishing to be based in central Southwold.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 2 Bathrooms
  • Wifi
  • Beach 0.5 miles
  • Pub 0.5 miles

Reydon, Suffolk

WIS

(No dates selected)

£485 - £880
per week
From £374 for a 3-night stay
  • 4 Star
  • Wisteria Cottage is a delightful Suffolk cottage on the edge of Reydon. It has contemporary furnishings and there are many walks nearby.
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • 2 Bathrooms
  • Wifi
  • Garden
  • Private Parking
  • Pub 0.5 miles

Walberswick, Southwold & Surrounding Villages

2ANC

(No dates selected)

£835 - £1525
per week
From £636 for a 3-night stay
  • 4 Star
  • Cottage style meets coastal-cool in this pretty Walberswick cottage. Cosy up in front of the woodburner or unwind in your own private sauna… there really is something for all tastes here!
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • 2 Bathrooms
  • Wifi
  • Garden
  • Private Parking
  • Open fire or woodburner
  • Beach 0.2 miles
  • Pub 0.1 miles

Southwold, Southwold & Surrounding Villages

SL135

(No dates selected)

£565 - £1125
per week
From £434 for a 3-night stay
  • 4 Star Gold
  • Courting your attention is this modern mews house, part of a clever conversion of the former Eversley School.
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • 3 Bathrooms
  • Wifi
  • Garden
  • Enclosed Garden
  • On-street Parking
  • Pub 0.2 miles

Southwold, Southwold & Surrounding Villages

WEH

(No dates selected)

£610 - £1225
per week
From £468 for a 3-night stay
  • 4 Star
  • A pet-friendly, prime location plus a private courtyard garden and off-street parking… this lovely holiday cottage receives rave reviews from all who stay here. Come soon and see why!
  • 4 Guests
  • 2 Bedrooms
  • 2 Pets
  • 2 Bathrooms
  • Wifi
  • Garden
  • Enclosed Garden
  • Private Parking
  • Pub 0.1 miles

Southwold, Southwold

SEL

(No dates selected)

£570 - £1065
per week
From £438 for a 3-night stay
  • 4 Star
  • Sophisticated coastal styling and spectacular views are the signature of this thoughtfully-renovated second-floor apartment
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • 1 Bathroom
  • Wifi
  • Garden
  • Private Parking
  • Beach 0.1 miles
  • Pub 0.2 miles

Southwold, Suffolk

HSC

(No dates selected)

£520 - £1060
per week
From £400 for a 3-night stay
  • 4 Star
  • Horseshoe Cottage is conveniently located to the shops, pubs and restaurants within Southwold. It offers cosy accommodation which is perfect for a seaside holiday retreat.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • Wifi
  • Garden
  • Enclosed Garden
  • Private Parking
  • Beach 0.1 miles
  • Pub 0.1 miles

Southwold, Southwold & Surrounding Villages

HSEAS

(No dates selected)

£580 - £1000
per week
From £445 for a 3-night stay
  • 4 Star
  • There’s no doubting the seaside influence on this gorgeous ground floor apartment – furnished with thought and filled with fun, it’s sure to get every day off to a sunny start.
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • 2 Bathrooms
  • Wifi
  • Garden
  • On-street Parking
  • Beach 0.1 miles
  • Pub 0.1 miles

Southwold, Southwold & Surrounding Villages

WTP

(No dates selected)

£645 - £1205
per week
From £494 for a 3-night stay
  • 4 Star Gold
  • Special offerJanuary sale! 15% off all January & February breaks of 4 nights and above! (excludes half term 14th-21st Feb)
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 2 Bathrooms
  • Wifi
  • Garden
  • Private Parking
  • Pub 0.1 miles
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