The Finest Holiday Homes

87 properties found that match your search

Family Friendly

Gather your loved ones for a memorable break in the picturesque seaside town of Southwold. With its many activities and attractions to explore and its wonderful sandy beaches, Southwold is the perfect location for a holiday for all the family. Find your perfect family-friendly cottage from the collection below.

Awarded 4 Star Gold with Original Cottages

Bedroom 1 - View 3 The Haven

Southwold - Suffolk

This luxury holiday home is full of modern comforts and oozes style. Just moments away from the beach and all desired Southwold amenities.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£795 - £1540 per week *

HVN2 View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4.5 stars
Awarded 4 Stars with Original Cottages

Master Bedroom High View

Southwold - Suffolk

This Edwardian second floor apartment for up to four guests offers a mix of period charm and modern touches and commanding views of Southwold from nearly every angle.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • WiFi
£595 - £1160 per week *

HVW View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Victoria Cottage

Southwold - Suffolk

Recently renovated and now rocking a cool vintage vibe, this former fisherman’s cottage at the coastal end of pretty Victoria Street has a private courtyard garden and is pet-friendly too!

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£625 - £1085 per week *

72VS View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • No private parking
  • 1 King size/super king size bed
  • 2 Single zip & link beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Star Gold with Original Cottages

Special Offer Sitting Room/Dining Area - View 1 Black Cottage

Southwold - Suffolk

Black Cottage is a recently renovated self-catering cottage with easy access to Southwold High Street.

  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£580 - £960 per week *

BLA View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 1 bathroom
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • WiFi
  • Open fire/woodburner
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Step outside your front door on to the sea front from this cute cottage. Balmore Cottage

Southwold - Suffolk

Balmore Cottage is just a stone's throw from Southwold seafront offering the perfect holiday cottage for a seaside holiday.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£650 - £1175 per week *

BAL View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • WiFi
  • 4.5 stars
Awarded 4 Stars with Original Cottages

Living Area - View 1 Sandy Castle

Southwold - Suffolk

The winner of the Home Award, Sandy Castle is a modern property tucked away in a quiet location within central Southwold.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£525 - £1035 per week *

SAN View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Relax in this double bedroom and snuggle down into the fresh fawn linens. Wisteria Cottage

Reydon - Suffolk

Wisteria Cottage is a delightful Suffolk cottage on the edge of Reydon. It has contemporary furnishings and there are many walks nearby.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£445 - £840 per week *

WIS View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 Double bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

A bright dining/kitchen area for you all to eat together with adjoining conservatory. Kintyre.

Southwold - Suffolk

Kintyre is a homely property with contemporary furnishings in the popular town of Southwold. With all amenities such as shops, pubs and restaurants close by, it is a great choice for your self-catering break.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£480 - £1025 per week *

KIN View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 1 Double bed
  • 2 Single zip & link beds
  • WiFi
  • Equipped with a highchair
  • 4 stars

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Awarded 4 Stars with Original Cottages

Sitting Room - View 2 The Cannons

Southwold - Suffolk

The epitome of period elegance, this pet-friendly and pristine apartment just a stroll from the seafront accommodates four most agreeably, but can also be booked with neighbouring properties for a group getaway...

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£645 - £1420 per week *

TCN View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • 2 pets allowed
  • No garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Sink into the comfortable easy chairs and watch the black flat screen television after a day at Southwold shops. Turnstones

Southwold - Suffolk

Turnstones is a beautifully presented ground floor apartment in the Tibby's Triangle development in Southwold.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£460 - £1175 per week *

TUR View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 Double bed
  • WiFi
  • All on one level
  • 4 stars
Awarded 4 Stars with Original Cottages

Master Bedroom - View 1 23 Tibby's Way

Southwold - Suffolk

Finished to a high standard, 23 Tibby's Way would make the ideal holiday base for anyone wishing to be based in central Southwold.

  • Sleeps 4
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£450 - £1105 per week *

SL149 View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • WiFi
  • 4 stars
Awarded 4 Star Gold with Original Cottages

A solid dining table with comfy chairs is perfect for dining with friends and family. Hamish Place

Southwold - Suffolk

Hamish Place is a delightful property situated within central Southwold yet quietly positioned. This self-catering cottage is a popular choice for those wishing to explore Southwold and beyond.

  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£580 - £1340 per week *

HAM View property

  • Sleeps 4
  • Bed linen included
  • 2 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 Double bed
  • WiFi
  • 4.5 stars

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