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 Stars with Original Cottages

Sitting Room - View 1 Field End

Reydon - Suffolk

Fashionably cool, ultra-comfortable and close to countryside, this Reydon holiday cottage combines a sunny aspect with a real sense of privacy.

  • Sleeps 5
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£375 - £1055 per week *

FIE2 View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Single bed
  • 2 Double beds
  • WiFi
  • Equipped with a highchair
  • 4 stars
Awarded 4 Stars with Original Cottages

Dining Room - View 1 Tradewinds

Southwold - Suffolk

Tradewinds in situated along a quiet road in the heart of Southwold. This self-catering Suffolk cottage has cosy and bright accommodation as well as parking and a courtyard garden.

  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£515 - £1185 per week *

SL104 View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • 3 Single beds
  • 1 Double bed
  • WiFi
  • 4 stars
Awarded 4 Star Gold with Original Cottages

Sitting Room - View 1 Woodpeckers

Southwold - Suffolk

Easy living all on one level… that's self-catering the Woodpeckers way! This light, airy bungalow is a real 'find' – just a saunter from the seafront.

  • Sleeps 5
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£785 - £1530 per week *

WPS View property

  • Sleeps 5
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • 2 Single zip & link beds
  • WiFi
  • All on one level
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Tibby's View is situated on Field Stile Road in Southwold, it's a great family house for 6 and over looks a play park. Tibby's View

Southwold - Suffolk

Tibby's View has everything you could want for your Southwold holiday. It is an extremely popular choice for family holidays by the seaside.

  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£480 - £1375 per week *

SL158 View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • 2 Single zip & link beds
  • WiFi
  • Equipped with a highchair
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Open Plan Room - View 1 Little Ducks

Southwold - Suffolk

Take off to this light, bright and oh-so-welcoming holiday cottage and feed your need for some laid-back living…. opulent yet supremely comfortable.

  • Sleeps 6
  • 3 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£800 - £1525 per week *

TTHS View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4.5 stars
Awarded 4 Stars with Original Cottages

Spindrift in Southwold is centrally located and is a beautiful property over four floors, ground, first, second and third. Spindrift

Southwold - Suffolk

This modern property is the ideal self-catering abode with all Southwold's charming shops within easy reach.

  • Sleeps 6
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£500 - £1125 per week *

SPI View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 2 Single zip & link beds
  • WiFi
  • Travel cot available
  • 4 stars
Awarded 4 Stars with Original Cottages

Sitting Room - View 1 9 The Craighurst

Southwold - Suffolk

9 The Craighurst has been modernised and furnished beautifully. It is a first and second floor apartment with glorious sea views being opposite the seafront.

  • Sleeps 6
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£620 - £1660 per week *

SL130 View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 1 bathroom
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • 4 stars
Awarded 4 Stars with Original Cottages

Kitchen - View 1 Shell House

Southwold - Suffolk

Shell House is set a couple of streets back from the shoreline, but this fabulous holiday home is full of seaside influence.

  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • WiFi
£545 - £1415 per week *

STRD View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • No garden/courtyard
  • No private parking
  • 4 Single beds
  • 1 King size/super king size bed
  • WiFi
  • Open fire/woodburner
  • 4 stars

Our Price Guarantee

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Awarded 4 Stars with Original Cottages

Exterior - View 1 Cliff House

Southwold - Suffolk

A large house situated on the seafront with breathtaking views of the sea, Cliff House is an ideal base for a Southwold holiday.

  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£950 - £1950 per week *

EAS View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 4 Single beds
  • 1 Double bed
  • WiFi
  • 4 stars
Awarded 4 Star Gold with Original Cottages

Kitchen/Dining Area - View 1 Rowan Villa

Southwold - Suffolk

Rowan Villa is a homely self-catering property situated within the heart of Southwold offering a mix of period and modern features.

  • Sleeps 6
  • 3 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£775 - £1865 per week *

RVIL View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Special Offer Suffolk Cottage is a beautiful spacious property situated in Suffolk's premiere seaside town - Southwold. Suffolk Cottage

Southwold - Suffolk

Suffolk Cottage is a delightful cottage, beautifully and thoughtfully furnished, situated in the heart of Southwold.

  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£730 - £1685 per week *

STH View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 2 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 2 King size/super king size beds
  • WiFi
  • Open fire/woodburner
  • Travel cot available
  • Equipped with a highchair
  • 4.5 stars
Awarded 4 Stars with Original Cottages

Small Group Discount Open Plan Room - View 1 Dunlin

Southwold - Suffolk

Cosmopolitan and with a definite can-do vibe, this versatile townhouse is perfect for a get-together with friends or family - there's a bathroom for each bedroom and a separate 'snug' for those seeking solitude.

  • Sleeps 6
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£800 - £1700 per week *

FTW View property

  • Sleeps 6
  • Bed linen included
  • 3 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 2 King size/super king size beds
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars

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