The Finest Holiday Homes

45 properties found that match your search

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!

Awarded 4 Stars with Original Cottages

Elkhorn

Southwold - Suffolk

Set in prime position, Elkhorn is just a stone's throw away from the beach.

  • Sleeps 8
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£915 - £2350 per week *

SL153 View property

  • Sleeps 8
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 2 Single beds
  • 2 Double beds
  • 1 King size/super king size bed
  • 2 Single bunk beds
  • WiFi
  • 4 stars

The Thatched Cottage

Walberswick - Suffolk

Walberswick is has long been associated with the Arts and Crafts movement… it’s a style complemented by every modern convenience in this memorable holiday home.

  • Sleeps 8
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£900 - £1995 per week *

HTHATC View property

  • Sleeps 8
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 1 King size/super king size bed
  • 1 Single zip & link bed
  • WiFi
  • Open fire/woodburner
Awarded 4 Star Gold with Original Cottages

Brightmer Villa

Southwold - Southwold

Deceptively spacious and just a short walk from the beach, Brightmer Villa is a beautiful holiday home in the heart of Southwold. Complete with courtyard garden. Accepts dogs.

  • Sleeps 9
  • 4 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£915 - £2325 per week *

AABRIG View property

  • Sleeps 9
  • Bed linen included
  • 4 bedrooms
  • 3 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • No private parking
  • 3 Single beds
  • 2 Double beds
  • 1 King size/super king size bed
  • WiFi
  • 4.5 stars
Awarded 4 Star Gold with Original Cottages

Special Offer Victoria House

Southwold - Southwold

Enjoy the heights of Victorian elegance at this fabulous family-and-friends-sized home, just a short stroll from the seafront.

  • Sleeps 9
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£1380 - £3110 per week *

9DUN View property

  • Sleeps 9
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • No private parking
  • 5 Single beds
  • 1 Double bed
  • 1 King size/super king size bed
  • WiFi
  • Open fire/woodburner
  • Travel cot available
  • Equipped with a highchair
  • 4.5 stars

Our Price Guarantee

If you find a So Southwold holiday cottage cheaper anywhere else online, we'll match the price.
Terms & Conditions apply. Find out more

Awarded 4 Stars with Original Cottages

The Old Gymnasium

Southwold - Suffolk

A large property offering a wealth of accommodation for a self-catering holiday, The Old Gymnasium is in prime position within the seaside town of Southwold.

  • Sleeps 10
  • 4 bedrooms
  • 4 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • WiFi
£1450 - £2730 per week *

EVH View property

  • Sleeps 10
  • Bed linen included
  • 4 bedrooms
  • 4 bathrooms
  • No pets allowed
  • No garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • 2 Single bunk beds
  • WiFi
  • 4 stars
Awarded 5 Stars with Original Cottages

Teal House, Walberswick Teal House

Walberswick - Suffolk

This stunning property couples every contemporary convenience with a wealth of characterful comfort, culminating in a holiday home that’s loved as much by guests as it is its owners.

  • Sleeps 10
  • 5 bedrooms
  • 4 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1075 - £2725 per week *

HWTEAL View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 4 bathrooms
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • 1 Double bed
  • 2 King size/super king size beds
  • 4 Single zip & link beds
  • WiFi
  • Open fire/woodburner
  • 5 stars
Awarded 4 Star Gold with Original Cottages

Small Group Discount Room with a View

Southwold - Southwold

Set your sights on a stay slap-bang-beside Southwold’s most iconic attraction… aptly named, this luxury large property will be the perfect port of call for your next coastal adventure.

  • Sleeps 10
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1330 - £3440 per week *

RMV View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 2 King size/super king size beds
  • 1 Sofa bed
  • WiFi
  • Open fire/woodburner
  • 4.5 stars
Awarded 4 Stars with Original Cottages

Enjoy this bright sitting area with plenty of sofas to choose from and kick back to watch the television. Palm House

Southwold - Suffolk

Palm House is a beautifully property located in the heart of Southwold. The three levels of accommodation are ideally suited to a large family or friends.

  • Sleeps 10
  • 5 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£1015 - £2530 per week *

PALM View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 2 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 6 Single beds
  • 2 Double beds
  • WiFi
  • Open fire/woodburner
  • Travel cot available
  • Equipped with a highchair
  • 4 stars

Our Price Guarantee

If you find a So Southwold holiday cottage cheaper anywhere else online, we'll match the price.
Terms & Conditions apply. Find out more

Awarded 4 Stars with Original Cottages

Special Offer Exterior - View 1 Tynewold

Southwold - Suffolk

A stunning property situated just a short walk away from Southwold Pier and beach, Tynewold is a lovely base for a seaside self-catering break.

  • Sleeps 10
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1180 - £2455 per week *

TNW View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 3 Double beds
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair
  • 4 stars

James Cottage

Southwold - Suffolk

For rooms with a view, scene-stealing features and space that ten can share comfortably, look no further than this lovingly-updated, centrally-located cottage.

  • Sleeps 10
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi
£830 - £2150 per week *

HJAMES View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • No private parking
  • 4 Single beds
  • 2 Double beds
  • 1 King size/super king size bed
  • WiFi
  • Travel cot available
  • Equipped with a highchair

Ferrins.

Walberswick - Suffolk

Gather all the gang for a fun-filled get-together – this stylish seaside home in the holiday hotspot of Walberswick caters for big groups with ease.

  • Sleeps 10
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£930 - £2310 per week *

HFERIN View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 3 bathrooms
  • No pets allowed
  • Garden/courtyard
  • Private parking
  • 2 Single beds
  • 1 Double bed
  • 2 King size/super king size beds
  • 1 Single bunk bed
  • WiFi
  • Open fire/woodburner
This Property is Awaiting Grading

New Property 1 Anchor Cottage

Walberswick - Suffolk

Colourful and full of coastal-cool, this large and ultra-trendy holiday home is within wandering distance of Walberswick’s untouched-by-time beach

  • Sleeps 10
  • 5 bedrooms
  • 4 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£1730 - £3360 per week *

1ANC View property

  • Sleeps 10
  • Bed linen included
  • 5 bedrooms
  • 4 bathrooms
  • 1 pet allowed
  • Garden/courtyard
  • Private parking
  • 4 Single beds
  • 3 King size/super king size beds
  • WiFi
  • Open fire/woodburner

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