The Finest Holiday Homes


Southwold - Suffolk

Happy holidays are plain sailing at Tradewinds, a comfortable family home on one of Southwold's most restful residential streets.
  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • 2 pets allowed
  • Garden/courtyard
  • Private parking
  • WiFi
£551 - £1256 per week *



Tucked away just off the Common and close to the landmark Sacred Heart Catholic church, Tradewinds is part of a bay-fronted terrace of substantial family homes. A secure courtyard garden makes it pet- and child-friendly, and it comes complete with private parking - much-coveted in such a central location.

Bedrooms and bathrooms
Three bedrooms and a bathroom fill the first floor of this warm and welcoming holiday cottage. To the front, a large double-bedded room is flooded with light and comes complete with a Smart TV for internet-connected entertainment. Period-style bedsteads - twins in one room, a single in the other - set the scene for peaceful slumbers in the two garden-facing bedrooms, whilst the family-sized bathroom features a bath with shower over, and a calm, muted colour scheme.

Cooking and dining
The warm hues of a terracotta-tiled floor and olive country-style cabinets combine with white fittings and dual-aspect windows to create a kitchen that's stylish and fuss-free. A gas cooker, fridge/freezer, microwave, dishwasher and washer/dryer take care of all your holiday essentials, and there's space here to cook and chat convivially. A lovely wooden-floored dining room seats six in comfort and has fully-glazed French doors leading into the garden.

Enjoy quiet moments and family mealtimes in your private courtyard garden. Fully-paved and furnished with table and chairs, it's planted for seasonal interest and leads to a private parking space at the rear of the property.

A cosy sitting room sets the tone for quiet nights in, whilst a Smart TV with DVD player makes sure you have up-to-the-minute entertainment options in the high-ceilinged sitting room here. One well-behaved pet is welcome, and is sure to enjoy walks across the Common - the Harbour and seafront are each within pleasant strolling distance.


  • 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



A wonderful location and the house had bags full of character and included everything we needed and more. The garden was a lovely feature and proved a real bonus with the beautiful weather we had during the week. The parking is a great feature. We will definitely be booking Tradewinds if available next holiday we enjoy in Southwold. - 4th July 2019
Fabulous holiday cottage in a wonderful place. katherine Pettit - 19th April 2019
Was very comfortable and perfect for all our needs Diane Tyrrell - 30th July 2018
A very comfortable and clean property. Parking was an added bonus.Mr Philip Gregory - 3rd July 2018
My second homeMiss Margaret Mitchell - 28th June 2018
Excellent Mrs S Marsh - 14th May 2018
We were very happy with the house. Mrs Margaret Gachowicz - 23rd April 2018
a really lovely placeJulie Cooke - 26th March 2018
Very happy with our lovely, well equipped accommodation. Very comfortable, nice bedding and towels. Properly secure garden. I would thoroughly recommend.Mrs Sarah Snelling - 19th March 2018
We have stayed in Tradewinds before and really liked it! Mr Jeremy Bragg - 8th January 2018
We were very happy and comfortable!Mr R Fisk - 16th November 2017
This charming rental is relaxing, comfortable and well located on a quiet street close to the Downs, the promenade and the shops. We felt at home the minute we walked through the door!Ms Suzan Ziobro - 29th August 2017
Wifi. And car parking a godsend also allows dogs, love it my second home.Miss Margaret Mitchell - 27th June 2017
Tradewinds is one of the most clean and comfortable holiday properties I have stayed in. Due to this we all settled quickly into our temporary home and could get on with the business of enjoying our holiday. Thank you.Ms Sharon Jordan - 24th April 2017
Very comfortable with everything we needed.Ms Cassie Ilett - 2nd March 2017
Was good for us on our first short break with our dog, close to local commons and great walks around Southwold.Mrs Heather Wigmore - 12th February 2017
Lovely cosy cottage in an ideal position.Mr Peter Harrison - 9th February 2017
Good overall property and suited us very well for our first holiday with our dog. Also a great advantage to have a parking space in the centre of town.Mr S Cracknell - 6th July 2016
Very attractive, comfortable and chic place to stay. Dogs welcomed the happy hours they spent in the sunny garden.Hilary Webster - 10th May 2016
Cosy, comfy house in an excellent location. We had a lovely Christmas break and would return to this property. Enjoyed our stay hugely. Excellent location for the town and beach. Good beach walking with our dog. Also lovely walks down to Blackshore and Walberswick. Good to see how many businesses are dog friendly. Would recommend Coasters and The Red Lion in town; Sole Bay fish Company and The Harbour Inn at Blackshore; and The Bell and The Anchor in Walberswick.Mr Adrian Stenton - 1st January 2016
A lovely property.Mrs Jill Townsend - 9th October 2015
By far the main thing for us is that Southwold is such a dog-friendly place so the availability of properties where we can be with out dogs is important.Dr Gerard Lum - 28th May 2015


Holiday Extras

Holiday Extras

We've hand-picked a selection of Holiday Extras from trusted partners to make your holiday extra special. When you make your booking, you'll see all the Extras on offer at your chosen property and be able to add them to your holiday. Booking them in advance gives you more time to relax when you arrive, and remember - many of these offers are exclusive so you won’t find them anywhere else.

Travel & Transport

Europcar Car Hire

Europcar, our preferred car hire partner, are offering you great quality UK car hire at affordable prices. With our dedicated offer you will save up to 20%.

Food & Drink

Dineindulge Dineindulge - private dining service

Enjoy private dining in the comfort of your holiday property. Dineindulge offer a personal chef service with restaurant quality cuisine from only £25 per perso...

Food & Drink

Lady Florence Lady Florence River Cruise Restaurant

Experience the river from a totally different angle with a trip on the Lady Florence River Cruise Restaurant. Enjoy a leisurely lunch or sunset supper on board ...

Outdoor & Active

Charlotte Atkinson Nordic Walking Experience with British Nordic Walking qualified instructor.

Learn the basics of Nordic Walking - an activity for everyone with multiple benefits for your health!

Pamper & Relax

Dawn Pretty Private art class - Paint a souvenir

Enjoy a 2½ hour art class at a location of your choice with leading local artist Dawn Pretty and take home your masterpiece as a souvenir. Just £25/person.

Food & Drink

Sponge Sponge Cakes

Want to celebrate during your holiday? 15% discount on award winning handmade sponge cakes delivered to your holiday cottage. 

Attractions & Experiences

Sue Hudson Sue Hudson’s Bread Workshops

Norfolk based Sue is well-known bread skills tutor, her workshops take place throughout East Anglia and sometimes beyond!  Sue has gained a reputation for her ...

Attractions & Experiences

Southwold Golf Club Unlimited Golf Packages at Southwold Golf Club

Enjoy unlimited golf at this lovely seaside golf course with our exclusive packages from only £49 per person.

Attractions & Experiences

Valley Farm Vineyards Vineyard Tour and Tasting

Take a tour of this charming Suffolk vineyard, meet the owner and enjoy a bottle of their latest vintage and a picnic amongst the vines.