The Finest Choice of Holiday Cottages

The Lookout

Southwold - Southwold & Surrounding Villages

Appropriately named, The Lookout peers over Southwold High Street’s hustle and bustle. This cosy holiday apartment for four is in the perfect location for exploring the best of Southwold. 
  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • No pets
  • No garden/courtyard
  • No private parking
£385 - £715 per week *


The Lookout can be found in Southwold's High Street, in the heart of one of Suffolk's most treasured seaside towns. Guests will love being on the doorstep of Southwold's shops, beach and Common.

When entering the property, guests will discover the open plan kitchen, living room and diner. For chillier times of the year, an electric, wood burner style fire keeps the apartment toasty whilst big, sash windows let in floods of natural light. The nautical themes in The Lookout create calming surroundings, fitting perfectly with the location of the flat. Big comfortable sofas mean that all four guests can enjoy relaxing by the fire, and a dining table complete with bench-style seat creates a great space for guests to enjoy eating together. The well-equipped kitchen is perfect for self-catered breakfasts, lunches, or dinners, should the guests wish to eat in.

The nautical theme runs through the apartment and into the cosy bedrooms. Located at the back of the apartment and down a small staircase, guests won’t need to worry about the noise from Southwold High Street as they will be tucked up, nice and cosy away from the hustle and bustle. The family bathroom has a large shower bath and a heated shower rail.

Why We Love This Property: We love The Lookout’s location. Whether they fancy a shopping trip, a day at the seaside, a pub crawl or dinner at a delicious restaurant, all activities are just a short walk away. 

Staircase leading to

Open Plan Room with Sitting Area: TV, DVD, CD, wood burner effect electric fire, views over the High Street. Dining Area: Table and chairs with a bench-style seat. Kitchen: Electric oven and induction hob, fridge with ice box, dishwasher.

Four steps down to
Bedroom 1: Double bed.
Bedroom 2: Twin beds.
Bathroom: Bath with over bath shower, washbasin and WC.

Parking: Roadside (you may load/unload your belongings off-road).
Heating: Electric heating.
Notes: Wi-Fi, towels and generous welcome pack provided. Cot and highchair available to use.

Southwold Central - The properties located in central Southwold are all within minutes of the market place, with the elegant Swan Hotel, an excellent range of small shops including a greengrocer with fresh local produce, family butcher and delicatessen. The upper promenade is ideal for a peaceful stroll at any time of the year and provides quick access to the beach and of course, the lighthouse in the town is a good landmark. There is also easy access to the common and a nearby footpath takes you down to the harbour with the foot ferry to Walberswick (summer only). Don't forget that the beach is never very far away!


  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • No pets
  • No garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 Double bed
  • WiFi available
  • 3 Stars
  • Equipped with a highchair
  • Cot available
  • Bath towels included
  • Bed linen included
  • Equipped with a dishwasher



Nice autumn break. Great position in centre of Southwold. So glad I chose it over others that were more suburban.Mr M Davenport - 27th October 2017
We had a lovely time in a very well presented and comfy propertyMrs J Hammond - 31st May 2017
A terrific place to stay. Very comfortable, well-equipped and relaxing. Many thanks for catering so thoughtfully. Mrs A Tyerman - 2nd January 2017
A lovely place to stay, on the high street but still nice and quiet, everything you could want for a stay, will be returning soon, Thanks to the owners and Suffolk Secrets.Mr P Astill - 19th October 2016


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.

Attractions & Experiences

Nick Catling Photography 10% Discount on Beach Photography Workshop

Capture beautiful images on film to help keep the memories of your Suffolk cottage holiday alive with this full day photography workshop with Nick Catling.

Food & Drink

Virgin Wines 12 Bottle Classic Wine Selection

This classic case oozes class and is perfect to give you various flavours from across the globe! Enjoy 2 bottles of each wine to encourage sharing or indulgence...

Normal price


Food & Drink

Virgin Wines 12 Bottle Luxury Wine Selection

This 12 bottle case is packed full of wines to blow you away with flavours and complexities all round – a case guaranteed to impress all who get the pleas...

Normal price


Outdoor & Active

Aldeburgh Yacht Club 2 Hour Sailing Experience at Aldeburgh Yacht Club

Take to the water with and RYA instructor at Aldeburgh Yacht Club for a private sailing lesson.

Food & Drink

Spicers of Hythe Ltd 20% discount on Hampers of Distinction

A hamper of distinction from Spicers of Hythe adds a little luxury to any occasion. We offer 20% off a beautifully presented hamper of gourmet delights.

Food & Drink

Virgin Wines 6 Bottle Celebratory Wine Selection

A true Prosecco lovers case! No excuse is needed for this beautiful selection (so don’t let others tell you any different!). Start with the wonderful flor...

Normal price


Food & Drink

Virgin Wines 6 Bottle Classic Wine Selection

This 6 bottle classic case is perfect for those wanting to try something of everything – carefully selected to incorporate crowd pleasers from across the ...

Normal price


Food & Drink

Brasserie Bleue Afternoon Tea for Four

Sit back and relax with a truly scrumptious afternoon tea at Aldeburgh’s Brasserie Bleue. Price: £40 for four people.

Events & Entertainment

Sue Hudson Bread Making Friends & Family Bake Off

Always wanted to make your own bread but not known where to start? Enjoy a bread making workshop for just £36pp.

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%.