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. 
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • No pets
  • No garden/courtyard
  • No private parking
  • WiFi available
£400 - £735 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: King sized 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.

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!


  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • No pets
  • No garden/courtyard
  • No private parking
  • 2 Single beds
  • 1 King size/super king size bed
  • WiFi available
  • 3 Stars
  • Bath towels included
  • Bed linen included
  • Equipped with a dishwasher



The Lookout is a great property for watching the world go by. It is very well equipped and very comfortable.Miss Cherine Robson - 20th August 2018
Had a really good holiday.The property was fine and comfortable. Ms H Ashton - 14th July 2018
We loved it & will probably return. Mr David Hickman - 10th June 2018
The flat was very nice, great location & very well equipped.Mrs Anna Carter - 2nd June 2018
Great flat, really well thought out for visitors. Thanks for a comfortable stay.M & E MacLeod. - 1st May 2018
We have had a wonderful week. Lovely well equipped flat in the heart of Southwold.Mrs K Peggs - 30th March 2018
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


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

Discover Newmarket Discover Newmarket Tours

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Pamper & Relax

Ufford Park Health & Spa Two for One Fire and Ice Spa Day at Ufford Park Spa

Treat yourself and a partner to the ultimate indulgent day of relaxation at The Thermal Suite, Ufford Park Spa, plus enjoy 25% discount on treatments.

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Cretingham Golf Club Unlimited Golf Packages - Cretingham Golf Club

We are delighted to be able to bring you this exclusive offer from one of the county’s most picturesque golf courses.  The 18-hole parkland course is...

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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...

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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...

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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

Dragonfly Tea 20% off Dragonfly Tea

There’s nothing better than relaxing with a delicious cup of tea on your holiday, so we’re offering you 20% off Dragonfly Tea’s wonderful range.