The Finest Choice of Holiday Cottages


Southwold - Southwold & Surrounding Villages

Set in a pretty Victorian building in Southwold, Jackstay is perfect for families or small groups searching for a coastal UK holiday in a central location.
  • Sleeps 5
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet allowed
  • Garden/courtyard
  • No private parking
  • WiFi available
£450 - £1105 per week *


What was once part of a department store in the 1800’s, Jackstay is now a wonderful holiday home set in a beautiful Victorian building close to the beach in Southwold, Jackstay is perfect for families or small groups searching for a coastal UK holiday in a central locations.

The holiday cottages exterior is something to behold with its sash windows, arches and attractive brickwork. The large windows flood Jackstay with natural light, creating a bright and happy environment for guests to enjoy.

The heart of Jackstay is its comforting lounge and dining room, complete with French doors that lead out into the private patio area. Here, guests can enjoy dining, relaxing and engaging either inside or out. A fully functioning kitchen means that guests have the option of dining at home or in the many restaurants, cafes and pubs that Southwold has to offer. Continuing upstairs, guests will discover three bedrooms and a family bathroom. With big sash windows continuing on the first floor, the rooms make the most of the outstanding view of Southwold Lighthouse, creating an authentic coastal feel.

Jackstay is in a fantastic location. Whether guests decide to venture Suffolk as a whole or stay in Southwold, either way, there is an abundance of things to do. Southwold is home to an action-packed pier, theatre, high street, beach and common, and Jackstay is right in the thick of it. Shop: 100 yards Pub: 100 yards.

Why We Love This Property
Jackstay has unbeatable views of Southwold Lighthouse. As a coastal holiday destination, there is nothing better than peering outside and seeing such an iconic seaside stature.

Entrance: into hallway
Sitting Room: TV, DVD. Dining Area: Table and chairs, French door leading out onto the small courtyard.
Kitchen: Cooker, fridge, microwave, dishwasher, washing machine.

Bedroom 1:
Double bed, TV.
Bedroom 2: Double bed.
Bedroom 3: Bunk beds.
Bathroom: Bath, over-bath electric shower, washbasin and WC.

Garden: Small courtyard.
Parking: On street.
Heating: Central heating.
Pets: One well-behaved pet welcome.
Notes: Wi-Fi provided. Fridge with ice box available use under the staircase.

Southwold Pier Area - It is often said that nothing changes in Southwold. However, the much-acclaimed pier was rebuilt in 2001 and was the first to be constructed in England in over 50 years. It now fits in well with the painted beach huts, promenade and colourful flowerbeds. There is a shop, cafes and an alternative amusement arcade there. The selection of properties hereabouts makes it an ideal location to stay in Southwold if you require quiet accommodation that is also close to the beach, town centre and the many footpaths across the marshes leading you to the less explored areas of the town.



  • Sleeps 5
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet allowed
  • Garden/courtyard
  • No private parking
  • 2 Double beds
  • 2 Single bunk beds
  • WiFi available
  • 3 Stars
  • Equipped with a highchair
  • Travel cot available
  • Bath towels included
  • Bed linen included
  • Equipped with a dishwasher
  • Equipped with a washing machine



This property is very comfortable,well appointed and extremely close to the town centre and beach. Chester Road is an excellent location for those who want to be close to all local amenities.Mr Peter Boreham - 30th April 2018
11 Chester Road is very conveniently located close to the lighthouse, beach, and town centre. The property is comfortably furnished and well-equipped for an enjoyable stay. The property has Wi Fi connectivity. Mrs M Boreham - 10th July 2017
11 Chester Road provides pleasant comfortable accommodation that is centrally situated close to shops, the sea and local amenities. The cottage which is equipped with WiFi offers a relaxing holiday environment.Mrs M Boreham - 7th November 2016
Clean, comfortable and well equipped house. Enjoyed our stay very much. Thank you.Mr E J Slade - 19th February 2016
A conveniently located comfortable property very close to the seafront and all town amenities. An ideal holiday property for small families or more mature visitors who appreciate a quiet but central location in Southwold. Great views of the lighthouse.Mrs M Boreham - 19th October 2015
We love coming to Southwold and find Suffolk a very beautiful county. The staff at Suffolk Secrets are friendly and efficient.Mrs Parish - 1st June 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.

Attractions & Experiences

Discover Newmarket Discover Newmarket Tours

Once the sporting playground of royalty, the historic home of horseracing celebrates a heritage dating back over 350 years. The area has loads to offer with Dis...

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Nomad Sea Kayaking Nomad Sea Kayaking Adventure

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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...

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...

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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.