May Half Term Holidays

52 matching properties

1 Cumberland Close Sitting Room View: The sitting room at 1 Cumberland Close in Southwold is light and spacious, comfortably furnished with a table for dining and feature fireplace

An external view of 1 Cumberland Close, a ground floor holiday apartment located in the heart of Southwold on the Suffolk Coast. The entrance is level and would suit those who are less able

1 Cumberland Close Dining Area View: Enjoy meal times at the round dining table in the sitting room at 1 Cumberland Close in Southwold, Suffolk

Special Offers

Southwold1 Cumberland Close

Property Ref: 565444

This cosy Southwold apartment is just moments from Southwold's bustling High Street and glorious sandy beach, offering guests the very best the t...

Sleeps 4
Bedrooms 2
Bathrooms 1
No Dogs

Price: £515 - £1,170 per week

10a East Cliff External View 2 â 10a East Cliff can be seen from Southwoldâs sandy blue-flag beach and enjoys fantastic views of the Suffolk coastline and colourful beach huts

10a East Cliff External View 1 â 10a East Cliff is situated in one of the most desirable locations overlooking the sea from in Southwold. This self-catering holiday first and second floor holiday apartment is part of a larger building standing proudly o

10a East Cliff Sitting Room View 1 â The sitting room at 10a East Cliff resides on the second floor of this Southwold holiday apartment and takes advantage of those glorious sea views

Southwold10a East Cliff

Property Ref: 565396

Views, glorious views! 10a East Cliff gives guests the most impressive views of Southwold's most iconic areas.

Sleeps 5
Bedrooms 2
Bathrooms 1
No Dogs

Price: £625 - £1,385 per week

7 St Edmunds Road, Southwold: Spacious double bedrooms with comfy bed and checked throw, available to let from Durrants Holiday Cottages, Suffolk

7 St Edmunds Road, Southwold: Modern kitchen with cream shaker-style units,, available to let from Durrants Holiday Cottages, Suffolk

7 St Edmunds Road, Southwold: Large double bedroom with crisp white linen, available to let from Durrants Holiday Cottages, Suffolk

NEW

Southwold17 St Edmunds Road

Property Ref: 633795

Stylishly furnished, well-equipped and convenient for the town and beach, this comfy cottage is a real find!

Sleeps 4
Bedrooms 2
Bathrooms 1
Dogs 1

Price: £635 - £1,160 per week

Southwold1a Park Lane

Property Ref: 565412

Quirky Southwold cottage just moments from the picturesque South Green.

Sleeps 5
Bedrooms 3
Bathrooms 3
No Dogs

Price: £625 - £1,415 per week

Southwold24 South Green

Property Ref: 565415

Location, location, location! 24 South Green is a traditional Southwold cottage in prime position.

Sleeps 7
Bedrooms 4
Bathrooms 2
Dogs 1

Price: £805 - £1,650 per week

26 Pier Avenue_Durrants_Southwold_sitting room

26 Pier Avenue_Durrants_Southwold_sitting room view 2

Southwold26 Pier Avenue

Property Ref: 565401

26 Pier Avenue is a fantastic cottage for a family holiday with everything you could need for self-catering plus it has private parking!

Sleeps 8
Bedrooms 4
Bathrooms 2
No Dogs

Price: £895 - £2,250 per week

Southwold3 Pier Court

Property Ref: 565462

Modern holiday apartment with wonderful views towards Southwold Pier and the sea.

Sleeps 4
Bedrooms 2
Bathrooms 2
Dogs 1

Price: £575 - £1,210 per week

3 Trinity Street, Southwold - exterior side view

Southwold3 Trinity Street

Property Ref: 585165

Situated betwixt sea and High Street and a few short steps to the ‘Nelly’, this quirky and well-appointed holiday home is in the heart of ...

Sleeps 6
Bedrooms 3
Bathrooms 2
Dogs 1

Price: £695 - £1,695 per week

4 Church Cottages Exterior: A charming red brick terraced Suffolk holiday cottage between Southwold and Wangford

4 Church Cottages Sitting Room: A warm and inviting room with comfortable sofas, holiday cottage near Southwold, Suffolk

4 Church Cottages Kitchen: The dining table is at the heart of this country style kitchen, holiday cottage near Southwold, Suffolk.

NEW

Reydon, Southwold4 Church Cottages

Property Ref: 630591

Brimming with charm and character, this rural cottage between Southwold and Wangford enjoys scenic views and a cosy, homely interior.

Sleeps 4
Bedrooms 2
Bathrooms 1
Dogs 1

Price: £595 - £1,095 per week

NEW

SouthwoldAlbany Cottage

Property Ref: 625792

A newly refurbished and well-equipped dog-friendly holiday cottage just off Pier Avenue, one of Southwold’s most popular residential areas.

Sleeps 5
Bedrooms 3
Bathrooms 1
Dogs 1

Price: £600 - £1,195 per week

WalberswickAldebaran

Property Ref: 565421

A spacious Walberswick holiday home which is also pet-friendly! Ideal for family breaks exploring the Suffolk coastline.

Sleeps 12
Bedrooms 5
Bathrooms 2
Dogs 4

Price: £1,050 - £2,615 per week

Angel Cottage, Southwold, Cottage of the Year Bronze Award 2022

Angel Cottage_Durrants_Southwold_exterior close up

Angel Cottage_Durrants_Southwold_sitting room

SouthwoldAngel Cottage

Property Ref: 594070

Stylish, comfortable and oh-so-cosy, you’d think Angel Cottage was sent from Heaven!

Sleeps 2
Bedrooms 1
Bathrooms 1
No Dogs

Price: £595 - £895 per week

Burdock by the Sea_Durrants_Southwold_ Dining Room

SouthwoldBurdock By The Sea

Property Ref: 576251

If you're looking for a luxurious Southwold holiday cottage to show off to your loved ones, look no further than Burdock by the Sea...

Sleeps 6
Bedrooms 3
Bathrooms 3
Dogs 1

Price: £800 - £2,295 per week

SouthwoldCautley Cottage

Property Ref: 565424

If you’re looking for a lovely cosy and comfortable holiday cottage in the heart of Southwold with private parking then Cautley Cottage is for y...

Sleeps 4
Bedrooms 2
Bathrooms 1
Dogs 1

Price: £565 - £1,250 per week

SouthwoldCoastguards

Property Ref: 565411

A warm and welcoming refurbished Southwold cottage benefiting from many original features.

Sleeps 4
Bedrooms 2
Bathrooms 2
No Dogs

Price: £575 - £1,265 per week

Cobblestones, Southwold. Cottage of the Year 2022 Silver Award

Cobblestones_Durrants_Southwold_sitting room

Cobblestones_Durrants_Southwold_sitting room view 2

SouthwoldCobblestones

Property Ref: 594063

Brimming with character and comfort, Cobblestones is tucked away in a secluded courtyard in the heart of Southwold.

Sleeps 5
Bedrooms 4
Bathrooms 1
No Dogs

Price: £635 - £1,785 per week

NEW

SouthwoldCorner Cottage (The Pink House)

Property Ref: 629110

Instantly recognisable, this iconic cottage boasts wonderful views of Southwold Common from the balcony and comes with private parking.

Sleeps 3
Bedrooms 2
Bathrooms 1
No Dogs

Price: £555 - £1,095 per week

Reydon, SouthwoldDovedale

Property Ref: 576231

A family-friendly holiday cottage ideal for breaks in all seasons. Dovedale is the perfect holiday escape with everything you could desire for a self-...

Sleeps 5
Bedrooms 3
Bathrooms 1
No Dogs

Price: £495 - £1,050 per week

Garden Wing Redisham Hall_Durrants_Southwold_Exterior

Garden Wing_Durrants_Southwold_Sitting Room

BecclesGarden Wing, Redisham Hall

Property Ref: 585315

If you feel like escaping to the country for a while, this is the holiday accommodation for you!

Sleeps 4
Bedrooms 2
Bathrooms 1
No Dogs

Price: £450 - £1,110 per week

Holly House - Lounge, Durrants Holiday Cottages, Southwold

Holly House - Exterior, Durrants Holiday Cottages, Southwold

SouthwoldHolly House

Property Ref: 615088

This traditional and spacious 1930’s holiday home boasts a central location and distant sea views plus private parking for two cars.

Sleeps 7
Bedrooms 4
Bathrooms 3
Dogs 1

Price: £755 - £2,280 per week

Reydon, SouthwoldJubilee View

Property Ref: 565395

For lovers of coast and countryside, Jubilee View is located in the village of Reydon just a three minute drive from the coastal town of Southwold.

Sleeps 6
Bedrooms 3
Bathrooms 2
No Dogs

Price: £530 - £1,140 per week

SouthwoldLittle Blue Cottage

Property Ref: 565374

Where happy memories are made - stay at Little Blue Cottage in Southwold and prepare for indulgence and relaxation in this recently renovated cottage....

Sleeps 6
Bedrooms 3
Bathrooms 2
Dogs 1

Price: £615 - £1,425 per week

Lushan, Walberswick, Suffolk, Durrants Holiday Cottages

Sitting Room, Lushan, Walberswick, Suffolk

Superking or Twin Bedroom, Lushan, Walberswick, Suffolk

WalberswickLushan

Property Ref: 585938

A place where family memories are made, Lushan is a heavenly 3 bedroom period property in a tucked away part of Walberswick.

Sleeps 6
Bedrooms 3
Bathrooms 2
Dogs 2

Price: £895 - £2,120 per week

Marshfields, Southwold, Durrants Holiday Cottages, Lounge

Marshfields, Southwold, Durrants Holiday Cottages, Garden

Marshfields, Southwold, Durrants Holiday Cottages, Double Bedroom

NEW

SouthwoldMarshfields

Property Ref: 625479

A real home from home, Marshfields offers comfortable, spacious accommodation and wonderful marsh views.

Sleeps 6
Bedrooms 3
Bathrooms 2
No Dogs

Price: £795 - £1,695 per week

Millie's Lodge, 9 St Edmunds Road, Southwold - Lounge

Millie's Lodge, 9 St Edmunds Road, Southwold - Fireplace

Millie's Lodge, 9 St Edmunds Road, Southwold - Dining area

SouthwoldMillie's Cottage

Property Ref: 592086

Insta-worthy interior design! Millie's Cottage is beautifully bespoke nestled in a lovely area of Southwold.

Sleeps 4
Bedrooms 2
Bathrooms 2
Dogs 1

Price: £640 - £1,380 per week

Nuage_Durrants_Southwold_View from sitting room

SouthwoldNuage

Property Ref: 611198

Enjoy superb views of the Suffolk Coast and a central Southwold location in this heavenly loft apartment.

Sleeps 4
Bedrooms 2
Bathrooms 1
No Dogs

Price: £660 - £1,175 per week

Southwold, SuffolkNumber 5

Property Ref: 591510

This exceptional holiday bungalow has it all – stylish and comfortable accommodation, magnificent views, superb location just steps from the bea...

Sleeps 4
Bedrooms 2
Bathrooms 1
Dogs 1

Price: £800 - £1,815 per week

WalberswickOld Post Office Cottage

Property Ref: 581045

Old Post Office Cottage is a charming, cosy cottage only a few steps away from the harbour and the beach. The ideal seaside retreat for a couple or a ...

Sleeps 3
Bedrooms 2
Bathrooms 1
No Dogs

Price: £520 - £1,195 per week

Palmer's Cottage_Durrants_Southwold_Sitting Room view 2

Palmer's Cottage_Durrants_Southwold_Dining Kitchen

Palmer's Cottage_Durrants_Southwold_Front exterior

SouthwoldPalmer's Cottage

Property Ref: 599766

You’ll feel immediately at home at this beautifully renovated character cottage.

Sleeps 4
Bedrooms 2
Bathrooms 2
Dogs 1

Price: £615 - £1,275 per week

SouthwoldPetrel Cottage

Property Ref: 565445

Oh so cute and cosy! This charming Southwold cottage is a lovely place to explore Southwold in more detail.

Sleeps 4
Bedrooms 2
Bathrooms 2
No Dogs

Price: £595 - £1,120 per week

Pilot Cottage, Southwold. Cottage of the Year, Gold Award 2022

SouthwoldPilot Cottage

Property Ref: 565429

Picture perfect - Pilot Cottage is just a stone's throw from Southwold's beach and High Street shops. Ideal for large groups, Pilot Cottage ...

Sleeps 8
Bedrooms 4
Bathrooms 3
Dogs 1

Price: £915 - £2,630 per week

SouthwoldPippins

Property Ref: 565378

If you enjoy the bustle of a High Street then why not book Pippins and stay in Southwold's High Street with its abundance of boutiques, coffee sh...

Sleeps 5
Bedrooms 2
Bathrooms 1
No Dogs

Price: £510 - £995 per week

Reading Room Cottage, Southwold, Suffolk. Durrants Holiday Cottages

Reading Room Cottage, Lounge, Southwold, Suffolk. Durrants Holiday Cottages

Reading Room Cottage, Kitchen, Southwold, Suffolk. Durrants Holiday Cottages

SouthwoldReading Room Cottage

Property Ref: 565418

Take a trip back in time at this character-filled Grade II Listed cottage with superb sea views.

Sleeps 6
Bedrooms 3
Bathrooms 1
No Dogs

Price: £595 - £1,295 per week

Sandy Castle, Southwold, Durrants Holiday Cottages - sitting room

Sandy Castle, Southwold, Durrants Holiday Cottages - dining room

Sandy Castle, Southwold, Durrants Holiday Cottages - bedroom

NEW

SouthwoldSandy Castle

Property Ref: 622540

Quirky and stylish, this fabulous holiday bolt hole sits in a hidden nook, just of Southwold High Street.

Sleeps 6
Bedrooms 3
Bathrooms 2
No Dogs

Price: £715 - £1,595 per week

Sea Mist Southwold, Durrants Holiday Cottages, Lounge

Sea Mist Southwold, Durrants Holiday Cottages, Conservatory

Sea Mist Southwold, Durrants Holiday Cottages, Kitchen

SouthwoldSea Mist

Property Ref: 626749

A ‘home-from-home’ bungalow in a peaceful location close to all the attractions of Southwold.

Sleeps 5
Bedrooms 3
Bathrooms 1
Dogs 1

Price: £640 - £1,480 per week

SouthwoldSeaway House

Property Ref: 565427

Seaway House is located in the centre of Southwold therefore just a short walk to the seafront and High Street shops. This holiday cottage is comforta...

Sleeps 4
Bedrooms 2
Bathrooms 2
No Dogs

Price: £595 - £1,225 per week

WangfordSparrows

Property Ref: 565437

Sparrows offers guests the best of both worlds - a countryside location yet just a short drive to the popular seaside town of Southwold. Sparrows is a...

Sleeps 5
Bedrooms 3
Bathrooms 2
Dogs 2

Price: £585 - £980 per week

Spindrift, Southwold: Exterior view of this High Street holiday home, available to let from Durrants Holiday Cottages, Suffolk

Spindrift, Southwold: Spacious lounge/diner with bay window overlooking High Street. Holiday cottage available from Durrants, Suffolk.

Spindrift, Southwold: Top floor lounge with large sofa and table football. Holiday cottage let by Durrants, Suffolk

NEW

SouthwoldSpindrift

Property Ref: 630020

This spacious and well-presented town house in the heart of Southwold boasts some of the finest panoramic views in town.

Sleeps 6
Bedrooms 3
Bathrooms 1
No Dogs

Price: £625 - £1,495 per week

St. Elmo_Durrants_Southwold_Sitting room

SouthwoldSt Elmo

Property Ref: 565403

Spacious, homely and well-appointed, St Elmo offers ideal accommodation for fun-filled family holidays by the sea.

Sleeps 6
Bedrooms 3
Bathrooms 1
Dogs 1

Price: £615 - £1,425 per week

Stuckie Ben, Southwold, Durrants Holiday Cottages - Exterior

Stuckie Ben, Southwold, Durrants Holiday Cottages - Lounge

Stuckie Ben, Southwold, Durrants Holiday Cottages - Dining Room

SouthwoldStuckie Ben

Property Ref: 627952

A traditional terraced cottage just a short walk from Gun Hill, Southwold common and the Red Lion.

Sleeps 5
Bedrooms 3
Bathrooms 2
Dogs 2

Price: £610 - £1,175 per week

Sully's Cove holiday apartment, Southwold: Comfortable sofas and coffee table. Let via Durrants, Suffolk.

Sully's Cove holiday apartment, Southwold: Spacious master bedroom with jade feature wall. Let via Durrants, Suffolk

Sully's Cove holiday apartment, Southwold: White modern kitchen. Let via Durrants, Suffolk

SouthwoldSully's Cove

Property Ref: 592394

A lovingly renovated, luxury first floor apartment on one of Southwold’s most desirable streets.

Sleeps 6
Bedrooms 3
Bathrooms 1
No Dogs

Price: £639 - £1,275 per week

The Old Bakery, holiday cottage for two, Southwold, Durrants, Lounge 1

The Old Bakery, holiday cottage for two, Southwold, Durrants, Bedroom 3

The Old Bakery, holiday cottage for two, Southwold, Durrants, Kitchen 1

SouthwoldThe Old Bakery

Property Ref: 626778

If you’re looking for spacious holiday accommodation for two in the heart of Southwold, then The Old Bakery could be just for you!

Sleeps 2
Bedrooms 1
Bathrooms 2
No Dogs

Price: £550 - £1,175 per week

The Retreat_Durrants_Southwold_Sitting room

The Retreat_Durrants_Southwold_Dining area

SouthwoldThe Retreat

Property Ref: 594176

A well-appointed ground-floor apartment close to Southwold Common suitable for those with mobility issues.

Sleeps 2
Bedrooms 1
Bathrooms 1
No Dogs

Price: £455 - £740 per week

The Sanderling Open-plan Sitting, Dining & Kitchen Southwold

The Sanderling master Super king bedroom view 2 Southwold

SouthwoldThe Sanderling

Property Ref: 588103

A bright and contemporary holiday home for 6 adults and 2 children, The Sanderling is offers open-plan, modern living in the heart of Southwold.

Sleeps 8
Bedrooms 4
Bathrooms 3
No Dogs

Price: £1,055 - £2,485 per week

SouthwoldTibby's View

Property Ref: 565436

Tibby's View is a lovely family cottage with splendid views of St Edmunds Church. This well-established holiday cottage provides its guests with ...

Sleeps 6
Bedrooms 3
Bathrooms 2
No Dogs

Price: £670 - £1,645 per week

Toad Hall_Durrants_Southwold_sitting room

Toad Hall_Durrants_Southwold_Sitting room view 2

SouthwoldToad Hall

Property Ref: 565399

Toad Hall is a character cottage tucked away in a hidden spot close by to Southwold's South Green area.

Sleeps 6
Bedrooms 3
Bathrooms 2
Dogs 1

Price: £595 - £1,590 per week

SouthwoldTookey

Property Ref: 565381

Unique and luxurious Southwold holiday cottage just a stone's throw from Southwold's bustling High Street and glorious Common

Sleeps 4
Bedrooms 2
Bathrooms 2
No Dogs

Price: £610 - £1,315 per week

Vicary's House, Sitting room, Southwold, Durrants Holiday Cottages

SouthwoldVicary's House

Property Ref: 585971

Space, style, location and parking; Vicary's House is a popular family holiday home that ticks all the boxes – it’s pet-friendly too!

Sleeps 7
Bedrooms 4
Bathrooms 3
Dogs 2

Price: £880 - £2,415 per week

Waimana, Southwold. Cottage of the Year 2022, Gold Award

Waimana_durrants_southwold_garden room view 2

SouthwoldWaimana

Property Ref: 565417

A unique Southwold holiday home tucked away in a quiet spot, Waimana is a popular choice for families or friends looking to escape to the Suffolk coas...

Sleeps 4
Bedrooms 2
Bathrooms 2
No Dogs

Price: £665 - £1,300 per week

Westbury House_Durrants_Southwold_exterior

SouthwoldWestbury House

Property Ref: 565388

Westbury House is a large holiday home boasting one of the best positions in Southwold and has incredible views over South Green towards the sea

Sleeps 10
Bedrooms 5
Bathrooms 3
Dogs 1

Price: £1,270 - £2,900 per week

Wheelhouse Cottage_Durrants_Southwold_dining area

Wheelhouse Cottage_Durrants_Southwold_sitting room view 3

Wheelhouse Cottage_Durrants_Southwold_Sitting room view 2

SouthwoldWheelhouse

Property Ref: 594181

A comfortable and cosy holiday cottage in the heart of Southwold, with a nod to all things nautical!

Sleeps 3
Bedrooms 2
Bathrooms 1
Dogs 1

Price: £555 - £1,175 per week

SouthwoldWherry Cottage

Property Ref: 590819

A beautifully presented holiday home offering comfort, space and a great location! Reduced occupancy discount available.

Sleeps 8
Bedrooms 3
Bathrooms 3
Dogs 1

Price: £895 - £2,235 per week

May Half Term Holidays

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