May half term holiday cottages

We've got 545 holiday cottages matching your search in the South West...

Darling Chestnut is a 1 bedroom self catering cottage near Helford, West Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £582

Darling Chestnut

6009

1 bedroom self catering cottage near Helford, West Cornwall.


Resting under the ancient chestnut tree, not far from the oak-lined banks of the Helford, this beautifully converted detached barn has been curated into a dreamy retreat for two lu...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £582

Starry Skies is a 2 bedroom self catering cottage near Helford, West Cornwall.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £850

Starry Skies

6008

2 bedroom self catering cottage near Helford, West Cornwall.


Hidden away near the serene waters of the Helford River lies this thoughtfully renovated barn conversion and wild spa, where every detail has been crafted with care. From the soft-...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £850

We are Gold accredited with the Green Tourism Business Scheme.

The Barn at Great Eckworthy is a 1 bedroom, dog friendly holiday cottage near Bideford, North Devon.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £195 per night

The Barn at Great Eckworthy

6034

1 bedroom, dog friendly holiday cottage near Bideford, North Devon.


The Barn at Great Eckworthy is a stunning barn conversion, beautifully crafted and perfectly positioned in the rural hamlet of Buckland Brewer in the north Devon countryside yet on...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £195 per night

Hood's and Loaf at Kingsland Farm

  • Sleeps 6 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £2071

Hood's is a 2 bedroom, dog friendly self catering cottage near Bridport, Dorset.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1488

Hood's

6045

2 bedroom, dog friendly self catering cottage near Bridport, Dorset.


**Hood's can accommodate flexible check in days – please contact us to request.** This stunning barn and milking parlour conversion is set within the glorious Dorset countryside...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1488

View
  • 25% off

    20 Feb 2026 - 27 Feb 2026

    £1050.00 £787.50

  • 25% off

    27 Feb 2026 - 2 Mar 2026

    £735.00 £551.25

  • 25% off

    6 Mar 2026 - 13 Mar 2026

    From £1050.00 £787.50

Loaf is a 1 bedroom, dog friendly self catering cottage near Bridport, Dorset.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £583

Loaf

6046

1 bedroom, dog friendly self catering cottage near Bridport, Dorset.


**Loaf can accommodate flexible check in days – please contact us to request.** Loaf is a gorgeous and sympathetic restoration of an ancient Dorset granary with panoramic views ...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £583

View
  • 25% off

    15 Feb 2026 - 20 Feb 2026

    £473.25 £354.94

  • 25% off

    20 Feb 2026 - 27 Feb 2026

    £631.00 £473.25

Mayflower Cottage is a 2 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £644

Mayflower Cottage

6020

2 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.


Steeped in charm and just moments from the water's edge, this historic pink-washed cottage offers a quintessential taste of coastal life in one of Cornwall's most picturesque corne...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £644

Old Mill Floor is a 4 bedroom, dog friendly cottage near the beach in Tintagel, Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £3000

Old Mill Floor

6031

4 bedroom, dog friendly cottage near the beach in Tintagel, Cornwall.


Hidden away in an enchanting wooded valley near Trebarwith, this four bedroom retreat offers a truly unique escape. Set within eight acres of breathtaking natural beauty, where a g...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £3000

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

The Forecast is a 1 bedroom self catering cottage near Lyme Regis, South Devon.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £701

The Forecast

6027

1 bedroom self catering cottage near Lyme Regis, South Devon.


Introducing The Forecast. This fabulous lodge, fully complete with luxury sauna, is the perfect retreat for a couple looking for a special getaway. This beautiful bolthole enjoys t...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £701

View
  • 20% off

    13 Feb 2026 - 20 Feb 2026

    From £616.00 £492.80

Tea By The Sea is a 3 bedroom, dog friendly apartment with sea views in Cadgwith.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £498 *

Tea By The Sea

6025

3 bedroom, dog friendly apartment with sea views in Cadgwith.


Less than a minute's stroll from the sea, this characterful two-storey apartment offers a wonderfully laid-back base for exploring Cadgwith, the picturesque little fishing cove tha...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £498 *

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