May Half Term Retreats in Devon

May Half Term Retreats in Devon

Whisk your gang away on a luxury retreat in Devon this May half term. Our self-catering cottages are primed and ready to welcome you into the greener side of life this summer. Escape from the rhythm of everyday life and let your problems disappear. Each of our cottages is handpicked; carefully selected and completely equipped with a complete inventory.  Read more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

Discover our 83 May half term cottages

The Sandy Den is a 1 bedroom, dog friendly apartment with sea views in Shaldon, Devon.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £600

The Sandy Den

6156

1 bedroom, dog friendly apartment with sea views in Shaldon, Devon.


Introducing The Sandy Den, a fabulous ground floor retreat for two within a converted Victorian residence located in the heart of the village of Shaldon in Teignmouth. This fabulou...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £600

Northleigh Barn is a 2 bedroom, dog friendly holiday cottage near Crediton, North Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £796

Northleigh Barn

6147

2 bedroom, dog friendly holiday cottage near Crediton, North Devon.


Welcome to Northleigh Barn, a splendid rural retreat, located on the Two Moors Way, providing the perfect setting for those wishing to relax and unwind in the most serene countrysi...

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

7 nights from £796

Shillings Cottage is a 1 bedroom, dog friendly holiday cottage near Honiton, South Devon.
  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £670

Shillings Cottage

6140

1 bedroom, dog friendly holiday cottage near Honiton, South Devon.


Sat on a gentle hillside, this pretty flint cottage with a glorious outdoor seasonal swimming pool and stunning gardens is perfect for those looking for peace and tranquility. Nest...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £670

7 Bay View is a 3 bedroom, dog friendly cottage near the beach in Croyde, Devon.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1332 *

7 Bay View

6069

3 bedroom, dog friendly cottage near the beach in Croyde, Devon.


Set in the heart of Croyde, a few minutes' walk from its world-class surfing beach, this modern, stylish holiday home offers the perfect base for a memorable north Devon escape. Wi...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1332 *

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British Travel Awards 2025
Best company for UK holiday home rentals

9 West View is a 3 bedroom self catering cottage near the beach in Beer, South Devon.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £854

9 West View

6081

3 bedroom self catering cottage near the beach in Beer, South Devon.


Welcome to 9 West View, a delightful traditional fisherman's cottage nestled perfectly on the Jurassic Coast. This charming, characterful, terraced cottage offers a great base for ...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £854

No 5 Seaview Cottages is a 3 bedroom, dog friendly cottage with sea views in Torquay, Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2133

No 5 Seaview Cottages

6050

3 bedroom, dog friendly cottage with sea views in Torquay, Devon.


Welcome to No 5 Seaview Cottages, a beautifully finished semi-detached cottage boasting unrivalled sea views across Babbacombe Bay and beyond. This fabulous retreat offers the very...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2133

Glen Cottage is a 2 bedroom, dog friendly cottage with sea views near Dartmouth.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £918

Glen Cottage

6076

2 bedroom, dog friendly cottage with sea views near Dartmouth.


Welcome to Glen Cottage, a beautiful Grade II Listed thatched cottage which oozes charm and character. Nestled in the heart of one of the South Hams picture-perfect coastal village...

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

7 nights from £918

Swallow Cottage is a 2 bedroom self catering cottage in Bideford, North Devon.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £701 *

Swallow Cottage

6039

2 bedroom self catering cottage in Bideford, North Devon.


With fantastic on-site facilities including an indoor swimming pool, table-tennis and 12 acres of pasture and woodland to explore, Swallow Cottage offers something to keep the whol...

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

7 nights from £701 *

View
  • 15% off

    16 May 2026 - 23 May 2026

    From £701.00 £595.85

Flat 3, 1 May Terrace is a 1 bedroom, dog friendly apartment near the beach near Sidmouth.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £574

Flat 3, 1 May Terrace

5953

1 bedroom, dog friendly apartment near the beach near Sidmouth.


Welcome to May Terrace and Regency Sidmouth. Just a few minutes' walk takes you to the beautiful seafront, promenade, beaches and magnificent red cliffs. En route you will discover...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £574

Ocean Crest is a 3 bedroom apartment with sea views near Woolacombe, North Devon.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1100

Ocean Crest

5966

3 bedroom apartment with sea views near Woolacombe, North Devon.


Perched above the glorious golden sands of Putsborough beach, cocooned by the rugged and beautiful north Devon coastline, you will discover Ocean Crest. This fabulous apartment off...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1100

View
  • 15% off

    29 May 2026 - 5 Jun 2026

    From £836.00 £710.60

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Long days spent on Devon's stunning coast with the children, or late mornings and lazy afternoons spent in lush rolling countryside. Holiday cottage with private swimming pool, or luxury retreat with spectacular views. However you envisage your dream holiday and whoever you'd like to share it with, we can help you pave the way. It's good news for four-legged friends too, as many of our cottages are dog-friendly. 

Spend your May Half Term in Devon

If you've been looking forward to your May half term, rest assured it's about to get better. In a Classic Cottage you can enjoy the beautiful county of Devon all from your very own slice of heaven. To ensure the highest standards are met, we pride ourselves on marketing only the finest quality self-catering accommodation. Each cottage is carefully selected; personally inspected and fully equipped with everything you could need and more during your break. Whether you are looking for a little cottage for two, or want a big family-friendly home with space for all the kids, granny, granddad and some friends too, we'll help you find exactly what you're looking for.