Cottages For May in South Devon

Cottages For May in South Devon

Shhh! Don’t tell too many people this but, if you’re looking for a cottage holiday in May you might have stumbled on one of the best months to visit South Devon Read more

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

We have 98 self catering cottages available to rent in May in South Devon

Wychbury is a 4 bedroom, dog friendly holiday cottage near Sidmouth, South Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2645 booking fees included

Wychbury

6220

4 bedroom, dog friendly holiday cottage near Sidmouth, South Devon.


When it comes to the perfect house for that special family getaway with family or friends, Wychbury is the ideal choice. This beautiful house boasts an outdoor heated swimming pool...

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

7 nights from £2645

Island Cottage is a 3 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.
  • Sleeps 7 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1433 booking fees included

Island Cottage

6196

3 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.


Welcome to Island Cottage, nestled in the sought-after village of Bigbury-on-Sea, its elevated location provides beautiful views of both Bigbury beach, Bantham beach and the iconic...

  • Sleeps 7 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1433

Reserve your 2027 holiday for just £40.00

Find out more
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 £618 booking fees included

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 £618

View
  • 20% off

    30 Oct 2026 - 6 Nov 2026

    £552.00 £454.20 booking fees included

  • 20% off

    6 Nov 2026 - 13 Nov 2026

    £552.00 £454.20 booking fees included

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

7 nights from £765 booking fees included

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 £765

British Travel Awards 2025 - Best Company For UK Holiday Home Rentals Logo

British Travel Awards 2025
Best company for UK holiday home rentals

Mount Folly Farmhouse is a 3 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1480 booking fees included

Mount Folly Farmhouse

6108

3 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea.


Welcoming you to Mount Folly Farmhouse, a fabulous retreat which enjoys both coast and country. On entering Mount Folly Farmhouse you will feel immediately at home, this spacious y...

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

7 nights from £1480

Mount Folly Penthouse is a 3 bedroom apartment with sea views in Bigbury-on-Sea, South Devon.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1480 booking fees included

Mount Folly Penthouse

6109

3 bedroom apartment with sea views in Bigbury-on-Sea, South Devon.


If you're looking for a beautifully finished penthouse apartment, boasting the most spectacular views from almost every window, a glorious hot tub and outdoor sauna perched overloo...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1480

Mount Folly Farm

  • Sleeps 12 + 4 cots in 2 properties
  • Changeover Fri

7 nights from £2960.00 booking fees included

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 £2193 booking fees included

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 £2193

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 £955 booking fees included

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 £955

The Barn at Newton Creek is a 3 bedroom, dog friendly cottage with estuary views in Newton Ferrers.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £964 * booking fees included

The Barn at Newton Creek

6055

3 bedroom, dog friendly cottage with estuary views in Newton Ferrers.


Escape to the spellbinding haven of The Barn at Newton Creek, an enchanting waterside retreat where time slows, hearts rest, and nature whispers its secrets. Set in an enviable pos...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £964 *

Be in the know… Sign up to our newsletter for holiday inspiration, offers and all things Classic.

Load more

Spring is in full swing, it is often one of our sunniest months and some of the best local festivals start. And you get the pick of the properties in South Devon. So have a look through our 98 holiday cottages available this May in South Devon.