Cottages in Dorset for May Day Bank Holiday

Pick from 39 cottages for May Day bank holiday

The Old Manor House is a 5 bedroom, dog friendly cottage close to the beach near Lyme Regis.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1619 * booking fees included

The Old Manor House

4124

5 bedroom, dog friendly cottage close to the beach near Lyme Regis.


Less than half a mile from the World Heritage Jurassic Coast, The Old Manor House is a beautiful 16th Century, Grade II Listed house, full of character with a delightful enclosed g...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1619 *

View
  • 25% off

    17 Jul 2026 - 24 Jul 2026

    From £2927.00 £2211.00 booking fees included

  • 25% off

    7 Aug 2026 - 10 Aug 2026

    £3954.00 £2981.25 booking fees included

Cobb Cottage is a 4 bedroom, dog friendly cottage with sea views in Lyme Regis, Dorset.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1253 booking fees included

Cobb Cottage

3243

4 bedroom, dog friendly cottage with sea views in Lyme Regis, Dorset.


Escape to the coast and this fabulous cottage where you can watch the seascape change all day long. Just minutes from the harbour at Lyme Regis and its iconic Cobb, this Grade I...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1253

Oak Tree House is a 4 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

From £373 per night + £63 booking fees

Oak Tree House

6112

4 bedroom, dog friendly holiday cottage near Dorchester, Dorset.


Oak Tree House is a particularly special property for gathering friends and family (plus the four-legged variety) together. Set in stunning grounds in the little village of Frampto...

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

From £373 per night

Beech Cottage is a 5 bedroom, dog friendly cottage with views over the nature reserve near Bridport, Dorset.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1197 booking fees included

Beech Cottage

2887

5 bedroom, dog friendly cottage with views over the nature reserve near Bridport, Dorset.


This beautiful stone farmhouse has something very special indeed - it comes with a 450 acre nature reserve and a unique relationship with Dorset Wildlife Trust, offering comfortabl...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1197

View
  • 20% off

    17 Jul 2026 - 21 Jul 2026

    £1769.25 £1428.00 booking fees included

Our property managers are local experts who handpick perfect places to stay.

Buddlewall is a 6 bedroom thatched, dog friendly home near Lyme Regis, South Devon.
  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1588 booking fees included

Buddlewall

3979

6 bedroom thatched, dog friendly home near Lyme Regis, South Devon.


Buddlewall is an historic east Devon farmhouse, in a beautiful hidden rural setting, a short drive inland from the spectacular World Heritage east Devon and Dorset Jurassic Coast. ...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1588

Hood's and Loaf at Kingsland Farm

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

7 nights from £1753.96 booking fees included

Whetley Farm

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £989.54 booking fees included

West Hembury Farm

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1093.18 booking fees included

Doghouse Farm

  • Sleeps 9 + 3 cots in 3 properties
  • Changeover Sat

7 nights from £1413.77 booking fees included