May Dartmoor Cottages

Discover and rediscover Dartmoor this May. With the moors bursting into life, awash with colour and bathed in warm sunlight, there has never been a better time to make the most of a Dartmoor getaway. Enjoying a pick up in pace with local events and activities yet quieter ahead of summer, enjoy a May holiday in Dartmoor and do as little or as much as you like. Our holiday cottages provide a real home-from-home.Read more

Indulge in some much-needed downtime and head to Dartmoor this May. If you're looking for somewhere interesting to spend half term with the kids, Dartmoor provides lots of places to explore, as well as great access to nearby towns and cities. Perhaps you'd like to enjoy a romantic short-break over a May bank holiday with your loved one. If so, we have beautiful one and two bedroom properties, offering ample space and ultimate comfort during your stay. If walking is your thing, then Dartmoor is definitely the place for you. There are lots of stunning sights to be seen, including a chance to see the majestic Dartmoor ponies roaming free. If you've got a dog, then our dog-friendly properties in Dartmoor will definitely be of interest to you.  

Self-Catering Cottages in Dartmoor for May 

However you'd like to spend your holiday in Dartmoor, our cottages provide the comforts of a real home with luxurious modern touches. Whether you're a seasoned regular or first-time visitor, Dartmoor offers plenty to fall in love with over and over again. Choose from our 30 available cottages in May and take your first step on a journey to remember. 

At Classic Cottages we pride ourselves on marketing only the finest quality self-catering cottages. Each of our cottages is handpicked; personally inspected and fully equipped for your total ease and comfort. 

 

Discover our May collection of 30 available Dartmoor cottages

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £272

1 bedroom, rural self catering cottage near Okehampton, North Devon.


What a tranquil spot this is amidst rolling fields and wooded valleys. Lower Hewton Farm dates back to the 16th Century and the cottage, which adjoins the main house, is welcoming ...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £272

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £293 *

2 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Tuell Farm is an undiscovered rural haven of peace nestling in the Tamar Valley, an Area of Outstanding Natural Beauty. There are 28 acres to explore on this tranquil farm with Gre...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £293 *

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £345

1 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Close to Dartmoor National Park, dog-friendly and with gorgeous, extensive grounds, this former hayloft is a delight; think roses around the door, beamed ceilings and a welcoming o...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £345

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

7 nights from £355

1 bedroom, dog friendly studio near Tavistock, North Devon.


The Apple Store is an idyllic romantic retreat for two. Nestled within the stunning Devon countryside and offering the most beautiful and uninterrupted views, this cosy little retr...

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

7 nights from £355

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

7 nights from £370

1 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.


The Granary is a charming reversed level converted barn. The open plan living-room is upstairs with a well-equipped galley kitchen and a glowing wood-burner. Downstairs is a comfor...

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

7 nights from £370

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £373

1 bedroom self catering cottage near Ivybridge, South Devon.


Welcome to one of south Devon's most peaceful locations and this beautiful renovated 18th Century barn within Dartmoor National Park. This gorgeous cottage for two offers the perfe...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £373

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £373

1 bedroom self catering cottage near Ivybridge, South Devon.


Nestled in the beautiful countryside of south Devon is this beautiful renovated 18th Century barn within Dartmoor National Park. This luxury cottage for two is the perfect choice f...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £373

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

7 nights from £375

1 bedroom, dog friendly self catering cottage in Widecombe, Dartmoor.


This beautiful little cottage is a fantastic Dartmoor bolthole for guests looking for a break from routine. Snuggled in beside the other cottages surrounding Widecombe in the Moor'...

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

7 nights from £375

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £413

1 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


In an Area of Outstanding Natural Beauty just a mile from Dartmoor, The Wool Shed is a single-storey property found in Lower Chaddlehanger. Furnished and decorated in a contemporar...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £413

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £413

1 bedroom, dog friendly self catering cottage, Lifton, Dartmoor.


In an Area of Outstanding Natural Beauty, approached by a green lane, bordered by sun-dappled woodland, Leat Mill is delightful. A pretty enclosed patio overlooks tranquil surround...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £413

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