May Dartmoor Cottages

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 39 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. 

 

Isle of Wight Ferry Booking Our exclusive ferry discounts will make your island trip with Classic plain sailing.

Discover our May collection of 39 available Dartmoor cottages

Little Oaks is a 2 bedroom self catering cottage near Tavistock, Dartmoor.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £507

Little Oaks

4978

2 bedroom self catering cottage near Tavistock, Dartmoor.


Welcome to Little Oaks, a tranquil single-storey getaway nestled on the western edge of the majestic Dartmoor National Park. Its wonderfully peaceful location means this is an idyl...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £507

Greystones is a 4 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1705

Greystones

4980

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


Make your way to Lustleigh, an idyllic village in south Devon with the wild beauty of Dartmoor on your doorstep, to find Greystones; a grand, dog friendly countryside retreat, sure...

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

7 nights from £1705

Turner Hall is a 4 bedroom, dog friendly cottage near Widecombe in the Moor, Dartmoor.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1595

Turner Hall

4981

4 bedroom, dog friendly cottage near Widecombe in the Moor, Dartmoor.


Nestled in a gorgeous glade, Turner Hall is a beautiful woodland cottage, elegantly furnished and perfectly positioned in a tranquil setting with a dreamy hot tub, oodles of space ...

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

7 nights from £1595

Haretor Barn is a 2 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £557 *

Haretor Barn

4924

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


Gorgeous Haretor Barn is surrounded by idyllic Dartmoor countryside, with breathtaking views as far as the eye can see and situated on a pretty farmstead where you and your four-le...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £557 *

Our guests rate us 4.8/5 on Feefo, the independent review site.

Room With A View is a 1 bedroom, dog friendly cabin near Widecombe in the Moor, Dartmoor.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £590

Room With A View

4783

1 bedroom, dog friendly cabin near Widecombe in the Moor, Dartmoor.


Sometimes, you just need to escape from it all and find that special place. Positioned at the foot of Haytor, with breathtaking panoramic views of Dartmoor National Park, Room W...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £590

Belle Vue Cottage is a 3 bedroom, dog friendly self catering cottage in Totnes, South Devon.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £692

Belle Vue Cottage

4657

3 bedroom, dog friendly self catering cottage in Totnes, South Devon.


Nestled in the village of Rattery, only a short distance from Totnes and the glorious south Devon coast, this beautiful cottage is furnished with real charm and style. With an e...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £692

Threshing Barn is a 4 bedroom, dog friendly holiday cottage near Tavistock, North Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £952 *

Threshing Barn

4654

4 bedroom, dog friendly holiday cottage near Tavistock, North Devon.


This beautiful dog-friendly retreat is nestled in a small hamlet on an exclusive development of barns within touching distance of the wonders of Dartmoor and the best of outdoor li...

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

7 nights from £952 *

View
  • 20% off

    15 Nov 2024 - 22 Nov 2024

    From £784.00 £627.20

  • 20% off

    22 Nov 2024 - 29 Nov 2024

    From £784.00 £627.20

  • 20% off

    29 Nov 2024 - 6 Dec 2024

    From £784.00 £627.20

  • 20% off

    6 Dec 2024 - 13 Dec 2024

    From £784.00 £627.20

The Shippon at Oldsbrim is a 3 bedroom, dog friendly holiday cottage near Ashburton, Dartmoor.
  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1085

The Shippon at Oldsbrim

4621

3 bedroom, dog friendly holiday cottage near Ashburton, Dartmoor.


This charming converted Shippon is situated in the heart of Dartmoor. With stunning views over to Sharp Tor and surrounded by wild ponies, it's an ideal location for exploring the ...

  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1085

The Shippen is a 3 bedroom self catering cottage in Ashburton, South Devon.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1104

The Shippen

4532

3 bedroom self catering cottage in Ashburton, South Devon.


Welcome to The Shippen, a truly stunning hideaway nestled in the breathtaking south Devon countryside, on the edge of Dartmoor and near the lively historical town of Ashburton. Thi...

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

7 nights from £1104

Dairy Cottage is a 1 bedroom self catering cottage near Ivybridge, South Devon.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £513

Dairy Cottage

4387

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
  • No pets
  • Changeover Sat

7 nights from £513

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