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 41 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 41 available Dartmoor cottages
7 nights from £294
Lower Hewton Cottage
28471 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 ...
7 nights from £294
7 nights from £382
The Granary
27601 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...
7 nights from £382
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £391
Ned's Nook
32201 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'...
7 nights from £391
7 nights from £432
Leat Mill
14091 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...
7 nights from £432
7 nights from £459
Dairy Cottage
43871 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...
7 nights from £459
7 nights from £459
Swallow Cottage
43881 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...
7 nights from £459
7 nights from £560
Room With A View
47831 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...
7 nights from £560
7 nights from £590
Huckworthy
32561 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
Taking its name from the nearby bridge over the Walkham river, Huckworthy is a truly idyllic couple's retreat. Granite steps lead you up to the front door and private garden area, ...
7 nights from £590
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £472
Leat Mill Cottage
5542 bedroom, dog friendly holiday cottage, Lifton, Dartmoor.
Set in a tranquil location, Leat Mill Cottage is spacious and comfortable, with some lovely original features. Birdsong may well be your lasting memory from your stay here, as the ...
7 nights from £472
7 nights from £370
1 Rose Cottage
45052 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
This pretty cottage is nestled in the heart of the beautiful village of Lydford, home to a fabulous pub within walking distance, wonderful countryside views galore and many histori...
7 nights from £370