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
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 £399 *
Horseshoe Cottage
23482 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...
7 nights from £399 *
7 nights from £437 *
Stable Cottage
49332 bedroom, dog friendly holiday cottage in Ivybridge, South Devon.
With the glorious moorlands and breathtaking beauty of Dartmoor National Park right on your doorstep, Stable Cottage is the ideal holiday location for walkers and cyclists looking ...
7 nights from £437 *
7 nights from £447 *
Fig Tree Cottage
23473 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
In a tranquil spot, Fig Tree Cottage offers a haven to relax and recover from everyday life. Set in the Tamar Valley, an Area of Outstanding Natural Beauty, there are 28 acres of f...
7 nights from £447 *
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 £595
The Mews
47462 bedroom, dog friendly apartment near Bovey Tracey, Dartmoor.
Nestling in a secluded rural location, this semi-detached first floor coach house boasts a beautiful location surrounded by acres of the most stunning countryside, including a glor...
7 nights from £595
7 nights from £685
Lavender Lodge
49873 bedroom, dog friendly holiday cottage in Ivybridge, South Devon.
Nestled in the foothills of Dartmoor, Lavender Lodge is a delightful holiday abode set in peaceful countryside and offering the ideal location for outdoor living at its best. Dartm...
7 nights from £685
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 £692
The Barn House
48813 bedroom, dog friendly holiday cottage near Modbury, South Devon.
Beautifully renovated and perfectly situated in the much sought-after village of Ugborough deep in the heart of the beautiful South Hams, The Barn House is a delightful terraced co...
7 nights from £692
7 nights from £735 *
The Barn at Yeoland House
45133 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
A perfectly positioned 17th Century upside-down barn that has been sympathetically and beautifully restored. You can immerse yourself in natures wonderful glade with the backdrop o...
7 nights from £735 *