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 24 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 24 available Dartmoor cottages
Wastor Farm
7 nights from £1206
7 nights from £590
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 £590
7 nights from £1119
Threshing Barn
46544 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...
7 nights from £1119
7 nights from £1085
The Shippon at Oldsbrim
46213 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 ...
7 nights from £1085
Choose from our exclusive collection at the best prices with real time availability.
Exclusive cottage collections
Our calendars show live availability, so if your pick of dates are available, you can reserve them safe in the knowledge that they won’t get sold anywhere else.
It can be unpredictable using aggregator websites that collect up information from across multiple websites. Our website stands alone, so you know what to expect and what you will get, for the best price. You won’t find this collection of cottages anywhere else, so pick your perfect place to stay from our exclusive portfolio.
7 nights from £1104
The Shippen
45323 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...
7 nights from £1104
7 nights from £513
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 £513
7 nights from £513
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 £513
7 nights from £517
Old Forge Cottage
41843 bedroom, dog friendly holiday cottage near Ivybridge, South Devon.
This charming retreat makes for the perfect adventurer’s bolthole. Whether seeking out new and exciting destinations by car, or exploring this idyllic area on foot, this property i...
7 nights from £517
7 nights from £888
Little Linhay
37302 bedroom, dog friendly self catering cottage in Ashburton, Dartmoor.
Little Linhay, a former hay barn stylishly converted into a stunning cottage, offers something very special. Set in a fabulous location within Dartmoor National Park, Little Linhay...
7 nights from £888
7 nights from £566
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 £566
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.
