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
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Discover our May collection of 22 available Dartmoor cottages
7 nights from £3290
Canonteign Cottage
60184 bedroom, dog friendly cottage near Bovey Tracey, South Devon.
Introducing you to the fabulous Canonteign Cottage. Nestled in the idyllic grounds of Canonteign Falls and located in the renowned Dartmoor National Park, this wonderful family hol...
7 nights from £3290
7 nights from £878
The Granary
60102 bedroom self catering cottage near Moretonhampstead, South Devon.
If it's a superb rural retreat you are looking for, look no further, The Granary at Greenawell Farm is the perfect package. The Granary is a beautiful stone cottage, finished to an...
7 nights from £878
7 nights from £1283
Rydon
55053 bedroom, dog friendly cottage near Bovey Tracey, South Devon.
Introducing Rydon, a 15th Century barn which has been restored and crafted into this most luxurious and comfortable retreat. This 'once upon a time' flower store has been architect...
7 nights from £1283
7 nights from £498
Little Oaks
49782 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...
7 nights from £498
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £1470
Greystones
49804 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...
7 nights from £1470
7 nights from £1232 *
Turner Hall
49814 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 ...
7 nights from £1232 *
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20% off
2 Jun 2026 - 4 Jun 2026
From £1170.28 £936.22
7 nights from £530
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 £530
7 nights from £725
Belle Vue Cottage
46573 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...
7 nights from £725
7 nights from £849 *
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 £849 *
7 nights from £1106
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 £1106
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.
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 22 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.
