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 18 available Dartmoor cottages
From £93 per night
Olive
5755Shepherds hut with wood-fired outdoor bathtub in South Devon.
Nestled in a tranquil meadow on the edge of Dartmoor National Park, Olive is a charming shepherd's hut, perfect for blissful days and star gazing nights surrounded by nature. For t...
From £93 per night
Greenawell Farm Cottages
7 nights from £958
Our guests rate us 4.8/5 on Feefo, the independent review site.
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7 nights from £494
Horseshoe Cottage
57472 bedroom self catering cottage near Moretonhampstead, Dartmoor.
Welcoming a true Dartmoor gem! This charming semi-detached stone cottage nestles neatly within the grounds of Greenawell Farm, boasting oodles of space, homely touches, and a fabul...
7 nights from £494
7 nights from £2366
Mera Ghar
57135 bedroom, dog friendly holiday cottage near Plymouth, South Devon.
Escape to a south west holiday abode of dreams, on the outskirts of the maritime city of Plymouth, with the beauty of Dartmoor on your doorstep. From style to fun, no detail has be...
7 nights from £2366
7 nights from £539 *
Willow Cottage
57122 bedroom, dog friendly self catering cottage in Northlew, Dartmoor.
Come and explore this deceptively spacious and rather special pretty stone cottage in the heart of the north Devon village of Northlew, a friendly sociable village on the edge of D...
7 nights from £539 *
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 £1944
Bremridge Lodge
54664 bedroom house with a pool in Ashburton, South Devon.
Welcome to Bremridge Lodge, one of the most charming and welcoming family holiday homes south Devon has to offer. From the glorious heated, indoor swimming pool and jacuzzi hot tub...
7 nights from £1944
7 nights from £464
Stable Cottage
54461 bedroom self catering cottage near Moretonhampstead, Dartmoor.
Welcome to Stable Cottage! This gem of a cottage is part of a converted courtyard of traditional stone farm buildings and nestles perfectly within the picturesque Greenawell Farm ...
7 nights from £464
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.
From £93 per night
Nellie's Nook
5348Dog friendly shepherds hut with wood-fired outdoor bathtub.
Welcome to Nellie's Nook, a delightful little hideaway nestled in a secluded spot close to Dartmoor National Park. Ideal for that romantic escape for two, or a tranquil solo getawa...
From £93 per night
7 nights from £789 *
Pulborough House
52564 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
Welcome to Pulborough House, a lovingly restored detached white farmhouse in the centre of the much sought-after village of Lydford, including Devon Pub of the Year 2024, The Castl...
7 nights from £789 *
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 18 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.
