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 37 available Dartmoor cottages
7 nights from £877 booking fees included
New Mill
61912 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.
Welcome to this rather unique holiday retreat. New Mill is a rather deceiving name for this Grade II Listed watermill, which boasts many stunning original features, lovingly preser...
7 nights from £877
7 nights from £672 booking fees included
Hawcombe Cottage
62051 bedroom, dog friendly cottage with sea views near Tavistock.
Tucked away in the pretty riverside village of Bere Ferrers, Hawcombe Cottage is a charming hideaway for two, perfectly placed for those seeking a peaceful escape surrounded by the...
7 nights from £672
Reserve your 2027 holiday for just £40.00
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7 nights from £3240 booking fees included
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 £3240
From £93 per night + £53 booking fees
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
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £558 booking fees included
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 £558
Greenawell Farm Cottages
7 nights from £1088.15 booking fees included
7 nights from £1813 booking fees included
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 £1813
7 nights from £2030 booking fees included
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 £2030
7 nights from £532 booking fees included
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 £532
7 nights from £1179 booking fees included
The Swallows
52943 bedroom, dog friendly holiday cottage near Chagford, Dartmoor.
The Swallows, a fabulous rural retreat awaits. Nestled in the most picturesque countryside, surrounded by the most special sights and sounds mother nature can offer, along with bei...
7 nights from £1179
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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 37 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.
