Holiday cottages for September in Dartmoor
If Septembers past are anything to go by, this is often one of the loveliest months to enjoy a holiday cottage in Dartmoor. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 37 Dartmoor holiday cottages available in September.
7 nights from £3243 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 £3243
7 nights from £1062 booking fees included
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 £1062
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.
Greenawell Farm Cottages
7 nights from £2279.04 booking fees included
From £79 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 £79 per night
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £625 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 £625
7 nights from £1281 * 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 £1281 *
7 nights from £1863 * 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 £1863 *
7 nights from £591 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 £591
7 nights from £800 * 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 £800 *
From £81 per night + £38 booking fees
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 £81 per night
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
The beaches are still peachy, the sea's had all summer to warm up and the schools have gone back. So you can have more sand, more cliffs and more moor to yourself. Use the search options on the left to choose your holiday dates. We've got 37 holiday cottages in Dartmoor available for your September break.
