We have 85 luxury self catering cottages for the October half term in South Devon
7 nights from £581
Smugglers Cottage
32182 bedroom, dog friendly cottage near the beach in Branscombe, Devon.
Smugglers Cottage is a beautiful property in a beautiful location just a mile inland from the stunning Jurassic Coast at Branscombe in east Devon. The cottage was originally one...
7 nights from £581
7 nights from £504
St Giles Cottage
30033 bedroom self catering cottage near Sidmouth, South Devon.
Sidbury is a delightful unspoilt village just three miles inland from Sidmouth on the wonderful east Devon Jurassic Coast. This tranquil spot is a perfect holiday base for explorin...
7 nights from £504
7 nights from £670
Eeyore's Cottage
29493 bedroom, rural self catering cottage near Dartmouth, South Devon.
Eeyore's Cottage, once owned by Christopher Robin Milne, the son of Winnie the Pooh author A A Milne, has been beautifully restored. Found in the hamlet of Embridge, it is a 15 min...
7 nights from £670
7 nights from £1415
Lambs Lawn
28315 bedroom, dog friendly holiday cottage with hot tub in Honiton, South Devon.
This fabulous 'grand design' barn conversion, near east Devon's famous market town of Honiton, is just a short drive inland from the breathtaking Jurassic Coast between Sidmouth an...
7 nights from £1415
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!
7 nights from £1288
Beach House
27754 bedroom, dog friendly cottage with sea views in Wembury, Devon.
This gorgeous house returns to Classic for 2025. Beach House is a sleek, contemporary house only minutes from the beach with sea views from the living-room and two of the bedroo...
7 nights from £1288
7 nights from £398
The Granary
27601 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.
The Granary is a charming reversed level converted barn. The open plan living-room is upstairs with a well-equipped galley kitchen and a glowing wood-burner. Downstairs is a comfor...
7 nights from £398
7 nights from £996
Bay Cottage
25612 bedroom, dog friendly house with sea views, Shaldon.
Bay Cottage is just steps from the beach in Shaldon, which lines the south shore of the beautiful Teign estuary. This fabulous house caters for parties young and old. From the grou...
7 nights from £996
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20% off
25 Oct 2025 - 1 Nov 2025
From £1245.00 £996.00
7 nights from £533
Mount Pleasant Lodge
25472 bedroom, dog friendly holiday cottage near Honiton, South Devon.
Mount Pleasant Lodge is set in the most stunning gardens in east Devon’s Blackdown Hills – part of National Landscapes (formerly known as an Area of Outstanding Natural Beauty) abo...
7 nights from £533
7 nights from £527
Moon Cottage
24152 bedroom cottage with river views in Dartmouth, South Devon.
Set on the edge of Dartmouth with delightful river views, Moon Cottage is one of a small terrace within easy walking distance of the town centre. This charming house (so-called as ...
7 nights from £527
7 nights from £805
Heron’s Rest
22882 bedroom, rural cottage with river views near Dartmouth, Devon.
Heron’s Rest is a hidden delight. Park up and walk down the narrow, stepped path and you will find it tucked below the gardens of the cottages above with a wonderful view over the ...
7 nights from £805