Cottages near Dartmouth Castle
We've got 76 holiday cottages within 5 miles of Dartmouth Castle. You can refine your search using the controls below.
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 76 self catering cottages near Dartmouth Castle to show you...
7 nights from £509
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 £509
7 nights from £509
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 £509
7 nights from £509
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 £509
7 nights from £509
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 £509
7 nights from £509
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 £509
7 nights from £509
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 £509
7 nights from £509
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 £509
7 nights from £509
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 £509
7 nights from £509
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 £509
7 nights from £509
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 £509
7 nights from £509
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 £509
7 nights from £509
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 £509
7 nights from £509
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 £509
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £509
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 £509
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £509
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 £509
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £509
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 £509
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £1298
5 Dart Marina
40022 bedroom holiday apartment with sea views in Dartmouth, South Devon.
This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...
7 nights from £1298
7 nights from £638
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 £638
7 nights from £638
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 £638
7 nights from £638
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 £638
7 nights from £638
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 £638
7 nights from £638
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 £638
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.
7 nights from £638
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 £638
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 £638
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 £638
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
7 nights from £638
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 £638
Each and every one of our cottages is fully equipped with everything you’ll need on holiday.
Fully equipped cottages
All of our cottages have a standard list of equipment that goes above and beyond. As well as fluffy towels and readymade beds, our bare minimum includes everything you’ll need and more, from plenty of teaspoons to added extras such as gravy boats so no matter where you stay, you’ll be able to make your favourite home-cooked dishes.
Each inventory is regularly checked and counted so you won’t be stuck without a ladle and can leave your hairdryer at home, plus you’ll find a starter set of toiletries and cleaning products so you can get on with your holiday.
