Cottages near The Jolly Sailor Inn
We've got 37 holiday cottages within 5 miles of The Jolly Sailor Inn. 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 37 self catering cottages near The Jolly Sailor Inn to show you...
7 nights from £633
Water's Edge
59802 bedroom, dog friendly apartment with sea views in Looe, Cornwall.
With stunning estuary views over the waters of the Looe River to the countryside beyond and stylish interiors - Water's Edge is an absolute gem! Boasting a prime location, high abo...
7 nights from £633
7 nights from £633
Water's Edge
59802 bedroom, dog friendly apartment with sea views in Looe, Cornwall.
With stunning estuary views over the waters of the Looe River to the countryside beyond and stylish interiors - Water's Edge is an absolute gem! Boasting a prime location, high abo...
7 nights from £633
7 nights from £633
Water's Edge
59802 bedroom, dog friendly apartment with sea views in Looe, Cornwall.
With stunning estuary views over the waters of the Looe River to the countryside beyond and stylish interiors - Water's Edge is an absolute gem! Boasting a prime location, high abo...
7 nights from £633
7 nights from £633
Water's Edge
59802 bedroom, dog friendly apartment with sea views in Looe, Cornwall.
With stunning estuary views over the waters of the Looe River to the countryside beyond and stylish interiors - Water's Edge is an absolute gem! Boasting a prime location, high abo...
7 nights from £633
7 nights from £633
Water's Edge
59802 bedroom, dog friendly apartment with sea views in Looe, Cornwall.
With stunning estuary views over the waters of the Looe River to the countryside beyond and stylish interiors - Water's Edge is an absolute gem! Boasting a prime location, high abo...
7 nights from £633
7 nights from £633
Water's Edge
59802 bedroom, dog friendly apartment with sea views in Looe, Cornwall.
With stunning estuary views over the waters of the Looe River to the countryside beyond and stylish interiors - Water's Edge is an absolute gem! Boasting a prime location, high abo...
7 nights from £633
7 nights from £633
Water's Edge
59802 bedroom, dog friendly apartment with sea views in Looe, Cornwall.
With stunning estuary views over the waters of the Looe River to the countryside beyond and stylish interiors - Water's Edge is an absolute gem! Boasting a prime location, high abo...
7 nights from £633
7 nights from £633
Water's Edge
59802 bedroom, dog friendly apartment with sea views in Looe, Cornwall.
With stunning estuary views over the waters of the Looe River to the countryside beyond and stylish interiors - Water's Edge is an absolute gem! Boasting a prime location, high abo...
7 nights from £633
7 nights from £633
Water's Edge
59802 bedroom, dog friendly apartment with sea views in Looe, Cornwall.
With stunning estuary views over the waters of the Looe River to the countryside beyond and stylish interiors - Water's Edge is an absolute gem! Boasting a prime location, high abo...
7 nights from £633
7 nights from £606 *
Penhallow
57994 bedroom holiday apartment with sea views close to Looe, South Cornwall.
Only a five minute amble to the beach and fabulous seashore walks and clifftop paths, Penhallow is a coastal lover's delight. It's the place for dawn dips and building sandcastles ...
7 nights from £606 *
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £606 *
Penhallow
57994 bedroom holiday apartment with sea views close to Looe, South Cornwall.
Only a five minute amble to the beach and fabulous seashore walks and clifftop paths, Penhallow is a coastal lover's delight. It's the place for dawn dips and building sandcastles ...
7 nights from £606 *
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £606 *
Penhallow
57994 bedroom holiday apartment with sea views close to Looe, South Cornwall.
Only a five minute amble to the beach and fabulous seashore walks and clifftop paths, Penhallow is a coastal lover's delight. It's the place for dawn dips and building sandcastles ...
7 nights from £606 *
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £606 *
Penhallow
57994 bedroom holiday apartment with sea views close to Looe, South Cornwall.
Only a five minute amble to the beach and fabulous seashore walks and clifftop paths, Penhallow is a coastal lover's delight. It's the place for dawn dips and building sandcastles ...
7 nights from £606 *
7 nights from £606 *
Penhallow
57994 bedroom holiday apartment with sea views close to Looe, South Cornwall.
Only a five minute amble to the beach and fabulous seashore walks and clifftop paths, Penhallow is a coastal lover's delight. It's the place for dawn dips and building sandcastles ...
7 nights from £606 *
7 nights from £606 *
Penhallow
57994 bedroom holiday apartment with sea views close to Looe, South Cornwall.
Only a five minute amble to the beach and fabulous seashore walks and clifftop paths, Penhallow is a coastal lover's delight. It's the place for dawn dips and building sandcastles ...
7 nights from £606 *
7 nights from £606 *
Penhallow
57994 bedroom holiday apartment with sea views close to Looe, South Cornwall.
Only a five minute amble to the beach and fabulous seashore walks and clifftop paths, Penhallow is a coastal lover's delight. It's the place for dawn dips and building sandcastles ...
7 nights from £606 *
7 nights from £606 *
Penhallow
57994 bedroom holiday apartment with sea views close to Looe, South Cornwall.
Only a five minute amble to the beach and fabulous seashore walks and clifftop paths, Penhallow is a coastal lover's delight. It's the place for dawn dips and building sandcastles ...
7 nights from £606 *
7 nights from £606 *
Penhallow
57994 bedroom holiday apartment with sea views close to Looe, South Cornwall.
Only a five minute amble to the beach and fabulous seashore walks and clifftop paths, Penhallow is a coastal lover's delight. It's the place for dawn dips and building sandcastles ...
7 nights from £606 *
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.
Quality inspections
We check our holiday homes to ensure that everything is up to our high standards for your holiday, from provision of our above standard minimum inventory to how fluffy the towels are, we make sure you’ll have a comfortable stay.
Hardworking teams of housekeepers will have the place spick and span, ready for your arrival, so when you get there you can just relax.
7 nights from £959
St Annes
52503 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...
7 nights from £959
British Travel Awards 2025
Best company for UK holiday home rentals