
Cottages For May in South West
Shhh! Don’t tell too many people this but, if you’re looking for a cottage holiday in May you might have stumbled on one of the best months to visit South West Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 793 self catering cottages available to rent in May in South West
7 nights from £494 *
Tea By The Sea
60253 bedroom, dog friendly apartment with sea views in Cadgwith.
Less than a minute's stroll from the sea, this characterful two-storey apartment offers a wonderfully laid-back base for exploring Cadgwith, the picturesque little fishing cove tha...
7 nights from £494 *
7 nights from £1016 *
2 The White Sands
60134 bedroom, dog friendly cottage with sea views in Praa Sands.
Step into this stylish seaside retreat perched above the shimmering sands of Praa Sands. With sea views from the top floor, 2 The White Sands is a light filled semi-detached home s...
7 nights from £1016 *
7 nights from £1064
Swallows' Nest
60072 bedroom self catering cottage near Helford, West Cornwall.
Resting in a secluded corner of rural Cornwall yet perfectly placed to explore the gentle waters of the Helford River, Swallows' Nest is a soulful and quietly luxurious barn conver...
7 nights from £1064
7 nights from £722
Pendennis Tides
59942 bedroom apartment with sea views in Falmouth, South Cornwall.
A spacious, waterside apartment with amazing vistas over Falmouth harbour and Port Pendennis; this special location offers ever-changing scenery with Naval ships and luxury cruise ...
7 nights from £722
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20% off
4 Oct 2025 - 11 Oct 2025
£688.00 £550.40
7 nights from £2453 *
Roscaddon Linhay
60145 bedroom, dog friendly cottage near the beach in Helford, Cornwall.
Tucked into the lush landscape of Manaccan where the last of the temperate Cornish rainforest remains yet just a whisper from Gillan Creek and Flushing beach, this remarkable farmh...
7 nights from £2453 *
7 nights from £495 *
14 Regent Terrace
60042 bedroom, dog friendly, lower ground floor apartment with sea views in Penzance.
Tucked away just behind the iconic promenade in Penzance and mere moments from the Jubilee Pool and the sparkling sea beyond, 14 Regent Terrace is a restored two bedroom traditiona...
7 nights from £495 *
7 nights from £878
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 £878
Greenawell Farm Cottages
7 nights from £1836
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7 nights from £705 *
The Little Woodland House
6001Family size cabin with hot tub near Fowey, South Cornwall.
Welcome to Little Woodland House, a peaceful yet full-of-life glamping retreat nestled in the picturesque Fowey Valley. This thoughtfully crafted wooden cabin is ideal for a romant...
7 nights from £705 *
7 nights from £1251
Port and Starboard
59824 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
In prime position overlooking St Mawes Bay with wonderful seascape views, beautiful interiors and gorgeous contemporary furnishings, semi-detached Port and Starboard is a fabulous ...
7 nights from £1251
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10% off
20 Sep 2025 - 27 Sep 2025
From £1272.00 £1144.80
Spring is in full swing, it is often one of our sunniest months and some of the best local festivals start. And you get the pick of the properties in South West. So have a look through our 793 holiday cottages available this May in South West.