Holiday Cottages with Outdoor Pools
Escape to another world when you float on the calm waters of your outdoor pool. Amongst our collection of holiday homes with outdoor swimming pools, you can wake up in luxury self-catering accommodation and head out to take a splash in your own outdoor swimming pool. Spend your days by the poolside and let your worries soak away. This is the holiday home you've been waiting for. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.13 luxury self-catering cottages with outdoor pools
7 nights from £537 * booking fees included
Orchard Dene
9973 bedroom, dog friendly self catering cottage, with pool in Croyde, North Devon.
Close to some of north Devon’s best surfing beaches, Orchard Dene is in the heart of the lovely village of Georgeham, with two good pubs and a shop within walking distance. The san...
7 nights from £537 *
7 nights from £591 booking fees included
Shillings Cottage
61401 bedroom, dog friendly holiday cottage near Honiton, South Devon.
Sat on a gentle hillside, this pretty flint cottage with a glorious outdoor seasonal swimming pool and stunning gardens is perfect for those looking for peace and tranquility. Nest...
7 nights from £591
Reserve your 2027 holiday for just £40.00
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7 nights from £1040 * 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 £1040 *
7 nights from £1294 * booking fees included
Marnylunn
47174 bedroom, dog friendly cottage with sea views near Helford.
A luxurious residence with far reaching sea views offering a real home-from-home any time of year, and in the idyllic and tranquil setting of Gillan Creek, Marnylunn means 'mariner...
7 nights from £1294 *
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £722 booking fees included
Strawberry Hole Barn
58142 bedroom thatched, dog friendly self catering cottage near Rye.
Escape to this gorgeous thatched barn, sat in the grounds of the owners' double oast house, within walking distance of Great Dixter House and Gardens. This spacious property offers...
7 nights from £722
7 nights from £800 booking fees included
Apt 1 Springfield Court
35752 bedroom self catering apartment near the beach in Seaview.
Apt 1 Springfield Court is a luxurious, ground floor apartment, set in an exclusive development in the picturesque village of Seaview. It would suit a small family or a couple in n...
7 nights from £800
7 nights from £1238 * booking fees included
Channel View
37224 bedroom, rural self catering cottage in Cadgwith, West Cornwall.
This spectacular holiday home, located in the heart of the Lizard peninsula, is perfectly proportioned for a large family group or friends. Situated a short drive from one of t...
7 nights from £1238 *
7 nights from £1424 * booking fees included
Capella
59314 bedroom holiday cottage with sea views in Croyde, North Devon.
Welcome to Capella! With its own swimming pool, hot tub and cinema, this gorgeous escape is the perfect getaway for larger family gatherings or a catch up with friends. Nestled...
7 nights from £1424 *
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20% off
28 Sep 2026 - 2 Oct 2026
From £1299.80 £1052.44 booking fees included
7 nights from £1215 booking fees included
Shore House
37783 bedroom self catering cottage with sea views in Seaview, Isle of Wight
Perfectly located in the charming village of Seaview on the Isle of Wight, with wonderful Solent views and the luxury of a private heated swimming pool, Shore House is a delightful...
7 nights from £1215
7 nights from £1554 * booking fees included
Carn Marth Lodge
61984 bedroom self catering cottage near Portreath, North Cornwall.
From the moment you arrive at Carn Marth Lodge, it's clear this is somewhere rather special. Beautifully designed throughout with luxurious finishes, generous living spaces and exc...
7 nights from £1554 *
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.
It's not every day you can climb out of bed and lounge on a floating inflatable or have breakfast al fresco by the swimming pool. But this is your holiday so you deserve something a bit more special. Book a holiday with an outdoor pool and keep the kids entertained with no effort, or take the two of you off to float in the sunlight with no-one else around. With a selection of both shared and private swimming pools available, you can give yourself a holiday to remember. View all of our holiday cottages with a swimming pool and choose your favourite property. At Classic Cottages, we handpick all of our self-catering cottages onto our books, so you can enjoy the finest accommodation around.
