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
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.
19 luxury self-catering cottages with outdoor pools
7 nights from £375
Nanteague Cottage
3931 bedroom, dog friendly cottage with an outdoor pool Perranporth, Cornwall.
Nanteague Cottage is a spacious one bedroom cottage, ideal for couples, and with a heated swimming pool (shared with the owners and heated by an air source heat pump and available ...
7 nights from £375
7 nights from £839 *
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 £839 *
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £1261 *
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, in the idyllic and tranquil setting of Gillan Creek near the Helford River mouth...
7 nights from £1261 *
7 nights from £437
Orchard Dene
9973 bedroom, dog friendly holiday cottage and a pool in Croyde
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 £437
7 nights from £534
Woodcutter's Cottage
45242 bedroom cottage with outside pool near Dorchester, Dorset.
Rolling hills, bustling market towns, rich history and stunning beaches - have we persuaded you to holiday in Dorset yet? Finding a lovely cottage to stay in is the only thing you ...
7 nights from £534
7 nights from £534
Poacher's Cottage
45222 bedroom cottage with outside pool near Dorchester, Dorset.
Tucked away in the picturesque village of Buckland Newton, Poacher's Cottage is one of four gorgeous properties making up Dominey's Yard. Situated perfectly for exploring the beaut...
7 nights from £534
7 nights from £534
Gamekeeper's Cottage
45232 bedroom cottage with outside pool near Dorchester, Dorset.
Second in a row of pretty terraced cottages, this stylish property has been newly renovated to a very high standard. Gamekeeper's Cottage is one of four at Dominey's Yard, nestled ...
7 nights from £534
7 nights from £599
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 £599
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 £880
No Place
37482 bedroom thatched, dog friendly cottage with sea views in Sennen.
Reputed to be the most westerly thatched cottage in Britain, No Place boasts extensive and well-maintained gardens as well as complete privacy, and is set above the white sands and...
7 nights from £880
7 nights from £909 *
Treglyddins
48434 bedroom holiday cottage near the beach in Rock, North Cornwall.
Treglyddins is a wonderful spacious semi-detached holiday home, and the ideal base for those holidaying with family and friends. Located down a quiet road away from the hustle and ...
7 nights from £909 *