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 £328
The Old Dairy
32221 bedroom, dog friendly cottage with sea views at Lands End, Cornwall.
This retreat has so much to offer…including a shared outdoor heated swimming pool (available from the beginning of May to the end of September) and a shared games-room/gym, as well...
7 nights from £328
7 nights from £345 *
Nanteague House
3922 bedroom, dog friendly house with a pool near Perranporth, Cornwall
Nanteague House is semi-detached with its own south-facing sun-trap patio to the front, the perfect place for evening drinks as it overlooks the central courtyard and heated swimmi...
7 nights from £345 *
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20% off
31 Aug 2019 - 7 Sep 2019
£664.02 £531.22
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 £347
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 shares a heated swimming pool with Nanteague House (392) (heated by an air source heat pump and availabl...
7 nights from £347
7 nights from £714 *
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 £714 *
7 nights from £376
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 £376
7 nights from £436
Willow Stump
33112 bedroom, dog friendly cottage near the beach in Sennen with a pool.
Immaculate and furnished to a very high standard, this first (or last) holiday cottage in England, is a contemporary retreat. It has a wood-burner, a large garden, a games-room/gym...
7 nights from £436
7 nights from £458
2 Springfield Court
35292 bedroom self catering apartment near the beach in Seaview.
A ground floor apartment set within a gated development, 2 Springfield Court enjoys use of eight acres of shared grounds, a heated outdoor swimming pool and tennis court. It would...
7 nights from £458
7 nights from £480
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 £480
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 in the post 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 £495
The Penthouse Springfield Court
39882 bedroom self catering apartment with sea views in Seaview, Isle of Wight
This stunning building is set back from the Seaview Duver accessed by an impressive driveway, as you enter through the grand set of gates and make your way up to the Penthouse you ...
7 nights from £495
7 nights from £527
Monterey Pines
33102 bedroom, cottage with sea views, hot tub and pool in Sennen
Definitely the first (or last) hot tub and outdoor swimming pool in the country! This immaculate retreat is all on one level making it perfect for guests of all ages. Your own priv...
7 nights from £527
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5% off
24 Aug 2019 - 30 Aug 2019
£1300.50 £1235.48