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.
16 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 *
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. Standing detached at the edge of the central courtyard, it has a large patio sheltered by fencing to offer p...
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 £396
Orchard Dene
9973 bedroom, dog friendly holiday cottage and a pool in Croyde
Close to some of north Devon’s best sandy surfing beaches, Orchard Dene is in the heart of the lovely village of Georgeham, with two good pubs and a shop within walking distance. T...
7 nights from £396
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) contemporary retreat has a wood-burner, use of the large outdoor heated swimming pool (available from the beg...
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 are Gold accredited with the Green Tourism Business Scheme.
Green Tourism Business Scheme
As a company, we look across our business and try to make sustainable changes and decisions. From using recycled paper in our printers to putting in measures for using less energy in our offices, we keep an eye on our impact on the environment.
Beyond our offices, we have passed on the same ethics to our holiday cottage owners by setting up our own Green Scheme that they can join. Each property has to tick off a certain number of actions to be included in the scheme, many of which go above and beyond the GTBS requirements.
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 hot ...
7 nights from £527
7 nights from £685
No Place
37482 bedroom thatched, dog friendly cottage with sea views in Sennen.
Set above Sennen Cove and reputed to be the most westerly thatched cottage in Britain, No Place is a detached retreat with a heated outdoor pool (available from beginning of May to...
7 nights from £685