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.
20 luxury self-catering cottages with outdoor pools
7 nights from £680
3 Springfield Court
35473 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
With a comfortable interior, an unbeatable location, manicured grounds and the beach within easy reach, 3 Springfield Court has it all. This delightful holiday home would suit a fa...
7 nights from £680
7 nights from £780
The Drey
51393 bedroom self catering cottage near the beach in Seaview, Isle of Wight
Located in the grand building that is Springfield Court, guests staying in this lovely holiday home can take full enjoyment of the grounds during their stay. Comfortably furnished ...
7 nights from £780
7 nights from £1118
Shore House
37783 bedroom self catering cottage with sea views in Seaview, Isle of Wight
A seaside sanctuary, Shore House is a beautifully decorated three-storey house, with its own private heated swimming pool. Making the most of the far reaching views over the Solent...
7 nights from £1118
From £458 per night
Appledore
55414 bedroom, dog friendly apartment with sea views near Braunton.
Sitting on the clifftop, with breathtaking views of the golden sands of Saunton and over the Atlantic Ocean, a dreamy coastal escape awaits at Appledore. Sleeping seven and dog-...
From £458 per night
7 nights from £1355
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 £1355
7 nights from £4038
Beach House
51974 bedroom self catering cottage with river views near Pembroke.
Welcome to Beach House, a very special getaway hidden within the timeless beauty of Pembrokeshire National Park. The secluded location is nothing short of idyllic; nestled into the...
7 nights from £4038
From £870 per night
The Penthouse
55364 bedroom apartment with sea views near Braunton, North Devon.
Perfectly situated overlooking the beautiful beach at Saunton Sands on the dramatic north Devon coast, The Penthouse is the ultimate five star luxury retreat offering stylish open ...
From £870 per night
7 nights from £2397
Little Forelands
44745 bedroom self catering cottage with sea views in Bembridge, Isle of Wight
This absolutely lovely family home in Bembridge, on the east coast of the Isle of Wight, has a large garden and stunning sea views. With a gated entrance Little Forelands is privat...
7 nights from £2397
7 nights from £2857
Sunnynook
41574 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.
Sunnynook is a true beachside retreat, boasting the most incredible, unrivalled sea and beach views over Bigbury-on-Sea, Bantham and Burgh Island. This wonderful home also has a fa...
7 nights from £2857
Dominey's Yard
7 nights from £2018
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.