Holiday Cottages with Outdoor Pools

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.

Isle of Wight Ferry Booking Our exclusive ferry discounts will make your island trip with Classic plain sailing.

13 luxury self-catering cottages with outdoor pools

Nanteague Cottage is a 1 bedroom, dog friendly cottage with an outdoor pool Perranporth, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £403

Nanteague Cottage

393

1 bedroom, dog friendly cottage with an outdoor pool Perranporth, Cornwall.


A spacious cottage, in pretty countryside and with a heated swimming pool - what a find. Located on Nanteague Farm which spreads over 130 acres with a beautifully landscaped coarse...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £403

Rydon is a 3 bedroom, dog friendly cottage near Bovey Tracey, South Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £861 *

Rydon

5505

3 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...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £861 *

Sunset Cottage is a 3 bedroom self catering cottage near Ventnor, Isle of Wight
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £906 *

Sunset Cottage

4319

3 bedroom self catering cottage near Ventnor, Isle of Wight


Looking for the ultimate homestay for a family holiday, a celebratory escape for a couple, or simply an excuse to get together with friends, Sunset Cottage has holiday luxury cover...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £906 *

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  • 20% off

    4 Oct 2024 - 11 Oct 2024

    From £1250.00 £1000.00

  • 20% off

    11 Oct 2024 - 18 Oct 2024

    From £1785.00 £1428.00

Marnylunn is a 4 bedroom, dog friendly cottage with sea views near Helford.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sun

7 nights from £1253 *

Marnylunn

4717

4 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...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sun

7 nights from £1253 *

Orchard Dene is a 3 bedroom, dog friendly holiday cottage and a pool in Croyde
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £486

Orchard Dene

997

3 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...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £486

Apt 1 Springfield Court is a 2 bedroom self catering apartment near the beach in Seaview.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £701

Apt 1 Springfield Court

3575

2 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...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £701

3 Springfield Court is a 3 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £691

3 Springfield Court

3547

3 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...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £691

The Drey is a 3 bedroom self catering cottage near the beach in Seaview, Isle of Wight
  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £780

The Drey

5139

3 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 ...

  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £780

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Shore House is a 3 bedroom self catering cottage with sea views in Seaview, Isle of Wight
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1118

Shore House

3778

3 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...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1118

Appledore is a 4 bedroom, dog friendly apartment with sea views near Braunton.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

From £458 per night

Appledore

5541

4 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-...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

From £458 per night

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