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.

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 accommodation 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.

28 luxury self-catering cottages with outdoor pools

2 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...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £309 - £1071 *

* Includes 30% off for parties up to 2 + cot on selected dates. Only Bedroom 2 is available at the discounted rate.

1 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...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £328 - £898

View
  • 20% off

    24 Aug 2018 - 31 Aug 2018

    £747.60 £598.40

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

1 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...

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

Price per week £340 - £755

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  • 20% off

    25 Aug 2018 - 1 Sep 2018

    £695.60 £556.48

1 bedroom, dog friendly apartment with sea views in Mullion.


Welcoming and completely memorable, this penthouse apartment features luxurious finishes and furnishings, soft fluffy towels and breathtaking views of Mullion Cove harbour; simply ...

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

Price per week £599 - £1499

View
  • 10% off

    1 Sep 2018 - 8 Sep 2018

    £1198.90 £1079.10

4 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 the m...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

Price per week £700 - £2550 *

* Includes 25% off for parties up to 4 + cot on selected dates. The first floor bedrooms 3 and 4 are excluded at the discounted rate. 30% off for parties up to 2 + cot on selected dates. The first floor bedrooms 3 and 4 are excluded at the discounted rate.

2 bedroom self catering apartment near the beach in Seaview.


A spacious, stylish, ground floor apartment in the sought-after Springfield Court complex, Apartment 4 offers guests the shared use of eight acres of mature landscaped grounds, a t...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

Price per week £366 - £810

3 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...

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

Price per week £394 - £985

3 bedroom, rural holiday cottage near Portreath, South Cornwall.


Downalong's private hot tub is sheer luxury, day or night, and this spacious, light-filled single-storey cottage is stylishly furnished with contemporary and homely finishing touch...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

Price per week £424 - £1375 *

* Includes 20% off for parties up to 4 + cot on selected dates.

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

2 bedroom, dog friendly cottage near the beach in Sennen with a pool.


Beautifully furnished to a very high standard, this contemporary retreat has a wood-burner, shared use of an outdoor heated swimming pool (available from the beginning of May to th...

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

Price per week £436 - £1320

2 bedroom self catering apartment near the beach in Seaview.


2 Springfield Court is an exclusive, ground floor apartment set within a gated development. Boasting eight acres of shared grounds, guests can enjoy use of the extensive grounds, h...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

Price per week £448 - £1010

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