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

4 bedroom thatched, dog-friendly cottage near South Molton, Devon.


Hidden deep in the truly peaceful, unspoilt mid-Devon countryside, in the grounds of an historic castle, lies Affeton Barton; a 16th Century farmhouse, newly renovated to a very hi...

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

Price per week £796 - £1800 *

* Includes 15% off for parties up to 6 + cot between 28 Jul and 27 Oct 2018. Bedroom 4 is excluded at the discounted rate.

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


This legendary name befits the magical location of this superb apartment which spans the whole of the ground floor of this former harbour Cellar House. Ideal for a family or group ...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £980 - £2649

5 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


Set down a country lane, with peace and tranquility in abundance, this gorgeous Grade II Listed farmhouse is the perfect retreat for family holidays or a group of friends looking f...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £924 - £2800

5 bedroom, rural cottage near the beach near Falmouth, Cornwall.


How amazing is this? An open-air pool, a bubbling hot tub that catches the last rays of the evening sun and undulating countryside views, all just a stroll from the gorgeous Helfor...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Sat

Price per week £1350 - £3795

4 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...

  • Sleeps 10 + 2 cots
  • Regret no pets
  • Changeover Fri

Price per week £1914 - £5496


Nanteague Farm spreads over 130 acres with a beautifully landscaped coarse fishing lake set in the centre, stocked with carp, rudd, perch, roach and bream. With a heated outdoor sw...

  • Sleeps 7 + 2 cots in 2 properties
  • Changeover Sat

Price per week £605 - £1826

We are Gold accredited with the Green Tourism Business Scheme.


These are the first and last holiday cottages in England! Just a stone's throw from Land's End with its dramatic cliffs, coastal paths and below, the crashing Atlantic Ocean. Mont...

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

Price per week £952 - £2765


Nestled into a rocky cove and sheltered by the stone harbour walls in one of Cornwall's oldest fishing harbours, these fabulous apartments in the Old Cellar House offer a truly uni...

  • Sleeps 16 + 4 cots in 4 properties
  • Changeover Sat

Price per week £3140 - £8446