Holiday cottages with a pool

Holiday cottages with a pool

Escape and have a dip in your holiday cottage swimming pool. Float away your worries and relax in style. Choose a large holiday home with a swimming pool for that long-awaited summer holiday so the little ones (and bigger ones!) always have something to do and happy family memories can be made. Or pick a bijou cottage with a private pool so you and your loved one can make like a pair of otters and float hand in hand for total relaxation.Read more

Whether you're having fun with the whole family, children splashing and games with inflatables, or relaxing on your lilo as your other half sits on the side patiently holding your glass of fizz, complete your holiday with a  holiday cottage with a swimming pool.

Browse through our collection to find holiday homes with a private pool and luxury cottages with a pool in the UK. Relax in the knowledge that you'll have something to do come rain or shine just on the doorstep of where you're staying. Our self catering cottages with a private pool are the perfect way to treat yourself to a luxury holiday.

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

62 luxury self catering cottages with pools to rent

Chestnut Retreat is a 2 bedroom self catering apartment with swimming pool in Ossett
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1500

Chestnut Retreat

5750

2 bedroom self catering apartment with swimming pool in Ossett


Visit West Yorkshire and relax in this luxury apartment with an onsite spa. After a day of visiting local attractions or walking in the hills, return to spend some quality time in ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1500

Farm Cottage is a 2 bedroom, dog friendly cottage near Ventnor.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

From £110 per night

Farm Cottage

5718

2 bedroom, dog friendly cottage near Ventnor.


For those looking for a peaceful and calming cottage then look no further than Farm Cottage, it's set in the delightful grounds of the owners' home and has been furnished with care...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

From £110 per night

The Stables is a 1 bedroom, dog friendly holiday cottage close to the beach, near Ventnor.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £72 per night

The Stables

5651

1 bedroom, dog friendly holiday cottage close to the beach, near Ventnor.


Welcome to The Stables, a romantic getaway for two! Close to the seaside town of Ventnor, with its beautiful beachfront, you can explore this corner of the Island and then retreat ...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £72 per night

65 Lower Maen Cottage is a 3 bedroom cottage with sea views near Falmouth, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £869

65 Lower Maen Cottage

5597

3 bedroom cottage with sea views near Falmouth, South Cornwall.


Welcome to this lovely, light-filled holiday home with delightful sea views, situated just a short stroll away from a pretty, sandy cove and the harbourside town of Falmouth. Set i...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £869

Sunrise and Stars is a Dog friendly shepherds hut with a hot tub near Ventnor.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £85 per night

Sunrise and Stars

5672

Dog friendly shepherds hut with a hot tub near Ventnor.


Step into an oasis of peace and tranquility on the Isle of Wight at Sunrise and Stars, a beautifully crafted hideaway with a pool for private use and a hot tub, surrounded by capti...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £85 per night

Lamellen House is a 7 bedroom, dog friendly holiday home near Wadebridge, North Cornwall.
  • Sleeps 14 + 4 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £2596

Lamellen House

5581

7 bedroom, dog friendly holiday home near Wadebridge, North Cornwall.


Come and enjoy a country break like no other, at the glorious quintessential Cornish estate of Lamellen. Wend your way up the drive, passing the beautiful show of camellias, magnol...

  • Sleeps 14 + 4 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £2596

Colwell Bay Cottages

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

7 nights from £1234

Driftwood is a A dog friendly luxury retreat with private hot tub sleeping 4.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

Driftwood

5613

A dog friendly luxury retreat with private hot tub sleeping 4.


Whisk yourself away to this pretty retreat on the glorious Isle of Wight, new to the portfolio this spring and perfect for couples, small families and four-legged companions who lo...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

We’re here to help you find your perfect place to stay 7 days a week.

Escape Away is a A luxury retreat with private hot tub and use of swimming pool.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

Escape Away

5612

A luxury retreat with private hot tub and use of swimming pool.


New to the Classic portfolio, very close to the beach, a short drive from pretty Yarmouth and not far from the iconic Needles, Escape Away is the perfect luxury retreat to base you...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

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

From £340 per night

Velator

5540

2 bedroom, dog friendly apartment with sea views near Braunton.


Set in a prime coastal position on the glorious north Devon coast, minutes away from the golden sands of Saunton Sands beach, you will discover the perfect holiday apartment for fa...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

From £340 per night

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