Romantic Holiday Cottages for Two

Escape for a romantic break in a hand-picked holiday cottage with your favourite person. Our romantic cottages for couples provide the perfect getaway for the two of you. Whether it's a romantic surprise or a much-anticipated break, you can enjoy each other's company in your own private paradise. Look through our list of available cottages to get started.

A summer hideaway for two, strolling hand-in-hand under blue skies and a warm sun, or a winter escape, snuggled in your cosy nest in front of an open fire, we've got you covered. Our luxury self catering cottages offer the perfect base for a romantic escape. Choose from secluded romantic boltholes, to modern townhouses offering lots of choice for dining out, to seaside retreats with bubbling hot tubs. 

Romantic Breaks for Two

At Classic Cottages, we want your romantic break to be as dreamy as possible. That's why all of our cottages are carefully selected; personally inspected and fully equipped so you needn't focus on anything but each other. Browse through our 1148 available romantic getaways or contact us to find the right cottage for you. 

We have 1148 self catering cottages for romantic breaks

2 bedroom self catering cottage in Penzance, West Cornwall.


Little Martley is in a row of five cottages, which were formerly workshops for the Bolitho estate, set back from the flowing Chyandour Brook which winds its way from the Bone Valle...

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

Price per week £306 - £765

2 bedroom holiday cottage near the beach in St Just, West Cornwall.


This stylish cottage lies between St Just and the peaceful Cot Valley. Tremellion is ideal for exploring the coastal footpaths of far west Cornwall and has the advantage of pubs, g...

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

Price per week £306 - £856

2 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.


Faithfull Cottage is a lovingly restored, pretty mid-terrace cottage which enjoys a rear garden and countryside views on the outskirts of St Helens. This comfortable cottage is set...

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

Price per week £309 - £674

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.


The perfect bolt-hole for families, 61 Drake Cottage is a comfortably furnished beach bungalow located in a small waterside development on the edge of Seaview. Just yards from the ...

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

Price per week £309 - £670

2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


The Lobster Pot is a comfortably furnished beach bungalow located in a small waterside development on the edge of Seaview and next to a nature reserve. This beach bolt hole has dec...

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

Price per week £312 - £704

2 bedroom, rural self catering apartment near the beach in Ryde.


6 Sandlands is a modest top floor apartment with a large, open plan living area, just a stroll away from Ryde's wonderfully sandy beaches, the canoe lake and the children's sand pa...

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

Price per week £313 - £660

Dogs go free on holidays starting between 29th June to 5th July.

2 bedroom, dog friendly holiday cottage near the beach in Ventnor, Isle of Wight.


With an interesting history and dating from 1852, Trevessa was once a fishing cottage and overlooks the sea. The sitting-room, dining-room and both bedrooms have beautiful sea view...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £314 - £920

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


Hove To is one of a small collection of bungalows located along the Seaview Duver. Situated on the corner, it benefits from a large decked area on two sides with a lovely outlook o...

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

Price per week £314 - £680

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


Cockleshells is one of the charming Salterns bungalows situated along the Seaview Duver within a short walk to the Yacht Club and Seaview Village. The new Owner has completely rede...

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

Price per week £314 - £680

2 bedroom self catering cottage near the beach in Seaview.


This delightful, stylish seafront bungalow is located in a front row position with wonderful views of the Solent and the beach is practically on the doorstep. Days at the seaside, ...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

Price per week £318 - £690

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