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

4 bedroom, dog friendly cottage with sea views in Cadgwith, Cornwall.


In an idyllic location with magnificent sea views, Man o' War stands peacefully on the cliffside overlooking Cadgwith, one of the most picturesque coves in Cornwall. Approached alo...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £558 - £1530

3 bedroom self catering cottage in Whitwell, Isle of Wight


Set in the rural village of Whitwell less than three miles outside of Ventnor, Willow Tree Lodge is a semi-detached bungalow offering comfort inside and out. Inside there are delig...

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

Price per week £559 - £1200

3 bedroom self catering cottage near the beach in Ryde, Isle of Wight


This lovely and well-presented detached house is just moments away from the beautiful golden beaches of Ryde and mainland transport links, creating a perfect location for a base fo...

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

Price per week £565 - £1395

3 bedroom, rural self catering cottage near the beach in Merstone, Isle of Wight.


The Barn, a linked country cottage with a rustic interior and some exposed wooden beams, is located on the outskirts of Merstone and just minutes from the quaint village of Godshil...

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

Price per week £565 - £865

3 bedroom, dog friendly cottage with sea views in Mevagissey.


Perched high above sandy Portmellon cove, the views from this modern, single-storey detached property are stunning. Large picture windows in the spacious open plan living-room let ...

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

Price per week £568 - £1449

3 bedroom, rural self catering cottage near Dartmouth, South Devon.


Eeyore's Cottage, once owned by Christopher Robin Milne, the son of Winnie the Pooh author A A Milne, has been beautifully restored. Found in the hamlet of Embridge, it is a 15 min...

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

Price per week £574 - £1464

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

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


Bay Cottage is a lovely three bedroom detached property on the outskirts of Seaview village, located in Seagrove Manor Road, a quiet spot yet just a few minutes walk into the villa...

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

Price per week £575 - £1250

3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.


There are superb views over Falmouth harbour from this lovely family house, perfect for watching the yachts, dinghies, cruise liners and naval ships out on the water and coming and...

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

Price per week £577 - £1595

3 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.


This very pretty thatched cottage is in the tranquil historic village of Tolpuddle, surrounded by beautiful countryside and just 15 miles from the World Heritage Jurassic Coast. Wi...

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

Price per week £580 - £1260

3 bedroom, rural self catering cottage near Wellington, Somerset.


You will think you are in a five star hotel at The Coach House Stables – a converted original stable building with a huge south-facing courtyard on a country estate in the gentle S...

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

Price per week £580 - £1260

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