Romantic Holiday Cottages

Romantic Holiday Cottages

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.Read more

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. 

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 1452 available romantic getaways or contact us to find the right cottage for you. 

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

We have 1452 self catering cottages for romantic breaks

Grace Cottage is a 1 bedroom, dog friendly holiday cottage close to the sea near Ventnor, Isle of Wight
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £525

Grace Cottage

4209

1 bedroom, dog friendly holiday cottage close to the sea near Ventnor, Isle of Wight


This gorgeous barn conversion is set within the grounds of the stunning North Grounds Farm, just outside the village of Chale Green on the southern side of the Island. For the envi...

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

7 nights from £525

The Rigging is a 3 bedroom, dog friendly cottage near the beach in Polperro, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £526 *

The Rigging

5470

3 bedroom, dog friendly cottage near the beach in Polperro, Cornwall.


Come and live the coastal life at The Rigging, our most charming, white-washed cottage set in the idyllic harbourside village of Polperro. With bags of original features paired wit...

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

7 nights from £526 *

Demelza is a 1 bedroom self catering pod near Lostwithiel, South Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

From £75 per night

Demelza

4750

1 bedroom self catering pod near Lostwithiel, South Cornwall.


Demelza is an absolute dream. Nestled on the edge of a meadow, surrounded by rolling Cornish countryside, with views across an ever-changing pasture, open farmland and woodland, th...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

From £75 per night

Huckworthy is a 1 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £527

Huckworthy

3256

1 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Taking its name from the nearby bridge over the Walkham river, Huckworthy is a truly idyllic couple's retreat. Granite steps lead you up to the front door and private garden area. ...

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

7 nights from £527

We’ve been raising the standards of self catering holidays since 1977.

Bosun's Locker is a 1 bedroom apartment near the beach in St Mawes, South Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £527

Bosun's Locker

5213

1 bedroom apartment near the beach in St Mawes, South Cornwall.


Welcome to Bosun's Locker, a hidden away apartment conveniently situated in the heart of the vibrant Roseland village of St Mawes and perfect for a car-free Cornish getaway for two...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £527

The Duck House is a 1 bedroom, rural dog-friendly cottage near Penzance, West Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £529

The Duck House

3204

1 bedroom, rural dog-friendly cottage near Penzance, West Cornwall.


A sign that greets you on arrival states ‘Seas the Day’ and this is the place in which to do it. The Duck House is a gorgeous, contemporary, single-storey dwelling with all mod-con...

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

7 nights from £529

Bobbins Cottage is a 3 bedroom self catering cottage near Cenarth.
  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £530 *

Bobbins Cottage

5519

3 bedroom self catering cottage near Cenarth.


Once formerly part of a woollen mill dating back to 1870, Bobbins Cottage is an exquisitely renovated Welsh retreat nestling in the midst of enchanting woodland, just a short drive...

  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £530 *

The Chocolate House is a 1 bedroom holiday cottage near the beach in Penzance, West Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £530

The Chocolate House

3794

1 bedroom holiday cottage near the beach in Penzance, West Cornwall.


A perfect retreat for a couple to relax, The Chocolate House is a beautifully renovated 18th Century cottage set in iconic Chapel Street in Penzance. Although located close to the ...

  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £530

Hera is a 3 bedroom cottage near the beach near Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £531 *

Hera

3131

3 bedroom cottage near the beach near Portscatho, South Cornwall.


Hera is an end of terrace house occupying a spectacular position overlooking the whole of Gerrans Bay. Full width windows across the front of the sitting-room take in views encompa...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £531 *

The Tea Hut is a 1 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £76 per night

The Tea Hut

4477

1 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.


The Tea Hut is situated up a private drive in High Hurstwood. Nestled in the picturesque Sussex countryside it is a great base from which to explore Ashdown Forest and the local to...

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

From £76 per night

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

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