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 1454 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 1454 self catering cottages for romantic breaks

Springwater Cottage is a 2 bedroom, dog friendly holiday cottage near Ilfracombe, North Devon.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £505

Springwater Cottage

5107

2 bedroom, dog friendly holiday cottage near Ilfracombe, North Devon.


Springwater Cottage is a wonderful retreat located just outside of the beautiful Combe Martin cove in glorious north Devon. This fabulous cottage brilliantly combines cosy period f...

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

7 nights from £505

6 St Josephs is a 2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £505

6 St Josephs

3846

2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight


6 St Josephs is a top floor apartment with stunning panoramic sea views, which you can admire from the balcony, sitting-room and main bedroom! Ideally positioned between Bonchurch ...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £505

Medleys Barn is a 2 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £506

Medleys Barn

4476

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


Medleys Barn in High Hurstwood is an ideal base for exploring Ashdown Forest or for visits to Glyndebourne. Once a cart barn on a well-established fruit farm, this charming barn co...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £506

Dolphin Cottage is a 2 bedroom dog-friendly self catering cottage near the beach near Portloe.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £507

Dolphin Cottage

3123

2 bedroom dog-friendly self catering cottage near the beach near Portloe.


Dolphin Cottage is a cosy mid-terrace former coastguard’s cottage, situated on the edge of the picturesque fishing village of Portloe, with sea views from the terrace. The bijou co...

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

7 nights from £507

Fir Cottage is a 2 bedroom self catering cottage near the beach in St Helens, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £508

Fir Cottage

3602

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


Located in a quiet lane a few steps from St Helens village green, Fir Cottage is a refurbished Victorian semi-detached house, complete with all modern amenities. A great holiday ba...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £508

2 Bermuda is a 2 bedroom self catering apartment with sea views in Seaview, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £508

2 Bermuda

3517

2 bedroom self catering apartment with sea views in Seaview, Isle of Wight.


Welcome to 2 Bermuda, a rather lovely first floor apartment nestled in the charming village of Seaview, with wonderful views stretching across the Solent - ideal for an unforgettab...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £508

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

Jackdaw Cottage is a 2 bedroom, dog friendly cottage near the sea in St Agnes, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £510

Jackdaw Cottage

4565

2 bedroom, dog friendly cottage near the sea in St Agnes, Cornwall.


Steeped in history and nestled within the historic Heritage Coast, Jackdaw Cottage is located on a quiet country lane close to the north Cornish coast within the parish of St Agnes...

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

7 nights from £510

10 Bayclose is a 2 bedroom self catering apartment with sea views in Freshwater, Isle of Wight
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £510

10 Bayclose

5159

2 bedroom self catering apartment with sea views in Freshwater, Isle of Wight


Overlooking the gorgeous coastline at Freshwater Bay sits 10 Bayclose, a wonderfully homely apartment perfect for a family getaway to the seaside. With light and airy interiors, sn...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £510

Rock Samphire is a 2 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £511

Rock Samphire

4444

2 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.


This delightful, stylish cottage is in the heart of the friendly quintessential Cornish village of St Agnes. Beautifully renovated and lovingly furnished and equipped, this is a ch...

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

7 nights from £511

Brackley House is a 2 bedroom holiday cottage near the beach in St Mawes, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £513

Brackley House

3115

2 bedroom holiday cottage near the beach in St Mawes, South Cornwall.


Brackley House is situated close to the centre of the picturesque village of St Mawes, only 100 yards from the beach and harbour. The cottage has reversed accommodation and a wonde...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £513

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