Romantic Hideaways for Two in Dorset

Looking forward to spending some quality time with your partner away from the distractions of everyday life? Book a romantic break in Dorset, turn off your phone and give your beloved your undivided attention in your own private paradise. A romantic retreat will refresh your relationship and leave you with lots of happy memories.  Read more

Whether you are looking forward to starting off the New Year in style, taking a well-deserved summer break or fancy a cosy winter retreat together, the choices are endless for a romantic break together in Dorset. Browse through our selection of luxury self-catering cottages perfect for a couple's getaway. You may pick an old favourite or find a new place to be; whichever you choose you're guaranteed total comfort during your stay.

At Classic Cottages, we take quality accommodation seriously. Knowing the difference your accommodation can make to your experience, we pride ourselves on marketing only the finest self-catering cottages in Dorset. All of our cottages are handpicked; regularly checked and fully equipped, right down to the last teaspoon.

52 luxury cottages for couples in Dorset

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

7 nights from £465

2 bedroom, rural self catering cottage near Shaftesbury, Dorset.


Converted from a former stable, Brookland Barn offers an immaculate property all on one level in fabulous surroundings. The south-facing barn looks out over the enclosed garden and...

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

7 nights from £465

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £510

3 bedroom, dog friendly self catering cottage near Bridport, Dorset.


Barn Owls Cottage, a semi-detached cottage converted from an 18th Century stone barn, has retained much of its original character with inset fossils and huge oak beams. The kitchen...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £510

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

7 nights from £518

2 bedroom, rural holiday cottage near Bridport, Dorset.


Nestling in a picturesque valley a fifteen minute drive from the Jurassic Coast, Barbridge Cottage is close to beaches, walks, fossil hunting, country houses, gardens and lovely pu...

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

7 nights from £518

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

7 nights from £558 *

3 bedroom self catering cottage near Shaftesbury, Dorset.


This fabulous Georgian House is the perfect base from which to explore the many unique attractions that are a short drive away. Create great holiday memories with fascinating days ...

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

7 nights from £558 *

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £651 *

4 bedroom, dog-friendly cottage with sea views near Bridport, Dorset.


Snuggled into the hillside with Golden Cap behind, The Guardhouse stands watch over this stunning part of the Jurassic Coast at Seatown, with sea views from the master bedroom and ...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £651 *

  • Sleeps 8
  • Dogs welcome
  • Changeover Fri

7 nights from £1106

4 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


This tranquil and elegant period farmhouse has a luxurious contemporary interior, spacious flexible accommodation and a beautiful enclosed garden. The glorious west Dorset location...

  • Sleeps 8
  • Dogs welcome
  • Changeover Fri

7 nights from £1106

We are Gold accredited with the Green Tourism Business Scheme.

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £415

3 bedroom holiday cottage near Bridport, Dorset.


This sunny south-facing cottage enjoys a quiet rural position on the edge of the beautiful village of Netherbury, a short drive from the beaches and cliffs of the World Heritage Ju...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £415

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £433

2 bedroom, rural cottage near the beach near Bridport, Dorset.


The Parlour is an excellent choice for a family, with French windows opening out onto an enclosed gravelled patio, comfortable accommodation for five guests – one of the three sing...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £433

View
  • 20% off

    21 Dec 2018 - 28 Dec 2018

    £796.00 £636.80

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £477

3 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


Tucked away in this quietest of rural locations, Ridge Lodge is a hidden gem, with fabulous far reaching views over the Dorset landscape. This delightful cottage has been stylishly...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £477

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £478

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Semi-detached Hatts Barn is a contemporary, reversed level barn conversion on a wide south-facing terrace. The large en suite master bedroom and a twin bedded family room (the beds...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £478

View
  • 25% off

    21 Dec 2018 - 28 Dec 2018

    £926.12 £694.50

  • 20% off

    28 Dec 2018 - 4 Jan 2019

    £926.12 £740.80

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