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.

43 luxury cottages for couples in Dorset

New bookings can be placed for any holiday arriving on or after the 12th April for cottages in England and we are accepting Easter bookings at our properties in Wales, for those that can legally travel. COVID-19

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £332

The Dairy

2663

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


The Dairy is another extremely comfortable single-storey cottage in this small and friendly farm development. This property has French doors to its own enclosed outside space – the...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £332

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £332

The Linhay

2661

1 bedroom cottage near the beach near Bridport, Dorset.


The Linhay is a tucked away single-storey retreat – and an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel c...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £332

Need more time? Reserve any cottage for up to 24 hours before booking.

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

7 nights from £335

Owl's Nest Cottage

2942

1 bedroom, dog friendly self catering cottage near Sherborne, Dorset.


This cosy, compact, delightful bolthole for two is set in a wonderfully tranquil hamlet in north Dorset with village shops and a choice of two pubs within two miles. Built in lo...

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

7 nights from £335

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £337

The Stables

1965

1 bedroom, rural holiday cottage near Dorchester, Dorset.


Dorset’s World Heritage Jurassic Coast is close to this comfortably furnished, single-storey, spacious cottage. Set within the grounds of the owner’s home, The Stables is self-cont...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £337

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £345

Badgers Cottage

3014

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


Badgers Cottage, a snug semi-detached cottage for two, is set in a farmyard, beautifully converted from an 18th Century stone barn. All on one level, the open plan design gives a w...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £345

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £394

Pound Farm Cottage

4076

1 bedroom thatched self catering cottage near Sherborne, Dorset.


Pound Farm Cottage is a hidden gem; this listed thatched cottage has been thoughtfully renovated to create a spacious, stylish holiday home, retaining many of the original features...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £394

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

7 nights from £410 *

Poacher's Cottage

4522

2 bedroom self catering cottage near Dorchester, Dorset.


Tucked away in the picturesque village of Buckland Newton, Poacher's Cottage is one of four gorgeous properties making up Dominey's Yard. Situated perfectly for exploring the beaut...

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

7 nights from £410 *

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

7 nights from £410 *

Woodcutter's Cottage

4524

2 bedroom self catering cottage near Dorchester, Dorset.


Rolling hills, bustling market towns, rich history and stunning beaches - have we persuaded you to holiday in Dorset yet? Finding a lovely cottage to stay in is the only thing you ...

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

7 nights from £410 *

Our property managers are local experts who handpick perfect places to stay.

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

7 nights from £410 *

Gamekeeper's Cottage

4523

2 bedroom self catering cottage near Dorchester, Dorset.


Second in a row of pretty terraced cottages, this stylish property has been newly renovated to a very high standard. Gamekeeper's Cottage is one of four at Dominey's Yard, nestled ...

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

7 nights from £410 *

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £462

The Chalet on the Beach

3351

Cabin on the beach sleeping two in Lyme Regis, Dorset.


Imagine a holiday right on the seashore of a very special beach, relaxing on your veranda with a glass of something refreshing, watching the gentle waves at one of the most famous ...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £462

Loading more