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.

50 luxury cottages for couples in Dorset

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

From £160 per night

La Cabine Francaise

4726

1 bedroom, dog friendly Shepherds Hut near Dorchester, Dorset.


Welcome to La Cabine Francaise, a glorious expanse of glamping bliss with a French twist. Set in the stunning Dorset countryside, this exclusive spot for two provides the perfect r...

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

From £160 per night

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £407

Wayside Cottage

4484

2 bedroom thatched, dog friendly cottage near Beaminster, Dorset.


A gorgeous, chocolate-box cottage that is the ideal escape, nestled in the heart of one of Dorset's picturesque villages. Just a stone's throw from the lovely local pub, Wayside Co...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £407

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

7 nights from £373

The Old School Gables

2490

2 bedroom cottage near the market town of Bridport, Dorset.


The pretty Dorset village of Drimpton is set in lovely countryside a short drive inland from the stunning Jurassic Coast. This original school house has been converted into extreme...

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

7 nights from £373

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

7 nights from £416

Old Sandpitts Cottage

4504

2 bedroom thatched cottage near Bridport, Dorset.


Tucked away down its own private track, this picture-perfect thatched cottage is a little gem. Surrounded by its own private garden, the cottage is very peaceful and offers space f...

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

7 nights from £416

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

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £425

Beehive Cottage

4073

2 bedroom thatched, dog friendly cottage near Dorchester, Dorset.


Beehive Cottage is a charming and cosy cottage on a quiet lane opposite St Mary's church in the village of Puddletown. Surrounded by farmland, the pretty village is nestled in the ...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £425

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

7 nights from £440

The Old Coach House

1386

2 bedroom, dog friendly cottage near the county town of Dorchester, Dorset.


This pretty detached former coach house can be found in the rural Dorset countryside, within easy reach of the stunning coastlines of the Jurassic Coast, a World Heritage Site. ...

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

7 nights from £440

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £466

Ivy Cottage

4122

2 bedroom, dog friendly cottage in Cattistock near Dorchester, Dorset.


Imagine life in a tranquil Dorset village and Ivy Cottage is just the sort of place you may picture in your mind. Set in the midst of an Area of Outstanding Natural Beauty, the cot...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £466

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

7 nights from £488

Celtic Blessing

2256

2 bedroom cottage near Bridport, Dorset.


Close to Dorset's spectacular Jurassic Coast, the popular market town of Bridport and the harbour and beach at West Bay, this cottage has stunning views of the gentle Dorset countr...

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

7 nights from £488

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

7 nights from £492

The Old Dairy

4740

2 bedroom, dog friendly former milking parlour near Blandford Forum, Dorset.


This former milking parlour that served the local farm has been beautifully converted into a fabulous holiday home. Situated in a picturesque Dorset village that is full of charact...

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

7 nights from £492

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  • 15% off

    26 Aug 2022 - 2 Sep 2022

    £1070.00 £909.50

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

7 nights from £516

Pebbles

4681

2 bedroom, dog friendly cottage near the beach in West Bay, Dorset.


Situated a short stroll from the dramatic beauty of the Jurassic coastline and the charming harbour at West Bay, Pebbles is a fabulous base for your Dorset holiday. Close to the se...

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

7 nights from £516

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

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