Dorset Cottages Available in January

Dorset Cottages Available in January

Give yourself something to celebrate this January and kick start your new year with a bang. Across Dorset we have a range of 30 luxury cottages primed and ready to welcome you. Get out and about in the cool, crisp air and return to your own slice of paradise. Our self-catering cottages perfectly blend home comforts with style and luxury. Secure your Dorset getaway today. Read more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 30 Dorset cottages available for January

The Linhay is a 1 bedroom cottage near the beach near Bridport, Dorset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £320

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
  • No pets
  • Changeover Sat

7 nights from £320

View
  • 20% off

    4 Apr 2026 - 11 Apr 2026

    £449.00 £359.20

Kingfishers is a 1 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Mon

7 nights from £403

Kingfishers

6035

1 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.


Great care and attention has been put into this barn conversion, resulting in a truly cosy, yet spacious retreat for couples or solo travellers to enjoy. Located in Gillingham in n...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Mon

7 nights from £403

The Dairy is a 1 bedroom cottage close to the Jurassic Coast, near Bridport, Dorset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £408

The Dairy

2663

1 bedroom cottage close to the Jurassic Coast, near Bridport, Dorset.


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

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £408

View
  • 25% off

    28 Mar 2026 - 4 Apr 2026

    £449.00 £336.75

  • 25% off

    4 Apr 2026 - 11 Apr 2026

    £449.00 £336.75

Badgers Cottage is a 1 bedroom, dog friendly cottage near Bridport, Dorset.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £453

Badgers Cottage

3014

1 bedroom, dog friendly cottage near Bridport, Dorset.


This pretty semi-detached cottage for two is nestled within a National Landscape on West Hembury Farm. Badgers Cottage is an 18th Century stone barn that has been beautifully co...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £453

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The Old Coach House is a 2 bedroom, dog friendly cottage near the county town of Dorchester, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £454 *

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 £454 *

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  • 30% off

    3 Apr 2026 - 10 Apr 2026

    From £624.00 £436.80

The Parlour is a 2 bedroom cottage with views of Golden Cap near Bridport, Dorset
  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £497 *

The Parlour

2662

2 bedroom cottage with views of Golden Cap near Bridport, Dorset


The Parlour is an excellent choice for a family, with French doors opening out onto an enclosed gravelled patio, and offers comfortable accommodation for five guests (one of the th...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £497 *

View
  • 20% off

    28 Mar 2026 - 4 Apr 2026

    £757.00 £605.60

Beehive Cottage is a 2 bedroom thatched, dog friendly cottage near Dorchester, Dorset.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £510 *

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 £510 *

View
  • 30% off

    10 Apr 2026 - 17 Apr 2026

    From £624.60 £437.22

  • 30% off

    17 Apr 2026 - 24 Apr 2026

    From £601.20 £420.84

Tolpuddle Cottage is a 3 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £542 *

Tolpuddle Cottage

3752

3 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.


This pretty thatched cottage is in the tranquil historic village of Tolpuddle, just 15 miles from the World Heritage Jurassic Coast. An ideal base for a family holiday or perfect f...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £542 *

Loaf At The Granary is a 1 bedroom, dog friendly self catering cottage near Bridport, Dorset.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £578

Loaf At The Granary

6046

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


**Loaf At The Granary can accommodate flexible check in days – please contact us to request.** Loaf At The Granary is a gorgeous and sympathetic restoration of an ancient Dorset...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £578

The Old School Gables is a 2 bedroom cottage near the market town of Bridport, Dorset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £378

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 extrem...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £378

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Load more

Whether you would like a spontaneous mini break to the country or are planning a coastal getaway to watch storms brew on the horizon, a Dorset retreat this January won't fail to disappoint. Cuddle up in your luxurious home-from-home, the wood burner casting a warm glow across the room and an open bottle of wine waiting to refill your glass. In a Classic cottage in Dorset, you can relax as soon as you arrive. Handpicking each of our properties onto our books, we make sure all of our cottages are of the finest quality. With each one fully equipped with a complete inventory, everything you could need and more for your January break is provided. Pour through our collection of available retreats and look forward to an unforgettable holiday.