Discover the delights of Dorset

75 properties found that match your search

Winter Retreats

We have some gorgeous properties ideal for a winter retreat in Dorset with cosy living rooms boasting open fires, central heating and woodburning stoves. What's better than coming back from a bracing walk to a warm and welcoming cottage giving you a home from home holiday. See our properties below that could provide you with a quick winter getaway to recharge the batteries

Awarded 3 Stars with Original Cottages

View from balcony 1 Middle Sea

Swanage - Dorset

A delightful, sunny one bedroom apartment with stunning sea views.

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • WiFi available
  • Bed linen included
£316 - £685 per week *

WY372 View property

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • WiFi available
  • Bed linen included
  • No smoking
  • Towels provided
  • Garden/courtyard
  • Private parking
  • 0.1 mile to a pub
  • 0.1 mile from the coast
  • Sea view
Awarded 4 Stars with Original Cottages

Special Offer Sitting Room View 1 Nestleton

Swanage - Dorset

A spacious and charming ground floor Victorian apartment ideally located just a couple of minutes walk from the town centre and beach

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • WiFi available
  • Bed linen included
£385 - £610 per week *

WY357 View property

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • WiFi available
  • Bed linen included
  • No smoking
  • Towels provided
  • Garden/courtyard
  • 0.1 mile to a pub
  • Dishwasher
  • Washing machine
  • 0.1 mile from the coast
  • Open fire/woodburner

Special Offer The Annex

Frampton - Dorset

A fantastic rural retreat with a swimming pool, ideal for couples

  • Saturday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets allowed
  • WiFi available
  • Bed linen included
£299 - £600 per week *

WY380 View property

  • Saturday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets allowed
  • WiFi available
  • Bed linen included
  • No smoking
  • Swimming pool available
  • Towels provided
  • Garden/courtyard
  • Private parking
  • 2 miles to a pub
  • Washing machine
  • 8 miles from the coast
  • En suite bathroom
  • On one level

Special Offer Master bedroom with two large windows Caroline's Cottage

Swanage - Dorset

A lovely, traditional, Purbeck stone terrace cottage Grade II listed, in the old part of town, just a five minute walk into the town and the beach. Perfect for a couple looking to explore the Purbecks, or just relax on...

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • WiFi available
  • Bed linen included
£248 - £556 per week *

WY413 View property

  • Friday changeover
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Sorry, no pets
  • WiFi available
  • Bed linen included
  • No smoking
  • Towels provided
  • En suite bathroom
Awarded 3 Star Gold with Original Cottages

Special Offer Speedwell

Swanage - Dorset

A sweet character cottage just a short stroll from the beach

  • Friday changeover
  • Sleeps 3
  • 2 Bedrooms
  • 1 Bathroom
  • Sorry, no pets
  • WiFi available
  • Bed linen included
£340 - £773 per week *

WY389 View property

  • Friday changeover
  • Sleeps 3
  • 2 Bedrooms
  • 1 Bathroom
  • Sorry, no pets
  • WiFi available
  • Bed linen included
  • No smoking
  • Towels provided
  • Garden/courtyard
  • 0.2 mile to a pub
  • Washing machine
  • 0.2 mile from the coast
  • Open fire/woodburner

Special Offer Little Steppes

Swanage - Dorset

A delightful Grade II listed Purbeck stone cottage, pet friendly and in a great location for exploring the coastal path and surrounding countryside

  • Friday changeover
  • Sleeps 3
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet allowed
  • WiFi available
  • Bed linen included
£392 - £891 per week *

WY382 View property

  • Friday changeover
  • Sleeps 3
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet allowed
  • WiFi available
  • Bed linen included
  • No smoking
  • Towels provided
  • Garden/courtyard
  • 0.1 mile to a pub
  • Washing machine
  • 1 mile from the coast
  • Open fire/woodburner

Special Offer Clipper Cottage

Swanage - Dorset

Centrally located in the seaside town of Swanage and perfect for couples

  • Friday changeover
  • Sleeps 3
  • 2 Bedrooms
  • 1 Bathroom
  • Sorry, no pets
  • WiFi available
  • Bed linen included
£375 - £758 per week *

WY411 View property

  • Friday changeover
  • Sleeps 3
  • 2 Bedrooms
  • 1 Bathroom
  • Sorry, no pets
  • WiFi available
  • Bed linen included
  • No smoking
  • Towels provided
  • Private parking
  • 0.1 mile to a pub
  • 0.1 mile from the coast

Special Offer Crows Nest

Swanage - Dorset

A cosy top floor apartment just a stones throw from the sea

  • Friday changeover
  • Sleeps 3
  • 2 Bedrooms
  • Sorry, no pets
  • WiFi available
  • Bed linen included
  • Towels provided
£299 - £613 per week *

WY398 View property

  • Friday changeover
  • Sleeps 3
  • 2 Bedrooms
  • Sorry, no pets
  • WiFi available
  • Bed linen included
  • No smoking
  • Towels provided
  • 0.1 mile to a pub
  • Washing machine
  • 0.1 mile from the coast
  • Sea view
  • Open fire/woodburner
Awarded 3 Star Gold with Original Cottages

Special Offer Exterior of property Ruth's

Dorchester - Dorset

The perfect family cottage, located in the picturesque village of Charminster, just 2 miles from the county town of Dorchester, and 6 miles from Cerne Abbas, home of the Cerne Abbas giant.

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet allowed
  • WiFi available
  • Bed linen included
£371 - £833 per week *

WY408 View property

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet allowed
  • WiFi available
  • Bed linen included
  • No smoking
  • Towels provided
  • Garden/courtyard
  • Private parking
  • Dishwasher
  • Washing machine
  • 9 miles from the coast
  • Cot available
  • Travel cot available

Special Offer Rope Cottage

Bridport - Dorset

Rope Cottage is located just a short walk from the centre of Bridport; one of the most vibrant market towns in Dorset, with an eclectic mix of events and cultural activities taking place throughout the year. Surrounded...

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet allowed
  • WiFi available
  • Bed linen included
£357 - £800 per week *

WY396 View property

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet allowed
  • WiFi available
  • Bed linen included
  • No smoking
  • Towels provided
  • Washing machine
  • 2 miles from the coast
  • Open fire/woodburner

Special Offer Ground floor master bedroom with French windows to patio The Smokery

Swanage - Dorset

The Smokery is a two bedroom, newly renovated, fish smoking shed, with lots of character, right in the heart of Swanage.

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet allowed
  • WiFi available
  • Bed linen included
£396 - £889 per week *

WY409 View property

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet allowed
  • WiFi available
  • Bed linen included
  • No smoking
  • Towels provided
  • Garden/courtyard
  • Washing machine
  • Open fire/woodburner
Awarded 4 Stars with Original Cottages

Special Offer Exterior Spinners Hatch

Beaminster - Dorset

A charming and cosy country cottage, renovated to a high standard thoughout. Situated in the small Market town of Beaminster, there's lots on offer and the famous Jurassic coast is only a short drive away.

  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • 1 Pet allowed
  • WiFi available
  • Bed linen included
£399 - £871 per week *

WY368 View property

  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • 1 Pet allowed
  • WiFi available
  • Bed linen included
  • No smoking
  • Towels provided
  • Garden/courtyard
  • 0.3 mile to a pub
  • Dishwasher
  • Washing machine
  • 7 miles from the coast
  • En suite bathroom
  • Open fire/woodburner

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