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Cottages Ideally Placed for Sailing Holidays in Swanage

Ever since the London 2012 Olympics, Dorset has been put firmly on the map as a sailing mecca, with Weymouth acting as home to the Olympic sailing squads.

It's clear to see why they chose this county for the sport - Dorset has fantastic sailing waters and all easily enjoyed when staying in one our properties in Swanage.

For the purists amongst you there’s opportunities to try your hand at crewing a Tall Ship as well as the more wobbly experience of bopping around in dinghies. The thrill seekers can speed past the coastline, pounding the waves, with hair flying and screeches loud and plentiful with the white rugged cliffs of the Jurassic Coast and landmarks such as Old Harry Rocks zipping by, whilst you are all safely secured within the rubber confines of an organised RIB ride.

For those who like to float by on the water under their own paddle, then kayak tours and hire are there to be taken advantage of; a great way to get a more intimate view of the marine life that inhabit this celebrated coastline.

All these water activities are within a gentle stroll of many of our properties in and around Swanage. This fabulous, lively and family friendly seaside town has clean beaches and pristine waters in every direction. So if you think a Dorset getaway spent cruising the English Channel sounds ideal, then choose your accommodation from the great selection below, book online quickly and securely, and begin charting a course for your next maritime adventure!

Awarded 4 Stars with Original Cottages

Samphire

Swanage - Dorset Coast

Spectacular 3 bedroom, 3 bathroom semi detached Victorian house with garden. Set in a quiet cul de sac close to the town centre and beach, Samphire has recently completely been refurbished to create a truly stylish home.

  • Sleeps 6
  • 3 Bedrooms
  • 3 Bathrooms
  • Pet free property
  • WiFi available
  • Bed linen provided
£599 - £1325 per week *

WY404 View property

  • Sleeps 6
  • 3 Bedrooms
  • 3 Bathrooms
  • Pet free property
  • WiFi available
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • Barbecue
  • 0.2 mile to a pub
  • 0.2 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
  • No smoking
Awarded 3 Star Gold with Original Cottages

Coastal View 3 The Downs

Swanage - Dorset Coast

A stylish townhouse in Swanage with glorious views across the town and to the sea, with the added bonus of 2 allocated parking spaces

  • Sleeps 5
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
£454 - £1081 per week *

WY388 View property

  • Sleeps 5
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • 3.5 Stars
  • Towels provided
  • 0.2 mile to a pub
  • 0.2 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
  • No smoking

Special Offer Living/dining room Flat 3 Penlu

Swanage - Dorset Coast

A modern two bedroom, first floor apartment, within a relatively new building, just a short walk from the town and the beach.

  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
£370 - £934 per week *

WY417 View property

  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Towels provided
  • On one level
  • Washing machine
  • Dishwasher
  • Freezer
  • Cot available
  • Highchair
  • No smoking
  • Welcome pack provided

Coastal View Exterior 22 Ballard Estate

Swanage - Dorset Coast

A delightfully spacious timber property perched upon the cliff tops overlooking the sea and within a short walk of Swanage town centre. This property offers an enviable location from which to enjoy the Dorset sunshine an...

  • Sleeps 6
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
£405 - £848 per week *

WY127 View property

  • Sleeps 6
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • Towels not provided
  • On one level
  • 0.5 mile to a pub
  • 1.2 miles to a shop
  • Washing machine
  • Freezer
  • No smoking

New Property Ground floor master bedroom with French windows to patio The Smokery

Swanage - Dorset Coast

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

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Open fire/woodburner
£396 - £889 per week *

WY409 View property

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Open fire/woodburner
  • Bed linen provided
  • Garden/courtyard
  • Towels provided
  • Washing machine
  • Tumble dryer
  • Highchair
  • Stairgate
  • No smoking

Coastal View Brighstone

Swanage - Dorset Coast

A delightful bungalow perfect, for groups of up to 6

  • Sleeps 6
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Bed linen provided
£332 - £1030 per week *

WY384 View property

  • Sleeps 6
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Bed linen provided
  • Garden/courtyard
  • Towels provided
  • Barbecue
  • 0.3 mile to a pub
  • 0.3 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
  • No smoking

Exterior Clouds Hill

Swanage - Dorset Coast

Just half a mile level walk from the beach, this large bungalow provides spacious, clean and bright accommodation in a quiet corner of Swanage. A perfect place to rest and unwind and enjoy the Dorset sunshine from the ga...

  • Sleeps 7
  • 4 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
£398 - £920 per week *

WY101 View property

  • Sleeps 7
  • 4 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • Towels not provided
  • On one level
  • 0.2 mile to a pub
  • 0.2 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • Cot available
  • Highchair
  • No smoking

Coastal View Badgers

Swanage - Dorset Coast

A spacious detached family house in Swanage with sea views

  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
£535 - £1232 per week *

WY387 View property

  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • Towels provided
  • 0.3 mile to a pub
  • 0.3 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
  • Stairgate
  • No smoking
Awarded 3 Stars with Original Cottages

Lillcote

Langton Matravers - Dorset Countryside

A charming 2 bed detached cottage built in traditional Purbeck Stone.

  • Sleeps 5
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
£399 - £908 per week *

WY390 View property

  • Sleeps 5
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 3 Stars
  • Towels provided
  • 0.3 mile to a pub
  • 0.3 mile to a shop
  • Washing machine
  • Tumble dryer
  • Freezer
  • Travel cot available
  • Highchair
  • Stairgate
  • No smoking
Awarded 3 Stars with Original Cottages

Special Offer Middle Sea

Swanage - Dorset Coast

Walk through the private gardens, directly onto the beach. This seaside apartment is perfect for a couples who will love relaxing on the balcony admiring the sea views in Swanage.

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
£316 - £685 per week *

WY372 View property

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Balcony
  • Garden/courtyard
  • 3 Stars
  • Towels provided
  • 0.1 mile to a pub
  • 0.2 mile to a shop
  • No smoking
Awarded 3 Star Gold with Original Cottages

Speedwell

Swanage - Dorset Coast

A sweet character cottage just a short stroll from the beach

  • Sleeps 3
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
£340 - £773 per week *

WY389 View property

  • Sleeps 3
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Bed linen provided
  • Garden/courtyard
  • 3.5 Stars
  • Towels provided
  • 0.1 mile to a pub
  • 0.2 mile to a shop
  • Washing machine
  • No smoking
Awarded 3 Stars with Original Cottages

Sitting Room The Loft

Swanage - Dorset Coast

An appealing 3 storey house with open plan living and kitchen area on the 2nd floor which is wonderfully bright and spacious. Close to the beach and town centre, approximate 10 minute walk.

  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
£367 - £925 per week *

WY290 View property

  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 3 Stars
  • Towels not provided
  • 0.2 mile to a pub
  • 0.4 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • Stairgate
  • No smoking

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