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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!

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

  • Friday changeover
  • Sleeps 5
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£445 - £1070 per week *

WY388 View property

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

Coastal View View from the balcony_2 Seascape

Swanage - Dorset Coast

With the advantage of it's own small balcony and a beach hut, this south facing penthouse apartment has amazing views over Swanage Bay and Ballard Downs. Guests may also enjoy the faciities of the adjoining Grand Hotel.

  • Friday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£685 - £1280 per week *

WY036 View property

  • Friday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Bed linen provided
  • Balcony
  • Towels provided
  • 0.1 mile to a pub
  • 0.8 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • No smoking

WiFi Exterior Clouds Hill

Swanage - Dorset Coast

A spacious extended bungalow approximately half a mile from the town and beach, perfect for families with it's four bedrooms and garden area. Perfect for a getaway.

  • Saturday changeover
  • Sleeps 7
  • 4 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£390 - £895 per week *

WY101 View property

  • Saturday changeover
  • 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 Purbeck View

Swanage - Dorset Coast

A family friendly 3 bed house with enclosed garden, just a ten minutes' walk to the beach

  • Friday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
£385 - £915 per week *

WY381 View property

  • Friday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Bed linen provided
  • Garden/courtyard
  • Towels provided
  • 0.2 mile to a pub
  • 0.1 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
  • Stairgate
  • No smoking

WiFi Sitting Room View 2 The Loft

Swanage - Dorset Coast

A lovely house which is quirky in design. Featuring a minstrels gallery it provides light and appealing accommodation for six people and is within walking distance of the town and beach.

  • Saturday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£360 - £899 per week *

WY290 View property

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

WiFi SandS

Swanage - Dorset Coast

A modern first floor apartment just a short walk to the beach. With two bedrooms one of which has zip and link bed, plus a bright spacious open plan living area this is the perfect getaway for families and couples.

  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
£330 - £775 per week *

WY344 View property

  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Towels not provided
  • 0.4 mile to a pub
  • 0.5 mile to a shop
  • Washing machine
  • No smoking

Coastal View WY345 - Exterior - View 1 - V2 Sunnyside

Swanage - Dorset Coast

A sunny second floor apartment with two bedrooms and allocated parking. Centrally located in town and just two minutes walk to the sandy beach.

  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
£299 - £770 per week *

WY345 View property

  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Balcony
  • Towels provided
  • 0.3 mile to a pub
  • 0.3 mile to a shop
  • Washing machine
  • No smoking

Coastal View Brighstone

Swanage - Dorset Coast

A delightful bungalow perfect, for groups of up to 6

  • Friday changeover
  • Sleeps 6
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£425 - £999 per week *

WY384 View property

  • Friday changeover
  • 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

Coastal View View From Balcony 15 The Haven

Swanage - Dorset Coast

This superb apartment is arranged on three floors all linked by magnificent curved staircases. It is luxuriously furnished throughout and has a recently refurbished utility room for you to use. The apartment is right nex...

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£565 - £1175 per week *

WY295 View property

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Balcony
  • Towels provided
  • 0.4 mile to a pub
  • 0.4 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • No smoking

Coastal View Exterior View 1 Flat 3, Deco

Swanage - Dorset Coast

In the centre of everything, this first floor superbly decorated flat offers 3 bedrooms and a wonderful view of the sea from its balcony. Superb for a beachside break for families and friends.

  • Friday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£530 - £1223 per week *

WY238 View property

  • Friday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Balcony
  • Towels not provided
  • On one level
  • 0.2 mile to a pub
  • 0.1 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • No smoking

Pet Friendly Marlow

Swanage - Dorset Coast

  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
£385 - £865 per week *

WY393 View property

  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • Towels provided
  • Barbecue
  • On one level
  • 0.2 mile to a pub
  • 0.2 mile to a shop
  • Washing machine
  • Freezer
  • No smoking

Coastal View Exterior - View 2 22 Ballard Estate

Swanage - Dorset Coast

Suprisingly spacious timber holiday home with views from the pretty sun lounge towards Swanage Bay. Ideally located within walking distance of Swanage town centre and also just minutes away from the beach.

  • Saturday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
£375 - £780 per week *

WY127 View property

  • Saturday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • 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

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