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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

Special Offer 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 - £1199 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

WiFi Sitting Room View 1 1 Taunton Road

Swanage - Dorset Coast

A superb corner property only minutes from the sea, 1 Taunton Road has been beautifully decorated with good sized bedrooms that nestle in the eaves. There's even a rooftop balcony with barbecue and chimenea for those lon...

  • Sleeps 10
  • 4 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
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WY339 View property

  • Sleeps 10
  • 4 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Balcony
  • Towels provided
  • 0.1 mile to a pub
  • 0.1 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
  • No smoking

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
  • 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 Crows Nest

Swanage - Dorset Coast

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

  • Sleeps 3
  • 2 Bedrooms
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Bed linen provided
£299 - £613 per week *

WY398 View property

  • Sleeps 3
  • 2 Bedrooms
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Bed linen provided
  • Balcony
  • Towels provided
  • 0.1 mile to a pub
  • 0.1 mile to a shop
  • Washing machine
  • Freezer
  • 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 WY325 Exterior View 2 Flat 3 Durlston Court

Swanage - Dorset Coast

This first floor flat has lovely panoramic seaside views. Its interior is light and airy with modern furnishings. There is plenty to do close by with many places to go for walks along the incredible Jurrasic Coast.

  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • Private parking
  • Bed linen provided
£305 - £805 per week *

WY325 View property

  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • Private parking
  • Bed linen provided
  • Balcony
  • Towels not provided
  • 0.2 mile to a pub
  • 0.2 mile to a shop
  • Washing machine
  • Freezer
  • No smoking

WiFi 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
  • 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

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 Star Gold with Original Cottages

Pet Friendly Open Plan Living Room Hillview Cottage

Swanage - Dorset Coast

Well appointed and beautifully decorated, this attractive and spacious property in Swanage comes complete with views over the Purbeck Hills. The perfect family retreat boasting a garden and private parking.

  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet welcome
  • WiFi available
  • Private parking
£418 - £1014 per week *

WY370 View property

  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet welcome
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 3 Stars
  • Towels not provided
  • 0.3 mile to a pub
  • 0.3 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • Travel cot available
  • No smoking

WiFi Exterior Flat 5 The Mulberrys

Swanage - Dorset Coast

First floor apartment with spacious open plan living and kitchen area, conveniently located only a short walk from the town centre and beach. South facing balcony to sit out on.

  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
£444 - £1086 per week *

WY261 View property

  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Balcony
  • Towels provided
  • On one level
  • 0.4 mile to a pub
  • 0.4 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • No smoking

Coastal View View from the balcony_2 Seascape

Swanage - Dorset Coast

Seascape is a spacious, light and airy apartment with delightful sea views over Swanage Bay and beyond. The property includes an easily accessible beach hut and use of the facilities of the adjoining Grand Hotel

  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Bed linen provided
£699 - £1344 per week *

WY036 View property

  • 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
Awarded 4 Stars with Original Cottages

Special Offer Sitting Room View 1 Nestleton

Swanage - Dorset Coast

This beautifully spacious and charming Victorian apartment is the perfect base for a relaxing couples retreat. It is perfectly located to explore the town centre, the stunning sandy beaches, and the surrounding countrysi...

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
£385 - £610 per week *

WY357 View property

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • 0.1 mile to a pub
  • 0.1 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • No smoking

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