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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

Luxury Property 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.

  • Saturday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 3 Bathrooms
  • Pet free property
  • WiFi available
£599 - £1199 per week *

WY404 View property

  • Saturday changeover
  • 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

Special Offer Bright twin room with ensuite Holly Blue

Swanage - Dorset Coast

Holly Blue is a modern two bedroom cottage, set in a conservation area, within walking distance of the town, the beach, the Jurassic coast and the coastal path. It is an ideal base from which to relax and explore the Isl...

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • 1 Pet welcome
  • WiFi available
£403 - £895 per week *

WY405 View property

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • 1 Pet welcome
  • WiFi available
  • Bed linen provided
  • Garden/courtyard
  • Towels provided
  • Washing machine
  • Dishwasher
  • Freezer
  • Stairgate
  • No smoking

Special Offer 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
£454 - £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

New Property Sea View Cottage

Langton Matravers - Dorset Coast

Stunning detached stone cottage in rural location with 4 bedrooms and sea views throughout the entire property

  • Saturday changeover
  • Sleeps 8
  • 4 Bedrooms
  • 3 Bathrooms
  • 2 Pets welcome
  • WiFi available
£770 - £1734 per week *

WY399 View property

  • Saturday changeover
  • Sleeps 8
  • 4 Bedrooms
  • 3 Bathrooms
  • 2 Pets welcome
  • WiFi available
  • Open fire/woodburner
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • Towels provided
  • 0.8 mile to a pub
  • 2 miles to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
  • Stairgate
  • No smoking

Coastal View Roof Top Terrace - View 3 Flat 9 Broadleys

Swanage - Dorset Coast

Stylish penthouse apartment within easy walking distance of the north beach. Views over the Purbeck hills can be appreciated from either of the bedroom balconies or from the roof terrace.

  • Friday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£425 - £1095 per week *

WY269 View property

  • Friday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Balcony
  • Garden/courtyard
  • Towels not provided
  • On one level
  • 0.2 mile to a pub
  • 0.4 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • Travel cot available
  • No smoking
Awarded 4 Stars with Original Cottages

WiFi Exterior Flat 5 Broadleys

Swanage - Dorset Coast

A bright first floor flat with a modern and contemporary style. The interior is stylish and fresh with comfortable furnishings and this property is near to the town centre and the beach, great for a classically British s...

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£337 - £745 per week *

WY323 View property

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • 4 Stars
  • Towels provided
  • On one level
  • 0.2 mile to a pub
  • 0.4 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • No smoking

Special Offer WY345 - Exterior - View 1 - V2 Sunnyside

Swanage - Dorset Coast

Sitting a wonderful spot in central Swanage and very close to the seaside, this airy and comfortable apartment offers a convenient base from which to explore Swanage and the local area.

  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
£305 - £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 WY229 - Exterior View 2 Ballard View Apartment

Swanage - Dorset Coast

Modern, chic apartment in the Haven complex in the quieter end of Swanage. Magnificent views of the bay from the top floor living area and your own roof terrace to sit out on.

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£611 - £1311 per week *

WY229 View property

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Balcony
  • Towels not provided
  • 0.4 mile to a pub
  • 0.4 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • No smoking

Coastal View Badgers

Swanage - Dorset Coast

A spacious detached family house in Swanage with sea views

  • Saturday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£535 - £1220 per week *

WY387 View property

  • Saturday changeover
  • 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

Special Offer Sitting Room View 1 Sea View

Swanage - Dorset Coast

This apartment offers fantastic views over Swanage Bay from the large shared terrace, which can be accessed from the bedroom and lounge, it also has its own beach hut - a real plus on this beautiful stretch of coastline.

  • Saturday changeover
  • Sleeps 4
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
£299 - £699 per week *

WY154 View property

  • Saturday changeover
  • Sleeps 4
  • 1 Bedroom
  • 1 Bathroom
  • 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
  • No smoking

Coastal View Marys Corner

Swanage - Dorset Coast

  • Saturday changeover
  • Sleeps 5
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
£393 - £867 per week *

WY385 View property

  • Saturday changeover
  • Sleeps 5
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Towels provided
  • On one level
  • 0.3 mile to a pub
  • 0.2 mile to a shop
  • Washing machine
  • Dishwasher
  • Travel cot available
  • Highchair
  • No smoking
Awarded 3 Stars with Original Cottages

Special Offer Exterior Knollsea

Swanage - Dorset Coast

This sunny first floor flat is only a short walk away from the beach and town centre. It has a stylish modern interior and is perfect for couples looking for a romantic break.

  • Saturday changeover
  • Sleeps 4
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
£299 - £695 per week *

WY316 View property

  • Saturday changeover
  • Sleeps 4
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Balcony
  • 3 Stars
  • Towels provided
  • 0.4 mile to a pub
  • 0.3 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • No smoking

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