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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 3 Star Gold with Original Cottages

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

  • Sleeps 5
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
£455 - £1113 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

Coastal View Sitting Room 10 Sandringham Court

Swanage - Dorset Coast

With views over the rooftops and out to the sea, this bright and spacious apartment would be perfect for families wanting to holiday in Swanage. With the town centre and the golden sands only a 10 minute walk away.

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
£320 - £752 per week *

WY367 View property

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Towels not provided
  • 0.1 mile to a pub
  • 0.3 mile to a shop
  • Washing machine
  • Tumble dryer
  • Travel cot available
  • Highchair
  • No smoking

New Property Hayward House

Langton Matravers - Dorset Countryside

A truly stunning and spacious detached property situated in the delightful village of Langton Matravers, close to Swanage and the Jurassic Coast. Haywards House provides an excellent standard of accommodation with four l...

  • Sleeps 8
  • 4 Bedrooms
  • 4 Bathrooms
  • Pet free property
  • WiFi available
  • Open fire/woodburner
£830 - £2139 per week *

WY423 View property

  • Sleeps 8
  • 4 Bedrooms
  • 4 Bathrooms
  • 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
  • Dishwasher
  • Freezer
  • Travel cot available
  • Stairgate
  • No smoking
  • Welcome pack provided
Awarded 3 Star Gold with Original Cottages

Coastal View 10 Broadleys

Swanage - Dorset Coast

Penthouse apartment with 2 balconies and a decked roof top, perfect for sunbathing. The beach is nearby and it is only a 15 min stroll along the promenade to the town centre.

  • Sleeps 5
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
£429 - £1143 per week *

WY347 View property

  • Sleeps 5
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Balcony
  • Garden/courtyard
  • 3.5 Stars
  • Towels provided
  • 0.2 mile to a pub
  • 0.4 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
  • No smoking
Awarded 3 Star Gold with Original Cottages

Special Offer SandS

Swanage - Dorset Coast

With its beautiful stone front and light modern interior design, this beauty of a house makes for a fantastic stay in Swanage. Also offering a great location as the coast, shop and pub are situated in very close quarters...

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
£340 - £806 per week *

WY344 View property

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

Hill Crest

Swanage - Dorset Coast

A comfortable and spacious bungalow set in an elevated position in the Victorian seaside town of Swanage, a beach hut is also included in the rent.

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Private parking
£445 - £1019 per week *

WY421 View property

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • Towels provided
  • On one level
  • 0.3 mile to a pub
  • 0.2 mile to a shop
  • Washing machine
  • Freezer
  • Travel cot available
  • Highchair
  • No smoking
Awarded 3 Star Gold with Original Cottages

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
£448 - £1141 per week *

WY261 View property

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

Sitting Room Hideaway

Swanage - Dorset Coast

This delightful stone cottage offers comfortable accommodation with an open plan lounge and kitchen. It has its own courtyard for outside dining. Only a short walk to town centre or the beach.

  • Sleeps 6
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • Bed linen provided
  • Dishwasher
£399 - £1012 per week *

WY272 View property

  • Sleeps 6
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • Bed linen provided
  • Garden/courtyard
  • 3 Stars
  • Towels not provided
  • 0.2 mile to a pub
  • 0.1 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • No smoking
Awarded 3 Stars with Original Cottages

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

Swanage - Dorset Coast

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...

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Bed linen provided
£250 - £573 per week *

WY413 View property

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Bed linen provided
  • 3 Stars
  • Towels provided
  • Freezer
  • 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
£319 - £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

Special Offer 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.

  • Sleeps 4
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Bed linen provided
£299 - £749 per week *

WY154 View property

  • 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
  • Freezer
  • 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
£335 - £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

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