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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!

Sitting Room Penthouse, 8 Grand View

Swanage - Dorset

A modern stylish apartment with fantastic sea views over Swanage Bay and the Isle of Wight. An added bonus is the use of a beach hut and guests may also take advantage of the facilities offered at the adjoining Grand Hot...

  • Saturday changeover
  • Sleeps 6
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£590 - £1180 per week *

WY116 View property

  • Saturday changeover
  • Sleeps 6
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Bed linen provided
  • Balcony
  • Towels not provided
  • 0.1 mile to a pub
  • 0.8 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • No smoking
VisitEngland 3 Star Award Symbol

Living Room - View 1 Conkers

Swanage - Dorset

A beautiful ground floor Georgian apartment close to the sea, and with a private rear courtyard that catches the afternoon sun

  • Thursday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets welcome
  • WiFi available
£399 - £915 per week *

WY363 View property

  • Thursday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets welcome
  • WiFi available
  • Open fire/woodburner
  • Bed linen provided
  • Garden/courtyard
  • 3 Stars
  • Towels provided
  • On one level
  • 0.1 mile to a pub
  • 0.1 mile to a shop
  • Washing machine
  • Travel cot available
  • No smoking

Exterior View Field House

Harmans Cross - Dorset

This lovely detached house is set in a very large garden and sits on the slopes of the Nine Barrow Down and is ideal as a base for exploring the Isle of Purbeck.

  • Saturday changeover
  • Sleeps 8
  • 4 Bedrooms
  • 2 Bathrooms
  • 1 Pet welcome
  • WiFi available
£499 - £1295 per week *

WY278 View property

  • Saturday changeover
  • Sleeps 8
  • 4 Bedrooms
  • 2 Bathrooms
  • 1 Pet welcome
  • WiFi available
  • Private parking
  • Garden/courtyard
  • Towels not provided
  • 2.6 mile to a pub
  • 3 miles to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • No smoking
VisitEngland 3 Star Award Symbol

Open Plan Living Room Hillview Cottage

Swanage - Dorset

A stylish and comfortably furnished 3 bedroom family home, within an easy ten minute walk to Swanage town centre and the beach

  • Friday changeover
  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet welcome
  • WiFi available
£410 - £970 per week *

WY370 View property

  • Friday changeover
  • 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

WY269 - Exterior (2) 10 Broadleys

Swanage - Dorset

A spacious light and airy penthouse apartment that sleeps 5. It has been furnished to a very high standard and boasts amazing panoramic views across Swanage, the hills and sea glimpses. With designated parking, a lift an...

  • Friday changeover
  • Sleeps 5
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£420 - £1065 per week *

WY347 View property

  • Friday changeover
  • Sleeps 5
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Balcony
  • Garden/courtyard
  • 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
VisitEngland 3 Star Award Symbol

Exterior Flat 5 Broadleys

Swanage - Dorset

This stunning Art Deco apartment with two bedrooms is a short walk from the beach and town centre and benefits from a lift, underfloor heating and an allocated parking space.

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£330 - £730 per week *

WY323 View property

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • 3 Stars
  • Towels not provided
  • On one level
  • 0.2 mile to a pub
  • 0.4 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • No smoking
VisitEngland 3 Star Award Symbol

Sitting Room Seagulls View, 12b The Parade

Swanage - Dorset

Sensational views and a furnished decked sun terrace are just a selection of the delights offered by this alluring second floor maisonette, within easy reach of both the beach and the town centre, Ideal for a small famil...

  • Saturday changeover
  • Sleeps 5
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
£485 - £1025 per week *

WY297 View property

  • Saturday changeover
  • Sleeps 5
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Balcony
  • 3 Stars
  • Towels provided
  • 0.1 mile to a pub
  • 0.1 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • No smoking

Exterior Little Hyde Cottage

Swanage - Dorset

Here is a magnificent cottage with exposed Purbeck stone walls that add extra character, ten minutes from the beach and town centre and three bedrooms.

  • Saturday changeover
  • Sleeps 5
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
£360 - £795 per week *

WY328 View property

  • Saturday changeover
  • Sleeps 5
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Bed linen provided
  • Towels not provided
  • 0.1 mile to a pub
  • 0.4 mile to a shop
  • Washing machine
  • No smoking

Exterior - View 2 22 Ballard Estate

Swanage - Dorset

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

WY325 Exterior View 2 Flat 3 Durlston Court

Swanage - Dorset

An attractive first floor flat, comfortably furnished and with fantastic sea views from the lounge. A really good base for exploring the many walks along the magnificent Jurassic coast and the delights of the nearby coun...

  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • Private parking
£299 - £780 per week *

WY325 View property

  • Saturday changeover
  • 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
VisitEngland 3 Star Award Symbol

WY346 - Living Room & Kitchen Bella Marie

Swanage - Dorset

A modern first floor apartment, well-equipped and situated right in the heart of the town centre, just a stones throw from the beach.

  • Friday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
£330 - £760 per week *

WY346 View property

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

WY170 - Sitting Room - View 1 Flat 8, Sandringham Court

Swanage - Dorset

Ideally situated close to the beach and town centre of Swanage, this well equipped ground floor flat is nicely furnished and provides comfortable accommodation with the added enjoyment of views over the Purbeck Hills.

  • Saturday changeover
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
£270 - £730 per week *

WY170 View property

  • Saturday changeover
  • 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
  • Dishwasher
  • Freezer
  • No smoking

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