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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

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
£491 - £1149 per week *

WY388 View property

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

New Property 2 South View Cottages

Swanage - Dorset Coast

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
£406 - £858 per week *

WY460 View property

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Bed linen provided
  • Garden/courtyard
  • Towels provided
  • 0.1 mile to a pub
  • 0.2 mile to a shop
  • Dishwasher
  • No smoking
  • Welcome pack provided
Awarded 4 Stars with Original Cottages

Spacious living/dining room with French windows to front garden Beach Hive

Swanage - Dorset Coast

A spacious three bedroom ground floor apartment, with enclosed rear garden and private parking, just a short walk from the town centre and beach.

  • Sleeps 5
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
£526 - £1164 per week *

WY419 View property

  • Sleeps 5
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • Walk-in shower
  • Barbecue
  • On one level, no stairs
  • Washing machine
  • Dishwasher
  • No smoking
Awarded 3 Stars with Original Cottages

Open plan living/kitchen/dining room Flat 8 Broadleys

Swanage - Dorset Coast

A first floor, modern apartment, just a short walk from the town and beach.

  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Bed linen provided
£374 - £810 per week *

WY412 View property

  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Bed linen provided
  • 3 Stars
  • Towels provided
  • Walk-in shower
  • On one level, no stairs
  • Washing machine
  • Dishwasher
  • Cot available
  • Highchair
  • No smoking
Awarded 3 Stars with Original Cottages

Coastal View Bon Visage

Swanage - Dorset Coast

Central location close to all amenities and balcony with sea views

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
£344 - £836 per week *

WY386 View property

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Balcony
  • 3 Stars
  • Towels provided
  • 0.3 mile to a pub
  • 0.3 mile to a shop
  • Washing machine
  • No smoking
Awarded 4 Stars with Original Cottages

Coastal View Exterior 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.

  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
£670 - £1440 per week *

WY229 View property

  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Balcony
  • 4 Stars
  • Towels not provided
  • Walk-in shower
  • 0.4 mile to a pub
  • 0.4 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • No smoking
Awarded 3 Star Gold with Original Cottages

Coastal View Seashell View

Swanage - Dorset Coast

A beautifully furnished 3 bed apartment with stunning sea views close to the town centre and beach

  • Sleeps 6
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
£530 - £1272 per week *

WY422 View property

  • Sleeps 6
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 3.5 Stars
  • Towels provided
  • 0.3 mile to a pub
  • 0.3 mile to a shop
  • Washing machine
  • Dishwasher
  • Travel cot available
  • Highchair
  • No smoking
  • Welcome pack provided
Awarded 3 Stars with Original Cottages

Traditional Purbeck stone terrace cottage in the heart of Swanage Two Hoots

Swanage - Dorset Coast

Two Hoots is a lovely, traditional Purbeck stone cottage in the town, just a short walk from the beach. Perfect for a couple or family (sleeps 3)

  • Sleeps 3
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Bed linen provided
£411 - £886 per week *

WY415 View property

  • Sleeps 3
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Bed linen provided
  • Garden/courtyard
  • 3 Stars
  • Towels provided
  • Washing machine
  • Dishwasher
  • Freezer
  • No smoking
  • Welcome pack provided
Awarded 4 Star Gold with Original Cottages

Coastal View Rockleigh Cottage

Swanage - Dorset Coast

Set towards the end of the peninsular, overlooking Swanage Bay and out to Old Harry Rocks, Rockleigh Cottage was built in the nineteenth century as the gardener's cottage to a large house on the site. Rockleigh Cottage...

  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Open fire/woodburner
£635 - £1486 per week *

WY410 View property

  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Bed linen provided
  • Garden/courtyard
  • 4.5 Stars
  • Towels provided
  • Walk-in shower
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • 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
£484 - £1177 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
  • Walk-in shower
  • On one level, no stairs
  • 0.4 mile to a pub
  • 0.4 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • No smoking
Awarded 3 Stars with Original Cottages

Coastal View Sitting Room 1 Sea View Villa

Swanage - Dorset Coast

This classic Victorian house is a splendid property. The interior is modern and spacious but is still holds some of its vintage features such as the fireplaces and it's only a 10 minute walk away from the town and beach.

  • Sleeps 8
  • 4 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
£585 - £1357 per week *

WY350 View property

  • Sleeps 8
  • 4 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Bed linen provided
  • Garden/courtyard
  • 3 Stars
  • Towels provided
  • 0.1 mile to a pub
  • 0.1 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 West View House

Langton Matravers - Dorset Countryside

Located in the beautiful countryside this property originally was a quarryman's cottage. The lovely spacious property has been renovated to a high standard and some of its traditional features still remain giving the pro...

  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet welcome
  • Open fire/woodburner
  • Private parking
£441 - £971 per week *

WY330 View property

  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet welcome
  • Open fire/woodburner
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 3.5 Stars
  • Towels provided
  • Walk-in shower
  • 0.8 mile to a pub
  • 2.1 miles to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
  • No smoking

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