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Portland

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from £47 / night

£325 - £795 / week

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(2) Excellent 5/5 

1 / 45

Cottage rental in Portland

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

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from £47 / night

£325 - £795 / week

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Portland is a unique place to visit. It sits 40 feet above sea level at the highest point and made up of limestone rock. Portland is part of the Jurassic Coastline. There is so much to explore and see during your stay. Leisure facilities include Sailing, fishing, diving, windsurfing, swimming, bird watching, walking etc  …see more

from £72 / night

£500 / week

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(3) Very Good 4.5/5 

1 / 9

Portland holiday home rental

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car not necessary

Very Good 4.5/5 

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from £72 / night

£500 / week

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Pebbles view cottages is the perfect holiday destination whether you just want to get away from it all exploring the Isle of Portland or beaches of Weymouth or a more active holiday with fantastic sailing,diving rock climbing cycling and walking, portland has it all.  …see more

from £45 / night

£315 - £393 / week

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1 / 17

Holiday studio in Portland

Isle of Portland / Portland

Studio / sleeps 2

  • Nearest beach 3 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed

Add to shortlist

from £45 / night

£315 - £393 / week

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Portland is at the heart of the 95 mile long 'Jurassic Coast', designated by UNESCO as England's first Natural World Heritage Site, as it provides a geological' walk through 185 millions years of earth's history'. Portland is the mecca for sporting activities such as windsurfing, sailing, rock climbing and leisure diving  …see more

Featured properties

from £43 / night

£295 - £360 / week

View

(14) Very Good 4.5/5 

1 / 31

Holiday studio in Portland

Isle of Portland / Portland

Studio / sleeps 2

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Not suitable for children
  • Car advised

Very Good 4.5/5 

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from £43 / night

£295 - £360 / week

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Weymouth, Portland, Dorset. Jurassic coast, car advised, sea view, beach, cliff walks, sailing, water sports, fishing, golf, rock climbing, horse riding, bird watching, on-site creche, peaceful quiet location. This modern apartment is situated in a stunning setting overlooking the ocean at Portland Bill..  …see more

from £43 / night

£300 - £690 / week

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(12) Excellent 5/5 

1 / 17

Holiday home in Portland

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £43 / night

£300 - £690 / week

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Hillside is a stunning fully refurbished Victorian house with views from a southwest facing garden overlooking Portland Harbour and WPNSA.Only five minutes walk from Chesil beach, Hillside was refurbished to be our home which we have chosen to allow others to enjoy. What other property on Portland has chandeliers ,roll top bath and feature wallpaper?  …see more

from £50 / night

£350 - £690 / week

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(12) Very Good 4.5/5 

1 / 14

Holiday cottage accommodation

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed

Very Good 4.5/5 

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from £50 / night

£350 - £690 / week

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Situated in a quiet location at the southern end of the island with stunning sea views just a stone's throw away from beautiful coastal walks and scenery - near Portland Bill lighthouse and the Lobster Pot restaurant.  …see more

from £50 / night

£350 - £895 / week

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(6) Very Good 4.5/5 

1 / 20

Portland holiday cottage rental

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

Add to shortlist

from £50 / night

£350 - £895 / week

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Fishermans Cottage is a charming detached 18th century cottage on the edge of Southwell, with excellent sea views. Ideal for Sailing academy, bird watching or just a quiet getaway. The ideal location for the 2012 Olympic Sailing whether supporting, taking part or just for the atmosphere.  …see more

from £50 / night

£350 - £695 / week

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(5) Very Good 4.5/5 

1 / 21

Holiday cottage letting

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • No pets allowed

Very Good 4.5/5 

Add to shortlist

from £50 / night

£350 - £695 / week

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Seagull Cottage is a lovely holiday house ideal for sailing, beach, and outdoor activity holidays in Portland. It is located a mile from the WPNSA National Sailing Academy, the 2012 Olympic Sailing venue, and just a few minutes walk from the world famous Chesil Beach. The well-equpped cottage offers comfortable, superior two bedroom accommodation in a convenient location.  …see more

from £47 / night

£325 - £795 / week

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(7) Very Good 4.5/5 

1 / 20

Holiday cottage in Portland

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

Add to shortlist

from £47 / night

£325 - £795 / week

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Pebble Reef is a traditional Quarryman's Cottage, full of character but lovingly renovated to include all the modern comforts you need. Now has WiFi.  …see more

from £45 / night

£310 - £690 / week

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(17) Very Good 4.5/5 

1 / 22

Holiday cottage letting

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

Add to shortlist

from £45 / night

£310 - £690 / week

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A character terraced cottage, on a quiet street in the village of Fortuneswell on the Isle of Portland, only a few minutes walk from the famous Chesil Beach, 5 minutes drive from the National Sailing Academy and easy walk ing distance to the Olympic Sailing Village. Excellent restaurants and pubs within walking distance of the cottage. Free Wi-Fi.  …see more

from £60 / night

£420 - £1540 / week

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(27) Very Good 4.5/5 

1 / 17

Holiday home letting

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner

Very Good 4.5/5 

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from £60 / night

£420 - £1540 / week

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Ideal for small groups, couples and families - fabulous sea & rural views. Sleeps up to 8 +2 people comfortably. 4 bedrooms - 3 double/twin, bunk bedroom & sofa bed. Secure gated parking for several cars. There is a generous 50% discount for just 2 people staying. Situated very near to Weymouth & Portland National Sailing Academy & in centre of Dorset's Jurassic Coast  …see more

from £50 / night

£350 - £1330 / week

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(22) Excellent 5/5 

1 / 16

Home rental in Portland

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

Add to shortlist

from £50 / night

£350 - £1330 / week

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Ideal for small groups, couples and families - extensive sea views. Sleeps up to 6 +2 people comfortably. 3 bedrooms with either single/twin or king-size beds and a sofa bed in the lounge. Off road parking. There is a generous 50% discount for just 2 people staying. Situated very near to Weymouth & Portland National Sailing Academy & in centre of Dorset's Jurassic Coast  …see more

from £61 / night

£425 - £625 / week

View

(4) Excellent 5/5 

1 / 20

Holiday home in Portland

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 6

  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £61 / night

£425 - £625 / week

View

Within sound of the breaking surf, take breakfast on the balcony and enjoy stunning views of Chesil Beach. Situated in a quiet area of Fortuneswell yet only a short walk from Shops, Restaurants, Pubs and Beach and 5 minutes from the Olympic Sailing Venue.  …see more

from £53 / night

£366 - £433 / week

View

(1) Good 3/5 

1 / 16

Portland holiday studio rental

Isle of Portland / Portland

Studio / sleeps 2

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable for children over 5
  • Car advised

Good 3/5 

Add to shortlist

from £53 / night

£366 - £433 / week

View

Portland is at the heart of the 95 mile long 'Jurassic Coast', designated by UNESCO as England's first Natural World Heritage Site, as it provides a geological' walk through 185 millions years of earth's history'. Portland is the mecca for sporting activities such as windsurfing, sailing, rock climbing and leisure diving  …see more

from £48 / night

£333 - £399 / week

View

1 / 16

Holiday studio rental

Isle of Portland / Portland

Studio / sleeps 2

  • Suitable for children over 5
  • No pets allowed

Add to shortlist

from £48 / night

£333 - £399 / week

View

Portland is at the heart of the 95 mile long 'Jurassic Coast', designated by UNESCO as England's first Natural World Heritage Site, as it provides a geological' walk through 185 millions years of earth's history'. Portland is the Mecca for sporting activities such as windsurfing, sailing, rock climbing and leisure diving  …see more

from £48 / night

£333 - £399 / week

View

1 / 10

Portland holiday studio accommodation

Isle of Portland / Portland

Studio / sleeps 2

  • Nearest beach 3 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed

Add to shortlist

from £48 / night

£333 - £399 / week

View

Portland is at the heart of the 95 mile long 'Jurassic Coast', designated by UNESCO as England's first Natural World Heritage Site, as it provides a geological' walk through 185 millions years of earth's history'. Portland is the Mecca for sporting activities such as windsurfing, sailing, rock climbing and leisure diving  …see more

from £122 / night

£850 - £1350 / week

View

(1) Excellent 5/5 

1 / 18

Portland holiday home rental

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children over 5
  • Car not necessary

Excellent 5/5 

Add to shortlist

from £122 / night

£850 - £1350 / week

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Beautifully renovated family house situated down a quiet lane, minutes from a picturesque cove and lovely cliff top walks.  …see more

from £69 / night

£480 - £1150 / week

View

(13) Excellent 5/5 

1 / 20

Holiday home rental

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

Add to shortlist

from £69 / night

£480 - £1150 / week

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The Gift House is a beautiful fully renovated and refurbished 4 bedroom house situated 2 minutes walk from the beach, with stunning panoramic sea views from all reception rooms and bedrooms stretching across Chesil Beach to the Olympic Sailing Village. The property is suited to outdoors enthusiasts and families. A perfect retreat with modern luxuries.  …see more

from £47 / night

£325 - £395 / week

View

(23) Very Good 4.5/5 

1 / 24

Holiday studio in Portland

Isle of Portland / Portland

Studio / sleeps 2

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary

Very Good 4.5/5 

Add to shortlist

from £47 / night

£325 - £395 / week

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Open all year. Tranquil, warm retreat above Church Ope Cove. Self catering Studio for 2 set on the cliff path a 7 minute walk from the nearest village and major amenities. Comfy four poster bed (new pics coming soon) Wet room, Wifi, Woodburner, Ipod dock. Pet welcome. Suits romance and retreat, sail, walk, climb, work or study with Wifi, Pets and walkers Welcome Awards.  …see more

from £89 / night

£620 - £632 / week

View

(4) Excellent 5/5 

1 / 22

Holiday home in Portland

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £89 / night

£620 - £632 / week

View

Stunning location with probably the best uninterrupted sea views on Portland. Attractive 2 bedroom house with gardens and easy parking.Close to shops, pubs, restaurants and beaches but right on the edge of open hillside. Only 5 minutes from the National Sailing Academy. Ideal situation for exploring Portland's natural heritage.  …see more

from £86 / night

£600 - £850 / week

View

(2) Very Good 4/5 

1 / 8

Holiday cottage in Portland

Isle of Portland / Portland

Cottage / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised

Very Good 4/5 

Add to shortlist

Not on the map

from £86 / night

£600 - £850 / week

View

Mallams Cottage is a beautifully finished period cottage, well located for Chesil Beach, Portland Harbour and the National Sailing Academy. Close to the best sailing waters in Europe.  …see more

from £65 / night

£454 - £1390 / week

View

(2) Very Good 4/5 

1 / 18

Holiday cottage in Portland

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised

Very Good 4/5 

Add to shortlist

Not on the map

from £65 / night

£454 - £1390 / week

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Sea Shell Cottage offers spacious accommodation in the heart of the highly desirable Brewers Quay area of Weymouth.  …see more

from £56 / night

£391 - £1159 / week

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1 / 18

Home rental in Portland

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed

Add to shortlist

from £56 / night

£391 - £1159 / week

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Sea Pinks Cottage was built around 1860 and is a fine example of a traditional fisherman's cottage built with Portland stone.  …see more

from £77 / night

£536 - £1689 / week

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(1)  

1 / 17

Portland holiday home rental

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 7

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

 

Add to shortlist

from £77 / night

£536 - £1689 / week

View

A 4 bedroom house set over 3 floors, sleeps 7. Newly refurbished to a high standard throughout. Fully furnished, enclosed patio areas at the front and back. Situated just yards from the famous Chesil Beach and within a short walk of the National Sailing Academy.  …see more

from £86 / night

£600 - £900 / week

View

1 / 8

Holiday home in Portland

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed

Add to shortlist

Not on the map

from £86 / night

£600 - £900 / week

View

Whether you are looking for that relaxing break, or here to sail or just time with the family this charming cottage would suit your needs. Nestled off Wakeham, you will agree this cottage is a real find. This deceptive very comfortable house offers home from home facilities with everything to entertain a family  …see more
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