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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 £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

Featured properties

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 

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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 

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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 £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 

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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 £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 £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

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(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

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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 £59 / night

£409 - £837 / week

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(1) Excellent 5/5 

1 / 22

Holiday cottage in Portland

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

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

Excellent 5/5 

Add to shortlist

from £59 / night

£409 - £837 / week

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A traditional Portland stone property  …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 £70 / night

£485 - £1390 / week

View

(1) Very Good 4/5 

1 / 24

Portland holiday home rental

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Very Good 4/5 

Add to shortlist

from £70 / night

£485 - £1390 / week

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A stylish apartment with fantastic on-site health facilities, situated on the Jurassic coast beside Chesil Beach  …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 £86 / night

£600 - £900 / week

View

(6) Very Good 4.5/5 

1 / 11

Portland holiday home rental

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 8

  • Nearest beach 1 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Very Good 4.5/5 

Add to shortlist

from £86 / night

£600 - £900 / week

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This well presented holiday house has a large and sociable open plan living area with kitchen, seating and dining areas, allowing for a relaxed and inclusive holiday atmosphere.  …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

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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 £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

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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 - £850 / week

View

1 / 8

Portland holiday cottage rental

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

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

Add to shortlist

Not on the map

from £86 / night

£600 - £850 / week

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4 Sea View offers the best of modern comforts with period character in a cottage just a short walk from the splendors of Chesil Beach & Cove on the Isle of Portland Dorset. Offering a fabulous kitchen and comfortable accommodation.  …see more

from £59 / night

£409 - £837 / week

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1 / 24

Portland holiday cottage rental

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden

Add to shortlist

from £59 / night

£409 - £837 / week

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National Sailing Academy a few minutes walk  …see more

from £46 / night

£320 - £785 / week

View

1 / 31

Holiday cottage in Portland

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
  • Private garden

Add to shortlist

from £46 / night

£320 - £785 / week

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This charming detached cottage sits in a quiet cul-de-sac in Easton on the Isle of Portland, sleeping five people in three bedrooms.  …see more

from £59 / night

£409 - £837 / week

View

1 / 20

Portland holiday cottage rental

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden

Add to shortlist

from £59 / night

£409 - £837 / week

View

An original terraced fisherman's cottage which has been delightfully restored.  …see more

from £86 / night

£600 - £850 / week

View

1 / 11

Holiday apartment in Portland

Isle of Portland / Portland

Apartment / 2 Bedrooms / sleeps 4

  • Nearest beach 1 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

Not on the map

from £86 / night

£600 - £850 / week

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A two bedroom holiday apartment, close to Portland Harbour, Portland Castle and the National Sailing Academy.  …see more

from £86 / night

£600 - £850 / week

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1 / 10

Apartment rental in Portland with shared pool

Isle of Portland / Portland

Apartment / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
  • Great for children of all ages

Add to shortlist

from £86 / night

£600 - £850 / week

View

Frigate Apartment is a stunning holiday apartment with sea views situated in the eye-catching Ocean Views development, close to Portland Harbour and the National Sailing Academy. The development boasts a state-of-the-art health and fitness centre complete with an indoor swimming pool.  …see more

from £86 / night

£600 - £900 / week

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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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