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14 Results   |  

from £50 / night

£350 - £1050 / week

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Excellent 5/5 

16 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 8

Excellent 5/5 

2 Nights min stay

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from £50 / night

£350 - £1050 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
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.  …see more

from £43 / night

£295 - £360 / week

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Very Good 4.5/5 

31 Photos

Isle of Portland / Portland

Studio / sleeps 2

Very Good 4.5/5 

3 Nights min stay

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from £43 / night

£295 - £360 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Not suitable for children
  • Car advised
  • No pets allowed
Weymouth, Portland, Dorset. Jurassic coast, sea view, beach, cliff walks, sailing, water sports, kayaking, wind surfing, snorkelling, bathing, fishing, golf, rock climbing, horse riding, bird watching, on-site creche, peaceful quiet location, kite and seafood festivals.  …see more

from £60 / night

£420 - £1540 / week

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Very Good 4.5/5 

17 Photos

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 10

Very Good 4.5/5 

2 Nights min stay

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from £60 / night

£420 - £1540 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
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. Si  …see more

Featured properties

from £47 / night

£325 - £795 / week

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Very Good 4.5/5 

20 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £47 / night

£325 - £795 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
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 £43 / night

£300 - £690 / week

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Excellent 5/5 

17 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

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from £43 / night

£300 - £690 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
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. Wha  …see more

from £61 / night

£425 - £625 / week

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Excellent 5/5 

20 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

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from £61 / night

£425 - £625 / week

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Key info:

  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
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 £69 / night

£480 - £1150 / week

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Excellent 5/5 

20 Photos

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 10

Excellent 5/5 

3 Nights min stay

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from £69 / night

£480 - £1150 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
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  …see more

from £89 / night

£620 - £632 / week

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Excellent 5/5 

22 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 5

Excellent 5/5 

7 Nights min stay

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from £89 / night

£620 - £632 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
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.  …see more

from £72 / night

£500 - £720 / week

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Very Good 4/5 

8 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 4

Very Good 4/5 

Short stays welcome

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from £72 / night

£500 - £720 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
A charming cottage in this pretty road, a short walk down to Chesil Beach and Cove and easy going of the National Sailing Academy at Portland Harbour.  …see more

from £86 / night

£600 - £850 / week

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10 Photos

Isle of Portland / Portland

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £86 / night

£600 - £850 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
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  …see more

from £86 / night

£600 - £900 / week

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8 Photos

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 10

Short stays welcome

Add to shortlist

from £86 / night

£600 - £900 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
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 facil  …see more

from £86 / night

£600 - £850 / week

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8 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £86 / night

£600 - £850 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
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 £72 / night

£500 - £720 / week

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8 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 7

7 Nights min stay

Add to shortlist

from £72 / night

£500 - £720 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Character cottage over three floors, sleeps seven comfortably. A short walk from Chesil Beach and the local amenities, the National Sailing Academy and Portland Harbour. The harbour is found within a short drive or leisurely walk from the property. At the centre of th  …see more

from £65 / night

£450 - £650 / week

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5 Photos

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 4

1 night min stay

Add to shortlist

from £65 / night

£450 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
If you were much closer you would be in the sea!!  …see more

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