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29 Results   |  

from £50 / night

£350 - £690 / week

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Very Good 4.5/5 

14 Photos

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £50 / night

£350 - £690 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
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 £45 / night

£315 - £393 / week

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17 Photos

Isle of Portland / Portland

Studio / sleeps 2

2 Nights min stay

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from £45 / night

£315 - £393 / week

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Key info:

  • Nearest beach 3 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed
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 £47 / night

£325 - £795 / week

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Excellent 5/5 

45 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

Excellent 5/5 

4 Nights min stay

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from £47 / night

£325 - £795 / week

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Key info:

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

Featured properties

from £43 / night

£295 - £360 / week

View

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. This modern apartment is situated in a stunning setting overlooking the ocean at Portland Bill.  …see more

from £45 / night

£310 - £690 / week

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Very Good 4.5/5 

22 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

Very Good 4.5/5 

1 night min stay

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from £45 / night

£310 - £690 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
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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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. 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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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 - £1330 / 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. Situated very near to Weymouth & Portland National Sailing Academy & in centre of Dorset's Jurassic Coast  …see more

from £53 / night

£366 - £433 / week

View

Good 3/5 

16 Photos

Isle of Portland / Portland

Studio / sleeps 2

Good 3/5 

2 Nights min stay

Add to shortlist

from £53 / night

£366 - £433 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed
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

10 Photos

Isle of Portland / Portland

Studio / sleeps 2

2 Nights min stay

Add to shortlist

from £48 / night

£333 - £399 / week

View

Key info:

  • Nearest beach 3 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed
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 £59 / night

£409 - £837 / week

View

Excellent 5/5 

21 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

Excellent 5/5 

3 Nights min stay

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from £59 / night

£409 - £837 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A traditional Portland stone property  …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 is suited to outdoors enthusiasts and families. A perfect retreat with modern luxuries.  …see more

from £65 / night

£454 - £1390 / week

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Very Good 4/5 

18 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

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from £65 / night

£454 - £1390 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
Sea Shell Cottage offers spacious accommodation in the heart of the highly desirable Brewers Quay area of Weymouth.  …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. Ideal situation for exploring Portland's natural heritage.  …see more

from £47 / night

£325 - £395 / week

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Very Good 4.5/5 

24 Photos

Isle of Portland / Portland

Studio / sleeps 2

Very Good 4.5/5 

3 Nights min stay

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from £47 / night

£325 - £395 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • Pets welcome
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 £86 / night

£600 - £900 / week

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Very Good 4.5/5 

11 Photos

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 8

Very Good 4.5/5 

Short stays welcome

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from £86 / night

£600 - £900 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
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 £43 / night

£298 - £736 / week

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Good 3/5 

17 Photos

Isle of Portland / Portland

House / 1 Bedroom / sleeps 4

Good 3/5 

3 Nights min stay

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from £43 / night

£298 - £736 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Ocean Views is a new luxury seafront development of apartments on the Isle of Portland in Dorset, situated on the Jurassic coast beside Chesil Beach, in a location guaranteed to inspire.  …see more

from £56 / night

£391 - £1159 / week

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18 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £56 / night

£391 - £1159 / week

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Key info:

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

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 7

 

3 Nights min stay

Add to shortlist

from £77 / night

£536 - £1689 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
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 £1715 / night

£12000 / week

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23 Photos

Isle of Portland / Portland

Castle / 9 Bedrooms / sleeps 20

3 Nights min stay

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from £1715 / night

£12000 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Nestled on the Isle of Portland, the peaceful castle welcomes you to live your very own fairytale  …see more

from £59 / night

£409 - £837 / week

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21 Photos

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £59 / night

£409 - £837 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
National Sailing Academy a few minutes walk  …see more

from £46 / night

£320 - £785 / week

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31 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

Short stays welcome

Add to shortlist

from £46 / night

£320 - £785 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
  • Private garden
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 £91 / night

£631 - £1485 / week

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12 Photos

Isle of Portland / Portland

Lodge / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £91 / night

£631 - £1485 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
A perfect choice for those wishing to relax in a peaceful setting after a day out in the fresh sea air  …see more

from £72 / night

£503 - £1150 / week

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19 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £72 / night

£503 - £1150 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
This semi detached cottage is located on the tip of Portland Bill in Dorset and can sleep four people in two bedrooms.  …see more

from £75 / night

£519 - £1165 / week

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21 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £75 / night

£519 - £1165 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
This detached cottage is located on the tip of Portland Bill in Dorset and can sleep four people in two bedrooms.  …see more

from £56 / night

£391 - £1159 / week

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20 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £56 / night

£391 - £1159 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Ocean Views is a new luxury seafront development of apartments on the Isle of Portland in Dorset, situated on the Jurassic coast beside Chesil Beach, a location guaranteed to inspire.101 Ocean Views is a stylishly furnished apartment locate  …see more

from £37 / night

£257 - £708 / week

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5 Photos

Isle of Portland / Portland

Apartment / 1 Bedroom / sleeps 2

2 Nights min stay

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from £37 / night

£257 - £708 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
A stylish apartment with fantastic on-site health facilities, situated on the Jurassic coast beside Chesil Beach  …see more

from £61 / night

£425 - £625 / week

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11 Photos

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 5

7 Nights min stay

Add to shortlist

from £61 / night

£425 - £625 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
Pet Friendly!! Fabulous views, parking, dog friendly, close to Chesil Beach and a short walk from Weymouth & Portland National Sailing Academy. Ideal for walking, sailing, fishing or just relaxing.  …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

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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 facilities with everything to entertain a family  …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

Add to shortlist

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 swimming pool.  …see more

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