Isle of Portland Rentals

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639 Houses

(3) Very Good 

20

OLD HIGHER LIGHTHOUSE BRANSCOMBE LODGE, family friendly, character holiday cotta

Dorset / Isle of Portland

Isle of Portland house

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
“A Superb Get-Away-From-It-All Holiday” Cant't fault fault anything. Excellent accomodation, super hosts. We had a wonderful stay and it wasn't long enough. Highly Recommended
…see more

Price per night from

$107

Price per night from

$107

(8) Very Good 

16

OLD HIGHER LIGHTHOUSE STOPES COTTAGE, family friendly, character holiday cottage

Dorset / Isle of Portland

Isle of Portland house

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$105

Price per night from

$105

20

NEPTUNE COTTAGE, Sleeps 5, tradtional Portland Cottage, Pet friendly, WiFi

Isle of Portland / Castletown

Castletown cottage

3 5 1 night min

  • 3 bedrooms
  • sleeps 5
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$79

Price per night from

$79

21

OLYMPIC COTTAGE, Sleep 4, Original olympic althlete house, WiFi, Contemporary

Isle of Portland / Castletown

Castletown cottage

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$84

Price per night from

$84

33

THE OLD PORTLAND COURTHOUSE, sleeps 8, historic building, four poster bed

Isle of Portland / Castletown

Castletown cottage

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Private garden

Price per night from

$171

Price per night from

$171

28

LANGHAM COTTAGE, Terraced cottage with sea views, Sleeps 4, Log Burner, WiFi

Isle of Portland / Castletown

Castletown cottage

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$72

Price per night from

$72

33

OSPREY HOUSE, contemporary house, sleeps 7, Rooftop balcony with views, WiFi

Isle of Portland / Castletown

Castletown cottage

4 7 1 night min

  • 4 bedrooms
  • sleeps 7
  • 1 night min
  • Child Friendly

Price per night from

$102

Price per night from

$102

27

SUNSET LODGE, modern apartment, sleeps 6, sea views, WiFi, Portland

Isle of Portland / Castletown

Castletown cottage

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly

Price per night from

$89

Price per night from

$89

29

JURASSIC COAST HOUSE, Sleep 8, modern olympic athletes house, Close to Chesil

Isle of Portland / Castletown

Castletown cottage

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$135

Price per night from

$135

23

THE VIEW, beautiful sea views, sleeps 6, Walk to chesil beach, Portland.

Isle of Portland / Castletown

Castletown cottage

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min

Price per night from

$116

Price per night from

$116

19

ST JOHNS VIEW, contemporary house, sleeps 4, off road parking, Wifi, Portland

Isle of Portland / Castletown

Castletown cottage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Private garden

Price per night from

$83

Price per night from

$83

19

BOWMAN'S COTTAGE, Traditional stone cottage, sleeps 4, close to walks, Portland

Isle of Portland / Castletown

Castletown cottage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Private garden

Price per night from

$76

Price per night from

$76

30

UNICORN, cute cottage, sleeps 4, sea glimpses, cottage garden, Portland

Isle of Portland / Castletown

Castletown cottage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$83

Price per night from

$83

24

PITT HAYES COTTAGE, Breath taking views, sleeps 8, open plan living, Portland

Isle of Portland / Castletown

Castletown cottage

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$120

Price per night from

$120

28

QUARRY TRAILS, Sleeps 5, Close to coast walks, WiFi, Parking, Portland

Isle of Portland / Castletown

Castletown cottage

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$94

Price per night from

$94

27

THE PALMS, sleep 4 bungalow, pet friendly, close to amenities, 2 miles to

Isle of Portland / Castletown

Castletown cottage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$79

Price per night from

$79

13

ALPEN ROSE COTTAGE, private parking, two dogs, three bedrooms on Isle of

Isle of Portland / Weston

Weston cottage

3 5 1 night min

  • 3 bedrooms
  • sleeps 5
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$84

Price per night from

$84

32

AMMONITE COTTAGE, WiFi, two bedrooms, courtyard on Isle of Portland.

Isle of Portland / Castletown

Castletown cottage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child Friendly

Price per night from

$79

Price per night from

$79

(4) Average 

8

Cliff House

Dorset / Isle of Portland

Isle of Portland house

3 5 2 nights min

  • 3 bedrooms
  • sleeps 5
  • 2 nights min
  • Nearest beach 0 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$148

Price per night from

$148

(29) Very Good 

Certificate of Excellence

42

Fishermans Cottage

Dorset / Isle of Portland

Isle of Portland cottage

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 mi
  • Child Friendly

Certificate of Excellence

Price per night from

$97

Responds fast!
avg. 35 minutes

Price per night from

$97

(4) Very Good 

14

5 Cove Park

Dorset / Isle of Portland

Isle of Portland chalet

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$126

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$126

(24) Excellent 

Certificate of Excellence

21

Pebble Reef

Dorset / Isle of Portland

Isle of Portland cottage

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Child Friendly
“Lovely house in great location.” A traditional cottage style house but equipped in a modern way. There is on street parking that is easily available. Lots of space and nice small garden area. In a wonderful location if you like walking and bird watchi
…see more

Certificate of Excellence

Price per night from

$95

Responds fast!
avg. 35 minutes

Price per night from

$95

(9) Very Good 

43

Schooner Cottage ** New 2018 **

Dorset / Isle of Portland

Isle of Portland cottage

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$96

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$96

(34) Very Good 

Certificate of Excellence

30

Rosa Cottage

Dorset / Isle of Portland

Isle of Portland cottage

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Child Friendly

Certificate of Excellence

Price per night from

$140

Responds fast!
avg. 2 hours 39 minutes

Price per night from

$140

(13) Excellent 

8

Two bedroom holiday bungalow

Dorset / Isle of Portland

Isle of Portland bungalow

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly

Price per night from

$118

Responds fast!
avg. 32 minutes

Price per night from

$118

(9) Excellent 

40

1 The Old Police Station

Dorset / Isle of Portland

Isle of Portland house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$162

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$162

(1) Excellent 

37

The Old Boathouse

Dorset / Isle of Portland

Isle of Portland house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 3 mi
  • Child Friendly

Price per night from

$117

Responds fast!
avg. 35 minutes

Price per night from

$117

(11) Very Good 

Certificate of Excellence

8

Portland Hideaway

Dorset / Isle of Portland

Isle of Portland cottage

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 3 mi
  • Car not necessary
  • Air conditioning

Certificate of Excellence

Price per night from

$74

Responds fast!
avg. 1 hour 24 minutes

Price per night from

$74

(3) Very Good 

37

The Gift House, a historic Seaman's Chaplaincy

Dorset / Isle of Portland

Isle of Portland house

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Pet Friendly

Price per night from

$324

Responds fast!
avg. 1 hour 34 minutes

Price per night from

$324

(4) Very Good 

12

Artist Cottage - Charming coastal cottage on Portland :-)

Dorset / Isle of Portland

Isle of Portland cottage

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$117

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$117

(1) Excellent 

8

Mermaid Cottage

Dorset / Isle of Portland

Isle of Portland house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden

Price per night from

$170

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$170

(3) Very Good 

20

Dory Cottage

Dorset / Isle of Portland

Isle of Portland cottage

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$130

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$130

(38) Excellent 

Certificate of Excellence

19

Spacious 3 bedroom house large balcony magnificent sea views & secure parking

Dorset / Isle of Portland

Isle of Portland house

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly
“A lovely experience” We stayed here this summer for a few days. The accommodation is spacious and nicely furnished. The booking was dealt with efficiently and flexibly. You have to be aware that the road outside the house is busy and as roads are, it
…see more

Certificate of Excellence

Price per night from

$148

Responds fast!
avg. 15 minutes

Price per night from

$148

(2) Excellent 

18

Marina Bay View Apartment

Dorset / Isle of Portland

Isle of Portland apartment

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Price per night from

$182

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$182

(11) Very Good 

22

Ocean Studio Apartments OSA11A-Southwell, Portland

Dorset / Isle of Portland

Isle of Portland studio

Studio 2 2 nights min

  • Studio
  • sleeps 2
  • 2 nights min
  • Nearest beach 3 mi
  • Suitable for children age 5+

Price per night from

$67

Responds fast!
avg. 12 minutes

Price per night from

$67

11

Midway

Dorset / Isle of Portland

Isle of Portland house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$177

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$177

8

Sea View

Dorset / Isle of Portland

Isle of Portland cottage

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$101

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$101

(34) Very Good 

31

BEAUTIFUL STUDIO APARTMENT - OCEAN VIEWS,PORTLAND

Dorset / Isle of Portland

Isle of Portland studio

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 mi

Price per night from

$70

Responds fast!
avg. 1 hour 38 minutes

Price per night from

$70