COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Search 105,200+ Vacation Rentals

Isle of Portland Vacation Rentals & Homes - 385 Rentals Available

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

385 Vacation rentals

(3)

1 / 26

Isle of Portland House

  • 2
  • 4
  • 3 nights min
  • Swimming pool
  • Child friendly

$194.00

Very Good (3 reviews)

Inquire

from $194.00 / night

(9)

1 / 17

Isle of Portland House

  • 2
  • 4
  • 3 nights min
  • Swimming pool
  • Child friendly

$194.00

Very Good (9 reviews)

Inquire

from $194.00 / night

(3)

1 / 22

Weston Cottage

  • 2
  • 4
  • 3 nights min
  • Private garden

$187.00

Excellent (3 reviews)

Inquire

from $187.00 / night

1 / 14

Weston Cottage

  • 3
  • 5
  • 3 nights min
  • Child friendly
  • Pet friendly

$227.00

Inquire

from $227.00 / night

(7)

1 / 12

Castletown Apartment

  • 1
  • 2
  • 3 nights min
  • Child friendly
  • Pet friendly

$160.00

Excellent (7 reviews)

Inquire

from $160.00 / night

(1)

1 / 32

Castletown Cottage

  • 2
  • 4
  • 3 nights min

$197.00

Excellent (1 reviews)

Inquire

from $197.00 / night

1 / 25

Weston Cottage

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly

$203.00

Inquire

from $203.00 / night

1 / 27

Castletown Cottage

  • 3
  • 6
  • 3 nights min
  • Child friendly

$235.00

Inquire

from $235.00 / night

1 / 29

Castletown Cottage

  • 4
  • 8
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$360.00

Inquire

from $360.00 / night

1 / 20

Weston Bungalow

  • 1
  • 2
  • 3 nights min
  • Child friendly
  • Private garden

$219.00

Inquire

from $219.00 / night

1 / 33

Castletown Cottage

  • 4
  • 8
  • 3 nights min
  • Private garden

$449.00

Inquire

from $449.00 / night

1 / 30

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$206.00

Inquire

from $206.00 / night

1 / 33

Castletown Cottage

  • 4
  • 8
  • 3 nights min
  • Child friendly

$273.00

Inquire

from $273.00 / night

1 / 22

Castletown Apartment

  • 2
  • 4
  • 3 nights min

$206.00

Inquire

from $206.00 / night

1 / 30

Castletown Cottage

  • 1
  • 2
  • 3 nights min
  • Private garden

$170.00

Inquire

from $170.00 / night

(1)

1 / 29

Weston Apartment

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly

$231.00

Excellent (1 reviews)

Inquire

from $231.00 / night

1 / 19

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Private garden

$187.00

Inquire

from $187.00 / night

1 / 23

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Private garden

$209.00

Inquire

from $209.00 / night

1 / 19

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Private garden

$191.00

Inquire

from $191.00 / night

1 / 36

Weston Chalet

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly

$340.00

Inquire

from $340.00 / night

1 / 36

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly

$197.00

Inquire

from $197.00 / night

(1)

1 / 23

Castletown Cottage

  • 4
  • 8
  • 3 nights min
  • Child friendly
  • Pet friendly

$363.00

Excellent (1 reviews)

Inquire

from $363.00 / night

1 / 20

Castletown Cottage

  • 3
  • 5
  • 3 nights min
  • Child friendly
  • Pet friendly

$213.00

Inquire

from $213.00 / night

1 / 28

Castletown Cottage

  • 3
  • 5
  • 3 nights min
  • Child friendly
  • Private garden

$235.00

Inquire

from $235.00 / night

(1)

1 / 23

Castletown Cottage

  • 3
  • 6
  • 3 nights min

$289.00

Very Good (1 reviews)

Inquire

from $289.00 / night

1 / 70

Weston Cottage

  • 9
  • 20
  • 3 nights min
  • Swimming pool
  • Child friendly

$2,793.00

Inquire

from $2,793.00 / night

1 / 21

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$223.00

Inquire

from $223.00 / night

1 / 16

Weston Bungalow

  • 2
  • 3
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$178.00

Inquire

from $178.00 / night

1 / 37

Castletown Cottage

  • 3
  • 8
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$199.00

Inquire

from $199.00 / night

1 / 17

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$223.00

Inquire

from $223.00 / night

1 / 22

Castletown House

  • 4
  • 8
  • 3 nights min
  • Child friendly
  • Private garden

$380.00

Inquire

from $380.00 / night

(1)

1 / 34

Weston Cottage

  • 3
  • 5
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$144.00

Average (1 reviews)

Inquire

from $144.00 / night

1 / 38

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$163.00

Inquire

from $163.00 / night

Your search has been expanded 18.3 miles to include more rentals

1 / 22

Osmington Mills Cottage - 7.7 miles away

  • 3
  • 6
  • 3 nights min

$534.00

Inquire

from $534.00 / night

(2)

1 / 25

West Bay Cottage - 18.3 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$245.00

Average (2 reviews)

Inquire

from $245.00 / night

1 / 22

Weymouth Cottage - 4.6 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly
  • Pet friendly

$222.00

Inquire

from $222.00 / night

(1)

1 / 25

Burton Bradstock Cottage - 17.1 miles away

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$212.00

Excellent (1 reviews)

Inquire

from $212.00 / night

1 / 28

Burton Bradstock Cottage - 17.1 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$683.00

Inquire

from $683.00 / night

1 / 20

Weymouth Cottage - 4.2 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$240.00

Inquire

from $240.00 / night

1 / 36

Weymouth Cottage - 6.6 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly

$216.00

Inquire

from $216.00 / night