Search 105,200+ Vacation Rentals

Isle of Portland Vacation Rentals & Homes - 346 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

346 Vacation rentals

(8)

1 / 16

Isle of Portland House

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

$104.00

Very Good (8 reviews)

Inquire

from $104.00 / night

(3)

1 / 20

Isle of Portland House

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

$106.00

Very Good (3 reviews)

Inquire

from $106.00 / night

1 / 27

Castletown Cottage

  • 3
  • 6
  • 3 nights min
  • Child friendly

$220.00

Inquire

from $220.00 / night

1 / 21

Castletown Cottage

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

$208.00

Inquire

from $208.00 / night

1 / 14

Weston Cottage

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

$208.00

Inquire

from $208.00 / night

1 / 24

Castletown Cottage

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

$280.00

Inquire

from $280.00 / night

1 / 29

Castletown Cottage

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

$336.00

Inquire

from $336.00 / night

1 / 25

Weston Cottage

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

$190.00

Inquire

from $190.00 / night

1 / 19

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Private garden

$178.00

Inquire

from $178.00 / night

1 / 32

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly

$184.00

Inquire

from $184.00 / night

1 / 19

Castletown Cottage

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

$192.00

Inquire

from $192.00 / night

1 / 30

Castletown Cottage

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

$192.00

Inquire

from $192.00 / night

1 / 33

Castletown Cottage

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

$419.00

Inquire

from $419.00 / night

1 / 33

Castletown Cottage

  • 4
  • 7
  • 3 nights min
  • Child friendly

$255.00

Inquire

from $255.00 / night

1 / 36

Castletown Cottage

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

$184.00

Inquire

from $184.00 / night

1 / 28

Castletown Cottage

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

$220.00

Inquire

from $220.00 / night

1 / 14

Castletown Apartment

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

$137.00

Inquire

from $137.00 / night

1 / 20

Castletown Cottage

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

$198.00

Inquire

from $198.00 / night

1 / 23

Castletown Cottage

  • 3
  • 6
  • 3 nights min

$271.00

Inquire

from $271.00 / night

(1)

1 / 27

Castletown Cottage

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

$184.00

Excellent (1 reviews)

Inquire

from $184.00 / night

Your search has been expanded 19.3 miles to include more rentals

1 / 12

Weymouth Cottage - 4.6 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Private garden

$225.00

Inquire

from $225.00 / night

1 / 21

Weymouth Cottage - 4.7 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$225.00

Inquire

from $225.00 / night

1 / 34

West Bay Cottage - 18.2 miles away

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

$297.00

Inquire

from $297.00 / night

1 / 19

Weymouth Cottage - 6.6 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$208.00

Inquire

from $208.00 / night

1 / 31

West Bay Apartment - 18.3 miles away

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

$297.00

Inquire

from $297.00 / night

1 / 33

Weymouth Cottage - 4.6 miles away

  • 3
  • 6
  • 3 nights min

$297.00

Inquire

from $297.00 / night

1 / 40

Weymouth Cottage - 4.7 miles away

  • 5
  • 8
  • 3 nights min
  • Child friendly
  • Private garden

$408.00

Inquire

from $408.00 / night

1 / 26

Weymouth Cottage - 5.1 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Private garden

$225.00

Inquire

from $225.00 / night

1 / 24

Weymouth Cottage - 5.4 miles away

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

$178.00

Inquire

from $178.00 / night

1 / 30

Bridport Cottage - 19.3 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$336.00

Inquire

from $336.00 / night

1 / 23

Weymouth Cottage - 4.6 miles away

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

$198.00

Inquire

from $198.00 / night

1 / 30

Weymouth Cottage - 3.4 miles away

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

$225.00

Inquire

from $225.00 / night

1 / 21

Weymouth Cottage - 4.5 miles away

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

$178.00

Inquire

from $178.00 / night

1 / 23

Weymouth Cottage - 4.7 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$220.00

Inquire

from $220.00 / night

1 / 19

West Bexington Cottage - 13.6 miles away

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$147.00

Inquire

from $147.00 / night

1 / 20

Warmwell Cottage - 11.5 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly

$142.00

Inquire

from $142.00 / night

1 / 60

Osmington Mills Cottage - 7.6 miles away

  • 5
  • 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden

$740.00

Inquire

from $740.00 / night

1 / 33

Bradpole Cottage - 18.3 miles away

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

$255.00

Inquire

from $255.00 / night

(1)

1 / 34

Weymouth Cottage - 4.7 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$271.00

Excellent (1 reviews)

Inquire

from $271.00 / night

1 / 21

Weymouth House - 4.6 miles away

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

$208.00

Inquire

from $208.00 / night