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Best Vacation Rentals in Portland - Holiday Lettings - Cabins

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521 Vacation rentals

Great rentals within 20 miles that match your search

Weymouth Vacation cottage rental

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $102 / night

$709 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation caravan/mobile home in Weymouth

Weymouth caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $138 / night

$1,702 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home in Weymouth

Weymouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $246 / night

$1,439 - $2,964 / week

1 / 38

Great rentals within 20 miles that match your search

Vacation apartment in Weymouth

Weymouth apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $116 / night

$1,084 - $1,879 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation caravan/mobile home in Weymouth

Weymouth caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $99 / night

$688 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation home in Isle of Portland

Isle of Portland house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from $123 / night

$1,013 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Isle of Portland

Isle of Portland apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $232 / night

$1,621 / week

1 / 14

Great rentals within 20 miles that match your search

Greenhill Vacation home rental

Greenhill house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $579 / night

$4,048 / week

1 / 31

Great rentals within 20 miles that match your search

Vacation home in Isle of Portland

Isle of Portland house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $275 / night

$1,267 / week

1 / 9

Great rentals within 20 miles that match your search

Vacation apartment in Weymouth

Weymouth apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $55 / night

$868 / week

1 / 9

Great rentals within 20 miles that match your search

Vacation home in Weymouth

Weymouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from $362 / night

$2,533 / week

1 / 26

Great rentals within 20 miles that match your search

Caravan/mobile home rental in Weymouth

Weymouth caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $174 / night

$1,215 / week

1 / 34

Great rentals within 20 miles that match your search

Vacation home in Weymouth

Weymouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $174 / night

$940 - $1,446 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation apartment with golf nearby in Weymouth

Weymouth apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $123 / night

$1,265 - $1,879 / week

1 / 42

Great rentals within 20 miles that match your search

Weymouth Vacation cottage rental

Weymouth cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from $325 / night

$974 - $3,248 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation home in Weymouth

Weymouth house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 15

from $941 / night

$5,066 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation cottage in Weymouth

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $217 / night

$1,520 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation cottage in Weymouth

Weymouth cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $209 / night

$700 - $2,418 / week

1 / 22

Great rentals within 20 miles that match your search

Cottage rental in Weymouth

Weymouth cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $211 / night

$632 - $1,967 / week

1 / 22

Great rentals within 20 miles that match your search

West Lulworth Vacation cottage rental

West Lulworth cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $287 / night

$860 - $2,696 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation cottage in Weymouth

Weymouth cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $243 / night

$729 - $2,097 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation apartment in Weymouth

Weymouth apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $58 / night

$868 / week

1 / 8

Great rentals within 20 miles that match your search

Weymouth Vacation cottage rental

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $194 / night

$580 - $1,751 / week

1 / 30

Great rentals within 20 miles that match your search

Cottage rental in Weymouth

Weymouth cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $194 / night

$668 - $2,223 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Weston

Weston house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $207 / night

$870 - $2,573 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation cottage in Weymouth

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $102 / night

$709 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation cottage in Castletown

Castletown cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $292 / night

$875 - $2,572 / week

1 / 27

Great rentals within 20 miles that match your search

Weymouth Vacation cottage rental

Weymouth cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $236 / night

$714 - $2,264 / week

1 / 22

Great rentals within 20 miles that match your search

Weymouth Vacation apartment rental

Weymouth apartment

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

from $1,001 / night

$3,004 - $9,252 / week

1 / 46

Great rentals within 20 miles that match your search

Vacation caravan/mobile home with shared pool in Weymouth

Weymouth caravan/mobile home

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $217 / night

$1,520 / week

1 / 9

Great rentals within 20 miles that match your search

Vacation bungalow rental

Isle of Portland bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $261 / night

$1,822 / week

1 / 17

Great rentals within 20 miles that match your search

Caravan/mobile home rental in Weymouth with shared pool

Weymouth caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $261 / night

$1,824 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation cottage in Osmington

Osmington cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $211 / night

$632 - $1,856 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation cottage rental

Weymouth cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $386 / night

$1,156 - $3,519 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation cottage in Weymouth

Weymouth cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $254 / night

$783 - $2,439 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation cottage rental

Fortuneswell cottage

  • 4 bedrooms
  • 1 bathroom
  • sleeps 6

from $313 / night

$937 - $2,756 / week

1 / 55

Great rentals within 20 miles that match your search

Vacation bungalow in Weston

Weston bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $416 / night

$1,733 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation cottage in Upwey

Upwey cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $155 / night

$1,084 / week

1 / 30

Great rentals within 20 miles that match your search

Weymouth Vacation cottage rental

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $243 / night

$753 - $2,251 / week

1 / 24

Great rentals within 20 miles that match your search

West Lulworth Vacation cottage rental

West Lulworth cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $233 / night

$970 - $3,103 / week

1 / 30