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15 Best Vacation Rentals in Osmington - Holiday Lettings - Cabins

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1,180 Vacation rentals

Vacation cottage accommodation

Osmington cottage

4 bedrooms • 2 bathrooms • sleeps 7

from $219 / night

$1,534 - $3,978 / week

1 / 25

Vacation apartment in Osmington

Osmington apartment

2 bedrooms • 1 bathroom • sleeps 4

from $210 / night

$1,470 / week

1 / 12

Osmington Vacation home rental

Osmington house

3 bedrooms • 1 bathroom • sleeps 5

from $253 / night

$1,766 / week

1 / 19

Vacation cottage in Osmington

Osmington cottage

3 bedrooms • 2 bathrooms • sleeps 4

from $199 / night

$612 - $1,827 / week

1 / 25

Vacation cottage in Osmington

Osmington cottage

4 bedrooms • 3 bathrooms • sleeps 7

from $314 / night

$939 - $2,844 / week

1 / 19

Osmington Vacation cottage rental

Osmington cottage

2 bedrooms • 1 bathroom • sleeps 4

from $151 / night

$526 - $2,007 / week

1 / 28

Osmington Vacation cottage rental

Osmington cottage

3 bedrooms • 2 bathrooms • sleeps 6

from $188 / night

$660 - $3,770 / week

1 / 43

Vacation cottage in Osmington

Osmington cottage

2 bedrooms • 2 bathrooms • sleeps 4

from $206 / night

$623 - $2,227 / week

1 / 19

Cottage rental in Osmington

Osmington cottage

2 bedrooms • 2 bathrooms • sleeps 4

from $222 / night

$673 - $2,184 / week

1 / 16

Osmington Vacation cottage rental

Osmington cottage

3 bedrooms • 2 bathrooms • sleeps 6

from $303 / night

$917 - $2,899 / week

1 / 20

Vacation cottage in Osmington

Osmington cottage

2 bedrooms • 1 bathroom • sleeps 4

from $218 / night

$662 - $2,122 / week

1 / 24

Vacation cottage in Osmington

Osmington cottage

3 bedrooms • 2 bathrooms • sleeps 6

from $303 / night

$917 - $2,762 / week

1 / 32

Vacation home in Osmington

Osmington house

3 bedrooms • 2 bathrooms • sleeps 6

from $279 / night

$970 - $3,190 / week

1 / 53

Vacation home with golf nearby in Osmington

Osmington house

4 bedrooms • 3 bathrooms • sleeps 8

from $337 / night

$1,082 - $3,877 / week

1 / 22

Vacation cottage rental

Osmington cottage

2 bedrooms • 1 bathroom • sleeps 3

from $189 / night

$572 - $1,984 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation home in Weymouth

Weymouth house

3 bedrooms • 2 bathrooms • sleeps 5

from $355 / night

$1,436 - $2,178 / week

1 / 25

Apartment rental in Swanage Bay

Swanage Bay apartment

2 bedrooms • 1 bathroom • sleeps 4

from $135 / night

$939 / week

1 / 24

Vacation home with golf nearby, tennis court in Swanage Bay

Swanage Bay house

2 bedrooms • 2 bathrooms • sleeps 5

from $213 / night

$1,491 / week

1 / 24

Vacation cottage rental

Cerne Abbas cottage

1 bedroom • 1 bathroom • sleeps 2

from $95 / night

$663 / week

1 / 17

Corfe Castle Vacation cottage rental

Corfe Castle cottage

2 bedrooms • 2 bathrooms • sleeps 5

from $119 / night

$671 - $1,783 / week

1 / 32

Vacation cottage in Milton Abbas

Milton Abbas cottage

1 bedroom • 1 bathroom • sleeps 2

from $206 / night

$1,436 / week

1 / 16

Vacation apartment in Poole Park

Poole Park apartment

2 bedrooms • 1 bathroom • sleeps 6

from $282 / night

$1,973 / week

1 / 8

Vacation apartment rental

Swanage Bay apartment

2 bedrooms • 1 bathroom • sleeps 4

from $135 / night

$868 - $1,263 / week

1 / 11

Vacation home in Poole

Poole house

1 bedroom • 1 bathroom • sleeps 2

from $158 / night

$789 / week

1 / 16

Ski lodge to rent in Warmwell

Warmwell lodge

3 bedrooms • 2 bathrooms • sleeps 6

from $316 / night

$2,761 / week

1 / 25

Poole Quay Vacation apartment rental

Poole Quay apartment

2 bedrooms • 1 bathroom • sleeps 3

from $316 / night

$2,209 / week

1 / 15

Vacation cottage in Weymouth

Weymouth cottage

2 bedrooms • 3 bathrooms • sleeps 5

from $189 / night

$1,319 / week

1 / 10

Vacation home in East Burton

East Burton house

5 bedrooms • 5 bathrooms • sleeps 24

from $789 / night

$5,522 / week

1 / 16

Vacation cottage with golf nearby in East Burton

East Burton cottage

3 bedrooms • 2 bathrooms • sleeps 8

from $395 / night

$2,761 / week

1 / 0

Vacation home with golf nearby in Wareham

Wareham house

3 bedrooms • 2 bathrooms • sleeps 10

from $395 / night

$2,761 / week

1 / 15

Vacation home in Wareham

Wareham house

3 bedrooms • 2 bathrooms • sleeps 10

from $395 / night

$2,761 / week

1 / 16

Vacation home with golf nearby in Baiter Park

Baiter Park house

3 bedrooms • 3 bathrooms • sleeps 11

from $395 / night

$2,761 / week

1 / 16

Vacation apartment rental

Poole Quay apartment

2 bedrooms • 1 bathroom • sleeps 4

from $190 / night

$939 / week

1 / 14

Wool Vacation home rental

Wool house

2 bedrooms • 2 bathrooms • sleeps 8

from $237 / night

$1,657 / week

1 / 0

Cottage rental in Isle of Portland

Isle of Portland cottage

1 bedroom • 1 bathroom • sleeps 2

from $95 / night

$631 / week

1 / 8

Vacation apartment in Poole Quay

Poole Quay apartment

2 bedrooms • 1 bathroom • sleeps 3

from $174 / night

$1,127 / week

1 / 6

Vacation caravan/mobile home rental

Poole caravan/mobile home

2 bedrooms • 2 bathrooms • sleeps 4

from $126 / night

$709 - $1,418 / week

1 / 15

Vacation apartment rental

Poole apartment

2 bedrooms • 1 bathroom • sleeps 4

from $221 / night

$1,544 / week

1 / 10

Poole Vacation caravan/mobile home rental

Poole caravan/mobile home

3 bedrooms • 2 bathrooms • sleeps 8

from $629 / night

$3,142 / week

1 / 26

Vacation caravan/mobile home rental

Weymouth caravan/mobile home

3 bedrooms • 2 bathrooms • sleeps 6

from $471 / night

$3,296 / week

1 / 4