Osmington Vacation Rentals & Homes - 446 Rentals Available
446 Vacation rentals
ROLLING HILLS, Detached house, sleeps 7, short drive to beach, WiFi, Sutton
Osmington Cottage
- 4 bedrooms 4
- 3 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
$290.00
from $290.00 / night
Fox Cottage, Sutton Poyntz
Osmington Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Private garden
$203.00
from $203.00 / night
Staddles Cottage, Sutton Poyntz
Osmington Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Pet friendly
- Private garden
$461.00
from $461.00 / night
THE COURTHOUSE, sleeps 6, Renovated barn, Village location,
Osmington Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$281.00
from $281.00 / night
Cobweb Cottage, Sutton Poyntz
Osmington Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Private garden
$216.00
from $216.00 / night
Duck Cottage, Sutton Poyntz
Osmington Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$174.00
from $174.00 / night
HONEYBUN, WiFi, Sleeps 4, Thatched cottage, Weymouth
Osmington Cottage
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Pet friendly
- Private garden
$190.00
from $190.00 / night
BLUEBERRY COTTAGE, sleeps 6, village location, close to pub, Weymouth
Osmington Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Pet friendly
- Private garden
$163.00
from $163.00 / night
The Old Chapel , Sutton Poyntz
Osmington Cottage
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$207.00
from $207.00 / night
Honeypot Cottage, Preston
Osmington Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Private garden
$173.00
from $173.00 / night
WILDFLOWER COTTAGE, sleeps 6, village location, Weymouth 2 miles, WiFi, Weymouth
Osmington Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Private garden
$280.00
from $280.00 / night
Whitehorse Vista, Preston
Osmington House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$312.00
from $312.00 / night
Church View, Preston
Osmington Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$127.00
from $127.00 / night
Your search has been expanded 19.8 miles to include more rentals
Horizon View, West Bay
West Bay Cottage - 16.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$240.00
from $240.00 / night
2 CHANTRY WALK, conservatory, one dog welcome, near Bridport
Stoke Abbott Cottage - 18.7 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$171.00
from $171.00 / night
EMMIES COTTAGE, sleeps 6, peaceful village location, close to walks, tradtional
Osmington Mills Cottage - 0.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
$524.00
from $524.00 / night
BELVIEW COTTAGE, WiFi, enclosed garden with furniture, Sturminster Newton
Ibberton House - 17.5 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$152.00
from $152.00 / night
THE STABLES, character holiday cottage, with a garden in Sturminster Newton
Ibberton House - 17.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$160.00
from $160.00 / night
Shepherd's Hut, Milborne St Andrew
Winterborne Whitechurch House - 11.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$169.00
from $169.00 / night
SUNNY GARDENS, pet friendly, with a garden in Weymouth, Ref 7688
Weymouth House - 4 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$152.00
from $152.00 / night
OLD HIGHER LIGHTHOUSE BRANSCOMBE LODGE, family friendly, character holiday
Isle of Portland House - 9.3 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Swimming pool
- Child friendly
$188.00
from $188.00 / night
COLLY COTTAGE, two bedrooms with en-suites, open plan living area, enclosed
Bridport House - 18.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$130.00
from $130.00 / night
THE OLD STABLES, pet-friendly single-storey luxury cottage, en-suite, garden
Winterborne Stickland House - 15.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$150.00
from $150.00 / night
THE OLD SCHOOL COTTAGE, woodburner, off road parking, shared garden, in
Puddletown House - 6.3 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$115.00
from $115.00 / night
PETITE BELLA, first floor apartment, Juliet balcony, off road parking, shared
West Milton House - 17.3 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$96.00
from $96.00 / night
NEW BARN, single-storey pet-friendly cottage with wwodburner, en-suite
Winterborne Stickland House - 15.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$132.00
from $132.00 / night
THE OLD CART SHED, pet-friendly, en-suite, woodburner, games room, Blandford
Winterborne Stickland House - 15.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$152.00
from $152.00 / night
KEEPERS COTTAGE, pet-friendly single-storey cottage with en-suite, woodburner
Winterborne Stickland House - 15.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$132.00
from $132.00 / night
Apple Tree Cottage, Shillingstone
Shillingstone House - 18.5 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$113.00
from $113.00 / night
1 WHITE LANE CLOSE, all ground floor, wheelchair accessible, Sturminster Newton
Sturminster Newton Cottage - 19.8 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$115.00
from $115.00 / night
THE OLD SMITHY, woodburner, WiFi, off road parking, pet-friendly cottage in
Bridport House - 18.5 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$150.00
from $150.00 / night
THE OLD SCHOOL ROOM, pet-friendly Grade II listed cottage, working farm, rural
East Chelborough House - 17.7 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$105.00
from $105.00 / night
Casterbridge, Upwey
Upwey House - 3.7 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$200.00
from $200.00 / night
EVERDENE, superb semi-detached cottage, en-suite, off road parking, in Upwey
Upwey House - 3.7 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Private garden
$200.00
from $200.00 / night
Bramshurst, Upwey
Upwey House - 3.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$180.00
from $180.00 / night
BUDMOUTH, superb, modern cottage, en-suite, dog-friendly, Smart TV, in Upwey
Upwey House - 3.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$183.00
from $183.00 / night
PARKFIELD COTTAGE, cosy barn, en-suite, WiFi, woodburner, private patio, in
Sturminster Marshall House - 17.2 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$114.00
from $114.00 / night
LINDEN LEA detached, ground floor, sea views, close to beach and walks, hot tub
West Bexington House - 12.1 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$201.00
from $201.00 / night
MAGNOLIA REST, short walk to beach, family-friendly location, WiFi, Weymouth
Weymouth House - 1.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$163.00
from $163.00 / night
Lilac Lea, Bere Regis
Bere Regis Bungalow - 9.9 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$150.00
from $150.00 / night
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