Upwey Vacation Rentals & Homes - 538 Rentals Available
538 Vacation rentals

Casterbridge, Upwey
Upwey House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$188.00
from $188.00 / night

Bramshurst, Upwey
Upwey House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$170.00
from $170.00 / night

BUDMOUTH, superb, modern cottage, en-suite, dog-friendly, Smart TV, in Upwey
Upwey House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$172.00
from $172.00 / night

SHEPHERD OAK, quality semi-detached cottage, stylish features, en-suite
Upwey House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$172.00
from $172.00 / night

EVERDENE, superb semi-detached cottage, en-suite, off road parking, in Upwey
Upwey House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Private garden
$188.00
from $188.00 / night
SIXPENNY COTTAGE, sleeps 2, village location, c4 miles to beach, Upwey.
Upwey Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
$175.00
from $175.00 / night
FOLLIS COTTAGE, Sleeps 4, village location, WiFI, Weymouth
Upwey Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$184.00
from $184.00 / night
Riverhouse Lodge, Upwey
Upwey Log cabin
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$149.00
from $149.00 / night
Pelham, Weymouth
Upwey Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$173.00
from $173.00 / night
$150.00
from $150.00 / night
Snaffles, Weymouth
Upwey Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$173.00
from $173.00 / night
Wishing Well Cottage, Upwey
Upwey Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Private garden
$257.00
from $257.00 / night
Little Brook, Weymouth
Upwey Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
- Private garden
$193.00
from $193.00 / night
Your search has been expanded 19.6 miles to include more rentals
BADGER COTTAGE, Grade II listed, pet friendly cottage in popular Dorset town
Charmouth House - 19.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$247.00
from $247.00 / night
OCEAN WATCH 5, sleeps 5, sea views, , WiFi, Parking, Weymouth
Weymouth Cottage - 3 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
$236.00
from $236.00 / night
THE CREAMERY, sleeps 5, dog welcome, WiFi, Dorchester
Dorchester Cottage - 3.9 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Pet friendly
- Private garden
$214.00
from $214.00 / night
HARBOURSIDE COTTAGE, sleeps 5, harbour views, close to beach, WiFi, Weymouth
Weymouth Cottage - 4 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
$311.00
from $311.00 / night
WOODLANDERS, Woodburner, Open-plan living, WiFi, Symondsbury
Chideock Cottage - 14.7 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$174.00
from $174.00 / night
Pennsylvania Castle, Wakeham, Portland
Weston Cottage - 8.8 miles away
- 9 bedrooms 9
- 11 bathrooms
- sleeps 20 20
- 3 nights min
- Swimming pool
- Child friendly
$2,616.00
from $2,616.00 / night
Little Lodge, Wakeham, Portland
Weston Bungalow - 8.8 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Private garden
$210.00
from $210.00 / night
21 Court Barton, Weston, Portland
Weston Cottage - 8.3 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$169.00
from $169.00 / night
Puddle Mill Cottage, Corfe Castle
Church Knowle Cottage - 16.9 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Private garden
$292.00
from $292.00 / night
Lulworth Mews, Wool
East Stoke Cottage - 12.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
- Pet friendly
$290.00
from $290.00 / night
Woodlands Retreat, Wool
East Stoke House - 12.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$709.00
from $709.00 / night
Pebbles View, Wyke Regis
Castletown Cottage - 5.2 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$235.00
from $235.00 / night
HARBOUR EDGE, Sleep 4, Close to harbour and beach, WiFi, Weymouth
Weymouth Cottage - 4 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$205.00
from $205.00 / night
Mill House, Maiden Newton
Maiden Newton Cottage - 9 miles away
- 6 bedrooms 6
- 3 bathrooms
- sleeps 12 12
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$400.00
from $400.00 / night
IVY COTTAGE, thatched cottage, sleeps 6, village location, WiFi, West Lulworth
West Lulworth Cottage - 10.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$258.00
from $258.00 / night
STAR FISH APARTMENT, sleeps 4, first floor apartment, 10 minute walk to town
Weymouth Cottage - 3 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$155.00
from $155.00 / night
OLD MALTHOUSE APARTMENT, sleep 4, central location, permit parking, WiFi
Weymouth Cottage - 3.9 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$232.00
from $232.00 / night
OLD BREWERS COTTAGE, Sleeps 3, , close to harbour, Dog Friendly, Weymouth
Weymouth Cottage - 4.1 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$232.00
from $232.00 / night
Pitt Cottage, Ringstead
Ringstead Cottage - 5.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$350.00
from $350.00 / night
CAPTAINS HOUSE, close to harbour, sleeps 5, modern detached house, Parking
Weymouth Cottage - 4.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Private garden
$237.00
from $237.00 / night
THE OLD PORTLAND COURTHOUSE, sleeps 8, historic building, four poster bed
Castletown Cottage - 7 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 3 nights min
- Private garden
$433.00
from $433.00 / night
FOSSIL BARN, Sleeps 4, Oak garden room, WiFi, Parking, Weymouth
Chickerell Cottage - 2.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$237.00
from $237.00 / night
TIDES CORNER, Ground floor apartment, Sleeps 4, off road parking, close to
Preston Cottage - 2.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$238.00
from $238.00 / night
GONE FISHING, 4 bedrooms, Edwardian House, Close to Harbour, WiFi, Weymouth
Weymouth Cottage - 4.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Private garden
$347.00
from $347.00 / night
PEDALLER'S COTTAGE, Victorian Terrace, Sleeps 6, parking Permit, WiFi, Weymouth
Weymouth Cottage - 4.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Private garden
$237.00
from $237.00 / night
SUNSET LODGE, modern apartment, sleeps 6, sea views, WiFi, Portland
Fortuneswell Cottage - 7.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
$232.00
from $232.00 / night
ROLLING HILLS, Detached house, sleeps 7, short drive to beach, WiFi, Sutton
Preston Cottage - 2.7 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
$289.00
from $289.00 / night
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