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Houses in Southold and Condos - Holiday Lettings - Holiday Rentals Southold
1 Holiday homes
Great rentals within 20 miles that match your search
from £306 / night
£2,138 / week
Great rentals within 20 miles that match your search
Holiday home in Greenport
Greenport house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
1 filter does not match: Pets allowed
from £327 / night
£2,290 / week
Great rentals within 20 miles that match your search
Holiday home in Southold
Southold house
- 4 bedrooms
- 2 bathrooms
- sleeps 10
1 filter does not match: Pets allowed
from £732 / night
£3,847 / week
Great rentals within 20 miles that match your search
Home rental in Sag Harbor
Sag Harbor house
- 6 bedrooms
- 4 bathrooms
- sleeps 12
1 filter does not match: Internet access
from £916 / night
£6,412 / week
Great rentals within 20 miles that match your search
Holiday home letting
Southold house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £344 / night
£2,290 / week
Great rentals within 20 miles that match your search
Holiday apartment in Greenport
Greenport apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £367 / night
£2,565 / week
Great rentals within 20 miles that match your search
Holiday home in Greenport
Greenport house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
1 filter does not match: Pets allowed
from £642 / night
£4,122 - £5,405 / week
Great rentals within 20 miles that match your search
Holiday home in Greenport
Greenport house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £423 / night
£2,956 / week
Great rentals within 20 miles that match your search
Shelter Island holiday home rental
Shelter Island house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
1 filter does not match: Pets allowed
from £851 / night
£5,954 / week
Great rentals within 20 miles that match your search
Home rental in Southold
Southold house
- 4 bedrooms
- 3 bathrooms
- sleeps 12
1 filter does not match: Pets allowed
from £344 / night
£1,764 / week
Great rentals within 20 miles that match your search
Holiday guest house in Sag Harbor
Sag Harbor guest house
- 1 bedroom
- 1 bathroom
- sleeps 2
1 filter does not match: Pets allowed
from £321 / night
£2,245 / week
Great rentals within 20 miles that match your search
Greenport holiday home rental
Greenport house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
1 filter does not match: Pets allowed
from £733 / night
£5,130 / week
Great rentals within 20 miles that match your search
Southold holiday home rental
Southold house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
1 filter does not match: Pets allowed
from £664 / night
£4,580 - £4,901 / week
Great rentals within 20 miles that match your search
Southold holiday home rental
Southold house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £179 / night
£1,254 - £4,401 / week
Great rentals within 20 miles that match your search
Holiday home in Southold
Southold house
- 3 bedrooms
- 1 bathroom
- sleeps 5
1 filter does not match: Pets allowed
from £240 / night
£1,459 - £3,204 / week
Great rentals within 20 miles that match your search
Holiday home in Southold
Southold house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £272 / night
£1,654 - £4,383 / week
Great rentals within 20 miles that match your search
Holiday home in Southold
Southold house
- 4 bedrooms
- 4 bathrooms
- sleeps 9
1 filter does not match: Pets allowed
from £1,972 / night
£4,708 - £8,309 / week
Great rentals within 20 miles that match your search
Peconic holiday cottage rental
Peconic cottage
- 3 bedrooms
- 2 bathrooms
- sleeps 7
1 filter does not match: Pets allowed
from £228 / night
£1,386 - £3,325 / week
Great rentals within 20 miles that match your search
Holiday home in Southold
Southold house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £310 / night
£1,889 - £5,096 / week
Great rentals within 20 miles that match your search
Holiday home in Shelter Island Heights
Shelter Island Heights house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £480 / night
£3,360 / week
Great rentals within 20 miles that match your search
Holiday cottage in Southold
Southold cottage
- 2 bedrooms
- 1 bathroom
- sleeps 4
1 filter does not match: Pets allowed
from £268 / night
£1,876 / week
Great rentals within 20 miles that match your search
Ski cottage to rent in Greenport
Greenport cottage
- 2 bedrooms
- 1 bathroom
- sleeps 4
1 filter does not match: Pets allowed
from £284 / night
£1,988 / week
Great rentals within 20 miles that match your search
Ski home to rent in Sag Harbor
Sag Harbor house
- 4 bedrooms
- 2 bathrooms
- sleeps 12
1 filter does not match: Pets allowed
from £824 / night
£5,768 / week
Great rentals within 20 miles that match your search
Holiday home in Greenport
Greenport house
- 2 bedrooms
- 3 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £224 / night
£1,563 / week
Great rentals within 20 miles that match your search
Cottage rental in Peconic
Peconic cottage
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £396 / night
£2,772 / week
Great rentals within 20 miles that match your search
Holiday home in Shelter Island Heights
Shelter Island Heights house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £467 / night
£3,265 / week
Great rentals within 20 miles that match your search
Ski cottage to rent in Peconic
Peconic cottage
- 2 bedrooms
- 1 bathroom
- sleeps 3
1 filter does not match: Pets allowed
from £220 / night
£1,540 / week
Great rentals within 20 miles that match your search
Holiday apartment in Greenport
Greenport apartment
- 2 bedrooms
- 1 bathroom
- sleeps 4
1 filter does not match: Pets allowed
from £304 / night
£2,128 / week
Great rentals within 20 miles that match your search
Holiday home in Greenport
Greenport house
- 3 bedrooms
- 2 bathrooms
- sleeps 5
1 filter does not match: Pets allowed
from £367 / night
£2,565 / week
Great rentals within 20 miles that match your search
Sag Harbor ski home to rent.
Sag Harbor house
- 3 bedrooms
- 3 bathrooms
- sleeps 7
1 filter does not match: Pets allowed
from £456 / night
£3,192 / week
Great rentals within 20 miles that match your search
Cottage accommodation in Southold
Southold cottage
- 2 bedrooms
- 1 bathroom
- sleeps 5
1 filter does not match: Pets allowed
from £1,600 / night
£11,200 / week
Great rentals within 20 miles that match your search
Greenport holiday home rental
Greenport house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £760 / night
£5,320 / week
Great rentals within 20 miles that match your search
Holiday home in Greenport
Greenport house
- 5 bedrooms
- 3 bathrooms
- sleeps 10
1 filter does not match: Pets allowed
from £1,260 / night
£8,820 / week
Great rentals within 20 miles that match your search
Southold ski home to rent.
Southold house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £307 / night
£2,145 / week
Great rentals within 20 miles that match your search
Holiday cottage in Greenport
Greenport cottage
- 4 bedrooms
- 3 bathrooms
- sleeps 8
1 filter does not match: Pets allowed
from £560 / night
£3,920 / week
Great rentals within 20 miles that match your search
Southold ski home to rent.
Southold house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
1 filter does not match: Pets allowed
from £400 / night
£2,800 / week
Great rentals within 20 miles that match your search
Ski home to rent in Southold
Southold house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
1 filter does not match: Pets allowed
from £720 / night
£5,040 / week
Great rentals within 20 miles that match your search
Home rental in Greenport
Greenport house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £776 / night
£5,432 / week
Great rentals within 20 miles that match your search
Shelter Island Heights holiday home rental
Shelter Island Heights house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £360 / night
£2,520 / week
Great rentals within 20 miles that match your search
Holiday cottage in Cutchogue
Cutchogue cottage
- 1 bedroom
- 1 bathroom
- sleeps 2
1 filter does not match: Pets allowed
from £228 / night
£1,596 / week