Viewing 40 of 18 rentals in Southold
Tell us your dates, and we will find the most accurate rates and availability for you
Updating
Houses in Southold and Condos - Holiday Lettings - Holiday Rentals Southold
2 Holiday homes
Great rentals within 20 miles that match your search
from £915 / night
£6,400 / week
Great rentals within 20 miles that match your search
from £305 / night
£2,134 / 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
£2,286 / 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 £731 / night
£3,840 / 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 £343 / night
£2,286 / 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 £849 / night
£5,943 / 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 £640 / night
£4,114 - £5,394 / 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 £422 / night
£2,951 / week
Great rentals within 20 miles that match your search
Noyack holiday home rental
Noyack house
- 5 bedrooms
- 8 bathrooms
- sleeps 10
1 filter does not match: Pets allowed
from £1,219 / night
£8,533 / week
Great rentals within 20 miles that match your search
Holiday home in Greenport
Greenport house
- 3 bedrooms
- 2 bathrooms
- sleeps 7
1 filter does not match: Pets allowed
from £544 / night
£3,808 / 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 £343 / night
£1,760 / 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 £732 / night
£5,120 / 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 £663 / night
£4,571 - £4,891 / 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 £282 / night
£1,971 - £4,402 / 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 £1,969 / night
£4,702 - £8,298 / 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
£1,887 - £5,092 / 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 £271 / night
£1,652 - £4,319 / 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
£1,457 - £3,193 / 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 £479 / night
£3,354 / 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 £825 / night
£5,774 / 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 £223 / night
£1,560 / 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 £466 / night
£3,259 / 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 £366 / night
£2,560 / 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
£3,186 / 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 £759 / night
£5,310 / 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 £1,258 / night
£8,803 / 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 £306 / night
£2,141 / 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 £719 / night
£5,031 / 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
£2,795 / 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 £775 / night
£5,422 / 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
£2,515 / week
Great rentals within 20 miles that match your search
Home rental in Cutchogue
Cutchogue house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
1 filter does not match: Pets allowed
from £374 / night
£2,616 / week
Great rentals within 20 miles that match your search
Greenport holiday home rental
Greenport house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £400 / night
£2,795 / week
Great rentals within 20 miles that match your search
Home rental in Southold
Southold house
- 4 bedrooms
- 4 bathrooms
- sleeps 10
1 filter does not match: Pets allowed
from £701 / night
£4,902 / week
Great rentals within 20 miles that match your search
Southold ski home to rent.
Southold house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
1 filter does not match: Pets allowed
from £515 / night
£3,605 / week
Great rentals within 20 miles that match your search
Southold holiday home rental
Southold house
- 6 bedrooms
- 5 bathrooms
- sleeps 14
1 filter does not match: Pets allowed
from £1,124 / night
£7,864 / week
Great rentals within 20 miles that match your search
Holiday home in Greenport
Greenport house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £559 / night
£3,913 / week
Great rentals within 20 miles that match your search
Holiday home in Southold
Southold house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
1 filter does not match: Pets allowed
from £558 / night
£3,902 / week
Great rentals within 20 miles that match your search
Home rental in Sag Harbor
Sag Harbor house
- 5 bedrooms
- 6 bathrooms
- sleeps 10
1 filter does not match: Pets allowed
from £1,842 / night
£12,894 / week
Great rentals within 20 miles that match your search
Holiday home in Southold
Southold house
- 4 bedrooms
- 2 bathrooms
- sleeps 6
1 filter does not match: Pets allowed
from £582 / night
£4,075 / week